CZ288922B6 - Karbamáty a prostředky k ochraně rostlin, které je obsahují - Google Patents

Karbamáty a prostředky k ochraně rostlin, které je obsahují Download PDF

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CZ288922B6
CZ288922B6 CZ19941785A CZ178594A CZ288922B6 CZ 288922 B6 CZ288922 B6 CZ 288922B6 CZ 19941785 A CZ19941785 A CZ 19941785A CZ 178594 A CZ178594 A CZ 178594A CZ 288922 B6 CZ288922 B6 CZ 288922B6
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alkyl
formula
substituted
group
phenyl
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CZ178594A3 (en
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Bernd Dr. Mueller
Hubert Dr. Sauter
Franz Dr. Roehl
Reinhard Dr. Doetzer
Gisela Dr. Lorenz
Eberhard Dr. Ammermann
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Basf Aktiengesellschaft
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Priority claimed from DE4234081A external-priority patent/DE4234081A1/de
Priority claimed from DE4234028A external-priority patent/DE4234028A1/de
Priority claimed from DE4234012A external-priority patent/DE4234012A1/de
Priority claimed from DE4234067A external-priority patent/DE4234067A1/de
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Abstract

Karbam ty obecn ho vzorce I, ve kter m Z znamen methoxyskupinu, skupinu vzorce NH.sub.2.n., NHCH.sub.3.n., N(CH.sub.3.n.).sub.2.n., CH.sub.3.n., C.sub.2.n.H.sub.5.n., CF.sub.3.n., nebo CCl.sub.3.n., X a Y znamenaj nez visle na sob atom vod ku, fluoru, chloru, bromu, nebo C.sub.1.n.-C.sub.6.n.-alkylovou skupinu, A znamen jednoduchou vazbu, -S-, -CH=CH-, -CH.sub.2.n.O-, -CH.sub.2.n.S-, -CH.sub.2.n.-O-N=C(R.sup.4.n.)-, -CH=N-O- nebo -CH.sub.2.n.-O-CO-, kde R.sup.4.n. znamen C.sub.1.n.-C.sub.6.n.-alkylovou nebo C.sub.1.n.-C.sub.6.n.-alkoxyskupinu. Slou eniny a prost°edky je obsahuj c jsou pou iteln k ochran rostlin, zvl Üt k potla ov n hub, r zn²ch druh hmyzu, hl stic a sviluÜek.\

Description

Oblast techniky
Tento vynález se týká karbamátů a jejich použití jako prostředků k ochraně rostlin, zvláště k potlačování hub, různých druhů hmyzu, hlístic a svilušek.
Dosavadní stav techniky
Je známo, že anilinové deriváty, například izopropylester kyseliny N-fenylkarbamové nebo odpovídající 3-chlorfenylester (GB patent č. 574 995) nebo methylester kyseliny N-3,4dichlorfenylkarbamové (BE patent č. 612 550) se používají jako prostředek k ochraně rostlin. Jejich fungicidní účinek je však neuspokojující.
Podstata vynálezu
Nyní bylo s překvapením zjištěno, že karbamáty obecného vzorce I
ve kterém substituenty mají tyto obecné významy:
Z znamená methoxyskupinu, skupinu vzorce NH2, NHCH3, N(CH3)2, CH3, C2Hs, CF3, nebo CCI3,
X a Y znamenají nezávisle na sobě atom vodíku, fluoru, chloru, bromu, nebo Ci-Có-alkylovou skupinu,
R1 znamená kyanoskupinu, cyklopropylmethyl, Ci-C6-alkylthioskupinu, Ci~C6-alkoxyskupinu, C2-C6-alkenyloxyskupinu, Cr-cs-alkinyloxyskupinu, Ci-C6-alkoxykarbonyloxyskupinu, C)-C6-alkyl substituovaný kyanoskupinou, C2-C6-halogenalkinyl, alkoxyalkoxyskupinu,
A znamená jednoduchou vazbu, -S-, -CH=CH-, -CH2O~, -CH2S-, -CH2-O-N=C(R4)-, -CH=N-O- nebo -CH2-O-CO-,
B je fenyl, který může být popřípadě substituován Ci-Cé-alkylem, halogenem, kyanoskupinou, nitroskupinou, Ci-C6-halogenalkylem, Ci-C6-alkylkarbonylem, CiC6-kyanalkylem, fenoxyskupinou, fenylem nebo CRa=NORb skupinou, přičemž Ra znamená vodík nebo Ci-C6-alkyl a Rb znamená Ci-Ce-alkyl, Ci-C6-halogenalkyl nebo Cr-Ce-alkenyl, je 5- nebo 6- členný heteroaromatický kruh, který obsahuje jeden až tři atomy N, S nebo O, přičemž tento aromatický kruh může být substituován: halogenem, Ci-Ce-alkylem, Ci-Čé-halogenalkylem, izoxazolylem, který může být substituován C]-C6-alkylem, fenylem, který může být substituován halogenem, nebo Ci-C6-alkylem, pyridinylem, který může být substituován halogenem, Ci-C6-alkylem, Ci-C6-halogenalkylem, CRa=NORb skupinou a fenylem, popřípadě substituovaným halogenem, nebo Ci-C6-alkylem, thiazolylem, který může být substituován Ci-Ce-alkylem, nebo thiazolylem, fúrylem nebo skupinou CRa=NORb, C]-C6-alkylem, který může být substituován halogenem, hydroxylem, fenylem a fenoxyskupinou, C3-Cio-cykloalkylem, který může být substituován Ci-Cealkylem nebo fenylem, naftylem, benzothiazolylem, benzoxazolylem nebo chinolylem, který může být substituován Ci-C6-halogenalkylem, neboje N=cyklohexyl, nebo je Ci-C6-alkyl,
R4 znamená Ci-C6-alkylovou nebo C|-C6-alkoxy skup inu, stejně jako jejich adiční soli s kyselinami a/nebo se zásadami, jež jsou snášenlivé pro rostliny, mají dobrý fungicidní, akaricidní, insekticidní a nematocidní účinek.
Kyselinami vhodnými pro adiční soli jsou například minerální kyseliny, jako například kyselina chlorovodíková, kyselina bromovodíková, kyselina fosforečná, kyselina sírová a kyselina dusičná, nebo karboxylové kyseliny, jako je kyselina mravenčí, kyselina octová, kyselina oxalová, kyselina malonová, kyselina mléčná, kyselina jablečná, kyselina jantarová, kyselina vinná, kyselina citrónová a kyselina salicylová, nebo sulfonové kyseliny, jako kyselina ptoluensulfonová a kyselina dodecylbenzensulfonová, nebo také obecné sloučeniny s obsahem kyselých protonů, jako je například sacharin.
Zásadami vhodnými pro adiční soli jsou například hydroxidy a uhličitany draselné a sodné, nebo hydroxid amonný.
Nové sloučeniny obecného vzorce I mohou při výrobě vznikat jako směsi stereoizomerů (E/Zizomery, diastereomery, enantiomery), které se mohou dělit obvyklých způsobem na jednotlivé složky, například krystalizací nebo chromatografií. Jak jednotlivé izomery, tak také jejich směsi se mohou používat jako fungicidní, akaricidní, nematocidní nebo insekticidní prostředky a jako takové jsou zahrnuty do vynálezu.
Svrchu uvedené alkylové skupiny zvláště znamenají methylovou skupinu, ethylovou skupinu, propylovou skupinu, n-propylovou skupinu, izopropylovou skupinu, butylovou skupinu, nbutylovou skupinu, izobutylovou skupinu, terc.-butylovou skupinu, pentylovou skupinu, nebo hexylovou skupinu.
Svrchu uvedené alkenylové skupiny znamenají ethenylovou skupinu, propenylovou skupinu, 1propenylovou skupinu, 2-propenylovou skupinu, l-propen-2-ylovou skupinu, butenylovou skupinu, 1-butenylovou skupinu, 2-butenylovou skupinu, 3-butenylovou skupinu, l-butan-3ylovou skupinu, 2-buten-2-ylovou skupinu, 2-methyl-l-propenyíovou skupinu, 2-methyl-2propenylovou skupinu, pentenylovou skupinu nebo hexenylovou skupinu.
Svrchu jmenovanými atomu halogenu se rozumí atom fluoru, chloru, bromu nebo jodu.
Shora uvedené cykloalkylové skupiny znamenají s výhodou cyklopropylovou skupinu, cyklobutylovou skupinu, cyklopentylovou skupinu, cyklohexylovou skupinu, cykloheptylovou skupinu, cyklooktylovou skupinu, cyklononylovou skupinu, cyklodecylovou skupinu, bomanylovou skupinu, norbomanylovou skupinu, dicyklohexylovou skupinu, bicyklo[3,3,0]oktylovou skupinu, bicyklo[3,2,l]oktylovou skupinu, bicyklo[2,2,2]oktylovou skupinu nebo bicyklo[3,3,l]nonylovou skupinu.
Svrchu uvedené halogenalkylové skupiny znamenají s výhodou halogenalkylovou skupinu s 1 až 4 atomy uhlíku, zvláště halogenalkylovou skupinu s 1 nebo 2 atomy uhlíku, jako chlormethylovou skupinu, dichlormethylovou skupinu, trichlormethylovou skupinu, fluormethylovou skupinu, difluormethylovou skupinu, trifluormethylovou skupinu, chlorfluormethylovou skupinu, dichlorfluormethylovou skupinu, chlordifluormethylovou skupinu, 1fluorethylovou skupinu, 2-fluorethylovou skupinu, 2,2-difluorethylovou skupinu, 2,2,2-trifluorethylovou skupinu, 2-chlor-2-fluorethylovou skupinu, 2-chlor-2,2-difluorethylovou skupinu, 2,2-dichlor-2-fluorethylovou skupinu, 2,2,2-trichlorethylovou skupinu, nebo pentafluorethylovou skupinu.
Vynález se dále týká karbamátů obecného vzorce I
(I), ve kterém substituenty mají tyto významy:
Z znamená methoxyskupinu, skupinu vzorce NH2, NHCH3, nebo CH3,
X a Y znamenají nezávisle na sobě atom vodíku, fluoru, chloru, nebo bromu, Ci-C6 alkylovou skupinu,
R1 znamená cyklopropylmethyl,
A znamená skupinu vzorce -CH=CH~, -CH2O-, CH2S-, -CH2-O“N=C(R4)-, -CH=NO-a
B znamená vpředu uvedený substituovaný fenyl, foxylovou skupinu, alkenylsulfoxylovou skupinu, alkinylsulfoxylovou skupinu, cykloalkylsulfoxylovou skupinu, arylsulfoxylovou skupinu, heteroarylsulfoxylovou skupinu, heterocyklylsulfoxylovou skupinu, cykloalkenylsulfoxylovou skupinu, alkylsulfonylovou skupinu, alkenylsulfonylovou skupinu, alkinylsulfonylovou skupinu, cykloalkylsulfonylovou skupinu, arylsulfonylovou skupinu, heteroarylsulfonylovou skupinu, heterocyklylsulfonylovou skupinu, cykloalkenylsulfonylovou skupinu, alkylsulfinylovou skupinu, alkenylsulfinylovou skupinu, alkinylsulfonylovou skupinu, cykloalkylsulfinylovou skupinu, arylsulfínylovou skupinu, heteroarylsulfinylovou skupinu, heterocyklylsulfmylovou skupinu nebo cykloalkenylsulfinylovou skupinu.
Substituent R4 je libovolný substituent a znamená například atom vodíku, atom halogenu, kyanoskupinu, nitroskupinu, halogenalkylovou skupinu, alkylovou skupinu, halogenalkoxyskupinu, alkenylovou skupinu, alkinylovou skupinu, cykloalkylovou skupinu, arylovou skupinu, heteroarylovou skupinu, heterocyklylovou skupinu, cykloalkenylovou skupinu, alkoxyskupinu, alkenyloxyskupinu, alkinyloxyskupinu, cykloalkoxyskupinu, aryloxyskupinu, heteroaryloxyskupinu, heterocyklyloxyskupinu, cykloalkenyloxyskupinu, alkoximinoskupinu, alkenyloximinoskupinu, alkinyloximinoskupinu, cykloalkyloximinoskupinu, cykloalkenyloximinoskupinu, aryloximinoskupinu, heteroaryloximinoskupinu, heterocyklyloximinoskupinu, alkoxykarbonylovou skupinu, alkenyloxykarbonylovou skupinu, alkinyloxykarbonylovou skupinu, cykloalkyloxykarbonylovou skupinu, aryloxykarbonylovou skupinu, heteroaryloxykarbonylovou skupinu, heterocyklyloxykarbonylovou skupinu, cykloalkenyloxykarbonylovou skupinu, alkylaminokarbonylovou skupinu, dialkylaminokarbonylovou skupinu, alkenylaminokarbonylovou skupinu, dialkenylaminokarbonylovou skupinu, alkylthioskupinu, alkenylthioskupinu, alkinylthioskupinu, cykloalkylthioskupinu, arylthioskupinu, heteroarylthioskupinu, heterocyklylthioskupinu, cykloalkenylthioskupinu, alkylaminoskupinu, alkenylaminoskupinu, alkinylaminoskupinu, cykloalkylaminoskupinu, arylaminoskupinu, heteroarylaminoskupinu, heterocyklylaminoskupinu, cykloalkenylaminoskupinu, alkylkarbonylovou skupinu, alkenylkarbonylovou skupinu, alkinylkarbonylovou skupinu, cykloalkylkarbonylovou skupinu, arylkarbonylovou skupinu, heteroarylkarbonylovou skupinu, heterocyklylkarbonylovou skupinu, cykloalkenylkarbonylovou skupinu, alkylsulfoxylovou skupinu, alkenylsulfoxylovou skupinu, alkinylsulfoxylovou skupinu, cykloalkylsulfoxylovou skupinu arylsulfoxylovou skupinu, heteroarylsulfoxylovou skupinu, heterocyklylsulfoxylovou skupinu, cykloalkenylsulfoxylovou skupinu alkylsulfonylovou skupinu, alkenylsulfonylovou skupinu, alkinylsulfonylovou skupinu, cykloalkylsulfonylovou skupinu, arylsulfonylovou skupinu, heteroarylsulfonylovou skupinu, heterocyklylsulfonylovou skupinu, cykloalkenylsulfonylovou skupinu, alkylsulfinylovou skupinu, alkenylsulfinylovou skupinu, alkinylsulfonylovou skupinu, cykloalkylsulfinylovou skupinu, arylsulfmylovou skupinu, heteroarylsulfinylovou skupinu, heterocyklylsulfínylovou skupinu nebo cykloalkenylsulfínylovou skupinu.
Svrchu uvedené alkylové skupiny mohou být substituovány, obsahují s výhodou 1 až 6 atomů uhlíku a zvláště znamenají methylovou skupinu, ethylovou skupinu, propylovou skupinu, npropylovou skupinu, izopropylovou skupinu, butylovou skupinu, n-butylovou skupinu, izobutylovou skupinu, terc.-butylovou skupinu, sek.-butylovou skupinu, pentylovou skupinu nebo hexylovou skupinu.
Svrchu uvedené alkenylové skupiny mohou být substituovány, obsahují s výhodou 2 až 6 atomů uhlíku a obzvláště znamenají ethenylovou skupinu, propenylovou skupinu, 1-propenylovou skupinu, 2-propenylovou skupinu, l-propen-2-y lovou skupinu, butenylovou skupinu, 1butenylovou skupinu, 2-butenylovou skupinu, 3-butenylovou skupinu, l-buten-3-ylovou skupinu, 2-buten-2-ylovou skupinu, 2-methyl-l-propenylovou skupinu, 2-methyl-2propenylovou skupinu, pentenylovou skupinu nebo hexenylovou skupinu.
Svrchu uvedené alkinylové skupiny mohou být substituovány, obsahují s výhodou 2 až 6 atomů uhlíku a zvláště znamenají ethinylovou skupinu, propinylovou skupinu, 1-propinylovou skupinu, 3-propinylovou skupinu, butinylovou skupinu, 1-butinylovou skupinu, 2-butinylovou skupinu, 3-butinylovou skupinu, l-methyl-2-propinylovou skupinu, pentinylovou skupinu nebo hexinylovou skupinu.
Svrchu jmenovanými atomy halogenu se rozumí atom fluoru, chloru, bromu nebo jodu.
Shora uvedené cykloalkylové skupiny znamenají s výhodou cyklopropylovou skupinu, cyklobutylovou skupinu, cyklopentylovou skupinu, cyklohexylovou skupinu, cykloheptylovou skupinu, cyklooktylovou skupinu, cyklononylovou skupinu, cyklodecylovou skupinu, bomanylovou skupinu, norbomanylovou skupinu, dicyklohexylovou skupinu, bicyklo[3,3,0]oktylovou skupinu, bicyklo[3,2,l]oktylovou skupinu, bicyklo[2,2,2]oktylovou skupinu nebo bicyklo[3,3,l]nonylovou skupinu.
Svrchu uvedené cykloalkenylové skupiny znamenají s výhodou cyklopropenylovou skupinu, cyklobutenylovou skupinu, cyklopentylovou skupinu, cyklohexenylovou skupinu, cykloheptenylovou skupinu, cyklooktenylovou skupinu, cyklononenylovou skupinu, cyklodecenylovou skupinu, bomenylovou skupinu, norbomenylovou skupinu, bicyklo[3,3,0Joktenylovou skupinu, bicyklo[3,2,l]oktenylovou skupinu, bicyklo[2,2,2]oktenylovou skupinu nebo bicyklo[3,3,l]nonenylovou skupinu.
Svrchu uvedené halogenalkylové skupiny znamenají s výhodou halogenalkylovou skupinu s 1 až 4 atomy uhlíku, zvláště halogenalkylovou skupinu s 1 nebo 2 atomy uhlíku, jako chlormethylovou skupinu, dichlormethylovou skupinu, trichlormethylovou skupinu, fluormethylovou skupinu, difluormethylovou skupinu, trifluormethylovou skupinu, chlorfluormethylovou skupinu, dichlorfluormethylovou skupinu, chlordifluormethylovou skupinu, 1-fluorethylovou skupinu, 2fluorethylovou skupinu, 2,2-difluorethylovou skupinu, 2,2,2-trifluorethylovou skupinu, 2-chlor-
2- fluorethylovou skupinu, 2-chlor-2,2-difluorethylovou skupinu, 2,2-dichlor-2-fluorethylovou skupinu, 2,2,2-trichlorethylovou skupinu nebo pentafluorethylovou skupinu.
Svrchu uvedené halogenalkoxyskupiny znamenají s výhodou halogenaíkoxyskupinu s 1 až 4 atomy uhlíku, zvláště halogenaíkoxyskupinu s 1 nebo 2 atomy uhlíku, jako chlormethoxyskupinu, dichlormethoxyskupinu, trichlormethoxyskupinu, fluormethoxyskupinu, difluormethoxyskupinu, trifluormethoxyskupinu, chlorfluormethoxyskupinu, dichlorfluormethoxyskupinu, chlordifluormethoxyskupinu, 1-fluorethoxyskupinu, 2-fluorethoxyskupinu, 2,2difluorethoxyskupinu, 2,2,2-trifluorethoxyskupinu, 2-chlor-2-fluorethoxyskupinu, 2-chlor-2,2difluorethoxyskupinu, 2,2-dichlor-2-fluorethoxyskupinu, 2,2,2-trichlorethoxyskupinu nebo pentafluorethoxyskupinu.
Svrchu jmenované arylové skupiny s výhodou znamenají fenylovou skupinu, 1-nafitylovou skupinu, 2-naftylovou skupinu, 1-anthracenylovou skupinu, 2-anthracenylovou skupinu nebo 9anthracenylovou skupinu.
Svrchu uvedené heteroarylové skupiny nebo zbytky znamenají s výhodou furylovou skupinu, 2furylovou skupinu, 2-furylovou skupinu, 3-furylovou skupinu, thienylovou skupinu, 2thienylovou skupinu, 3-thienylovou skupinu, pyrrolylovou skupinu, 1-pyrrolylovou skupinu, 2pyrrolylovou skupinu, 3-pyrrolylovou skupinu, izoxazolyovou skupinu, 3-izoxazolylovou skupinu, 4-izoxazolylovou skupinu, 5-izoxazolylovou skupinu, izothiazolylovou skupinu, 3izothiazolylovou skupinu, 4-izothiazolylovou skupinu, 5-izothiazolylovou skupinu, pyrazolylovou skupinu, 1-pyrazolylovou skupinu, 3-pyrazolylovou skupinu, 4-pyrazolylovou skupinu, 5-pyrazolylovou skupinu, oxazolylovou skupinu, 2-oxazolylovou skupinu, 4oxazolylovou skupinu, 5-oxazolylovou skupinu, thiazolylovou skupinu, 2-thiazolylovou skupinu, 4-thiazolylovou skupinu, 5-thiazolylovou skupinu, imidazolylovou skupinu, 1imidazolylovou skupinu, 2-imidazolylovou skupinu, 4-imidazolylovou skupinu, 5imidazolylovou skupinu, 1,2,3-thiadiazolylovou skupinu, 1,2,4-thiadiazolylovou skupinu, 1,2,5— thiadiazoylovou skupinu, 1,3,4-thiadiazolylovou skupinu, tetrazolylovou skupinu, 1,2,3,4thiatriazolylovou skupinu, 1,2,3,4-oxatriazolylovou skupinu, pyridylovou skupinu, 2pyridylovou skupinu, 3-pyridylovou skupinu, 4-pyridylovou skupinu, pyridazinylovou skupinu,
3- pyridazinylovou skupinu, 4-pyridazinylovou skupinu, pyrimidinylovou skupinu, 2pyrimidinylovou skupinu, 4-pyrimidinylovou skupinu, 5-pyrimidinylovou skupinu, pyrazinylovou skupinu, 2-pyrazinylovou skupinu, 3-pyrazinylovou skupinu, 1,2,4-triazinylovou skupinu, 1,3,5-triazinylovou skupinu nebo 1,2,4,5-tetrazinylovou skupinu.
Přitom mohou být sousedící substituenty heteroaromatického kruhu kondenzovány na aromatický nebo heteroaromatický kruh, takže heteroarylová skupina zahrnuje také kondenzované kruhové systémy, jako je například benzofuranylová skupina, izobenzofuranylová skupina, 1benzothienylová skupina, 2-benzothienylová skupina, indolylová skupina, izoindolylová skupina, benzizoxazolylová skupina, benzoxazolylová skupina, benzizothiazolylová skupina, benzthiazolylová skupina, 2-benzthiazolylová skupina, 4-benzthiazolylová skupina, 5benzthiazolylová skupina, 6-benzthiazolylová skupina, 7-benzthiazolylová skupina, indazolylová skupina, benzimidazolylová skupina, benzofurazanylová skupina, dibenzofuranylová skupina, dibenzothienylová skupina, akridinylová skupina, fenanthridinylová skupina, karbazoylová skupina, chinolinylová skupina, izochinylinylová skupina, ftalazinylová skupina, chinazolinylová skupina, chinoxalinylová skupina, cinnolinylová skupina, 1,5-nafthydridinylová skupina, 1,6-nafthydridinylová skupina, 1,7-nafthydridinylová skupina, 1,8-nafthydridinylová skupina, pteridinylová skupina, pyrrolopyridylová skupina, pyrrolopyridazinylová skupina, pyrrolopyrimidinylová skupina, pyrrolopyrazinylová skupina, pyrrolotriazinylová skupina, furopyridylová skupina, furopyridazinylová skupina, furopyrimidinylová skupina, furopyrazinylová skupina, furotriazinylová skupina, thienopyridylová skupina, thienopyridazinylová skupina, i
thienotriazinylová skupina, imidazopyridazinylová skupina, imidazopyrimidinylová skupina, imidazopyrazinylová skupina, pyrazolopyridylová skupina, pyrazolopyridazinylová skupina, pyrazolopyrimidinylová skupina, pyrazolopyrazinylová skupina, izoxazolopyridazinylová skupina, izoxazolopyridylová skupina, izoxazolopyrazinylová skupina, oxazolopyridylová skupina, oxazolopyridazinylová skupina, oxazolopyrimidinylová skupina, oxazolopyrazinylová skupina, thiazolopyridylová skupina, thiazolopyridazinylová skupina, izothiazolopyrazinylová skupina, triazolopyridylová skupina, triazolopyridazinylová skupina, triazolopyrimidinylová skupina nebo triazolopyrazinylová skupina.
Svrchu uvedené heterocyklylové skupiny nebo zbytky znamenají s výhodou 2-tetrahydrofuranylovou skupinu, oxiranylovou skupinu, 3-tetrahydrofuranylovou skupinu, 2-tetrahydrothienylovou skupinu, 3-tetrahydrothienylovou skupinu, 2-pyrrolidinylovou skupinu, 3-pyrrolidinylovou skupinu, 3-izoxazolidinylovou skupinu, 4-izoxazolidinylovou skupinu, 5izoxaxazolidinylovou skupinu, 3-izothiazolidinylovou skupinu, 4-izothiazolidinylovou skupinu,
5-izothiazolidinylovou skupinu, 3-pyrazolidinylovou skupinu, 4-pyrazolidinylovou skupinu, 5pyrazolidinylovou skupinu, 2-oxazolidinylovou skupinu, 4-oxazolidinylovou skupinu, 5oxazolidinylovou skupinu, 2-thiazolidinylovou skupinu, 4-thiazolidinylovou skupinu, 5thiazolidinylovou skupinu, 2-imidazolidinylovou skupinu, 4-imidazolidinylovou skupinu, 1,2,4— oxadiazolidinyl-3-ylovou skupinu, l,2,4-oxadiazolidinyl-5-ylovou skupinu, 1,2,4-thiadiazolidin-3-ylovou skupinu, l,2,4-thiadiazolidin-5-ylovou skupinu, l,2,5-triazolidin-3-ylovou skupinu, l,3,4-oxadiazolidin-2-ylovou skupinu, l,3,4-thiadiazolidin-2-ylovou skupinu, 1,3,4— triazolidin-2-ylovou skupinu, 2,3-dihydrofur-2-ylovou skupinu, 2,3-dihydrofur-3-ylovou skupinu, 2,5-dihydrofur-2-ylovou skupinu, 2,5-dihydrofur-3-ylovou skupinu, 2,3-dihydrofur3-ylovou skupinu 2,3-dihydrothien-2-ylovou skupinu, 2,3-dihydrothien-3-ylovou skupinu, 2,5-dihydrothien-2-ylovou skupinu, 2,5-dihydrothien-2-ylovou skupinu, 2,4-pyrrolin-2ylovou skupinu, 2,3-pyrrolin-3-ylovou skupinu, 2,5-pyrrolin-2-ylovou skupinu, 2,5-pyrrolin-
3- ylovou skupinu, 2,3-izoxazolin-3-ylovou skupinu, 3,4—izoxazolin-3-ylovou skupinu, 4,5-* izoxazolin-2-ylovou skupinu, 2,3-izoxazolin-4-ylovou skupinu, 3,4-izoxazolin-3-ylovou skupinu, 4,5-izoxazolin-2-ylovou skupinu, 2,3-izoxazolin-5-ylovou skupinu, 3,4-izoxazolin5-ylovou skupinu, 4,5-izoxazolin-5-ylovou skupinu, 2,3-izothiazolin-3-ylovou skupinu, 3,4izothiazolin-3-ylovou skupinu, 4,5-izothiazolin-3-ylovou skupinu 2,3-izothiazolin-4-ylovou— skupinu, 3,4-izothiazolin-4-ylovou skupinu, 4,5-izothiazolin-4-ylovou skupinu, 2,3izothiazolin-5-ylovou skupinu, 3,4-izothiazolin-5-ylovou skupinu, 4,5-izothiazolin-5-ylovou skupinu, 2,3-dihydropyrazol-l-ylovou skupinu, 2,3-dihydropyrazol-2-ylovou skupinu, 2,3dihydropyrazol-3-ylovou skupinu, 2,3-dihydropyrazol-4-ylovou skupinu, 2,3-dihydropyrazol5-ylovou skupinu, 3,4-dihydropyrazol-l-ylovou skupinu, 3,4-dihydropyrazol-2-ylovou skupinu, 3,4-dihydropyrazol-4-ylovou skupinu, 3,4-dihydropyrazol-5-ylovou skupinu, 4,5dihydropyrazol-l-ylovou skupinu, 4,5-dihydropyrazol-3-ylovou skupinu, 4,5-dihydropyrazol-
4- ylovou skupinu, 4,5-dihydropyrazol-5-ylovou skupinu, 2,3-dihydrooxazol-2-ylovou skupinu, 2,3-dihydrooxazol-3-ylovou skupinu, 2,3-dihydrooxazol-4-ylovou skupinu, 2,3dihydrooxazol-5-ylovou skupinu, 3,4-dihydrooxazol-2-ylovou skupinu, 3,4-dihydrooxazol-3ylovou skupinu, 3,4-dihydrooxazol-4-ylovou skupinu, 3,4-dihydrooxazol-5-ylovou skupinu, 3,4-dihydrooxazol-2-ylovou skupinu, 3,4-dihydrooxazol-3-ylovou skupinu, 3,4-dihydrooxazol-4-ylovou skupinu, 2-piperidinylovou skupinu, 3-piperidinylovou skupinu, 4piperidinylovou skupinu, 3-tetrahydropyridazinylovou skupinu, 4-tetrahydropyridazinylovou skupinu, 2-tetrahydropyrimidinylovou skupinu, 4-tetrahydropyrimidinylovou skupinu, 5tetrahydropyrimidinylovou skupinu, 2-tetrahydropyrazinylovou skupinu 1,3,5-tetrahydrotriazin2-ylovou skupinu, l,2,4-tetrahydrotriazin-3-ylovou skupinu, l,3-dihydrooxazin-2-ylovou skupinu, l,3-dithian-2-ylovou skupinu, oxazol-2-in-2-ylovou skupinu, 2-tetrahydropyranylovou skupinu, l,3-dioxolan-2-ylovou skupinu, thiazol-2-in-2-ylovou skupinu, 3,4,5,6tetrahydropyrid-2-ylovou skupinu, 4H-l,3-thiazin-2-ylovou skupinu, 4H-3,l-benzothiazin-2ylovou skupinu, l,l-dioxo-2,3,4,5-tetrahydrothien-2-ylovou skupinu, 2H-l,4-benzothiazin-3ylovou skupinu, 2H-1,4—benzoxazin-3-ylovou skupinu, l,3-dihydrooxazin-2-ylovou skupinu, l,3-dithian-2-ylovou skupinu, N-morfolinylovou skupinu nebo dihydrochinazolinylovou skupinu.
- 6 CZ 288922 B6
Vynález se dále týká karbamátů obecného vzorce I
Α(I), ve kterém substituenty mají tyto významy:
Z znamená methoxyskupinu, skupinu vzorce NH2, NHCH3, nebo CH3,
X a Y znamenají nezávisle na sobě atom vodíku, fluoru, chloru nebo bromu, skupinu vzorce CF3, CN, NO2, alkoxyskupinu, alkenyloxyskupinu, alkinyloxyskupinu, alkylovou, alkenylovou nebo alkinylovou skupinu nebo mohou být dohromady kondenzovány k fenylovému kruhu,
R1 znamená atom vodíku, alkylovou, alkenylovou nebo alkinylovou, cyklopropylovou, cyklopropylmethylovou nebo cyklobutylovou skupinu, skupinu vzorce -CH2-CN, —CH2—O—CH3, —CO2CH3 nebo —S—R3,
A znamená skupinu vzorce -O-, -CR2=CR3-, -CsC-, -CHR2-O-, -CHR2-S-,
-CHR2-O-N=C(R4)-, -CR2=N-O- nebo -O-N=C(R4)-,
B znamená
a) substituovanou fenylovou skupinu, pokud A znamená skupinu vzorce -CR2=CR3-CsC-, -CHR2-O-, -CHR2-S-, -CHR2-O-N=C(R4)-, -CR2=N-O- nebo -ON=C(R4)-, nebo
b) B znamená popřípadě substituovanou cykloalkylovou skupinu, popřípadě substituovanou cykloalkenylovou skupinu, popřípadě substituovanou heterocyklylovou skupinu, popřípadě substituovanou heteroarylovou skupinu, popřípadě substituovanou heteroarylovou skupinu, popřípadě substituovanou naftylovou skupinu, popřípadě substituovanou aralkylovou skupinu, popřípadě substituovanou heteroarylalkylovou skupinu, popřípadě substituovanou cykloalkylalkylovou skupinu, popřípadě substituovanou cykloalkenylalkylovou skupinu nebo popřípadě substituovanou anthracenylovou skupinu,
R2aR3 znamenají nezávisle na sobě atom vodíku, alkylovou, alkenylovou, alkinylovou nebo cykloalkylovou skupinu
R4 znamená kyanoskupinu, alkylovou, alkenylovou, alkinylovou nebo cykloalkylovou skupinu,
R5 znamená alkylovou, cyklopropylovou, cyklopropylmethylovou nebo cyklobutylovou skupinu, stejně jako jejich adiěních produktů s kyselinami nebo adičních produktů s bázemi.
Vynález se dále týká karbamátů obecného vzorec II
(ID ve kterém
X, Y, R1 a B mají shora uvedený obecný význam.
Vynález se dále týká karbamátů obecného vzorce ΠΙ
(III) ve kterém
X, Y, R1 a B mají shora uvedený obecný význam.
Vynález se dále týká karbamátů obecného vzorce I, kde A znamená zbytek vzorce -CH=CH- a X, Y, R1 a B mají shora uvedený obecný význam.
Tento vynález se dále týká karbamátů obecného vzorce VII
Y
O (VII) ve kterém substituenty mají tyto významy:
X a Y znamenají nezávisle na sobě atom vodíku, fluoru, chloru nebo bromu, skupinu vzorce CF3, CN, NO2j alkoxyskupinu, alkenyloxyskupinu, alkinyloxyskupinu, alkylovou, alkenylovou nebo alkinylovou skupinu nebo mohou být dohromady kondenzovány na popřípadě substituovaný aromatický nebo heteroaromatický, alicyklický nebo heterocyklický, částečně nebo zcela hydrogenovaný kruh,
R1 může být popřípadě substituován a znamená alkylovou, alkenylovou, alkinylovou, cykloalkylovou nebo cykloalkenylovou skupinu nebo skupinu vzorce -CO2-alkyl,
A znamená skupinu vzorce -O-, -S-, -CR2=CR3-, -CHR2-O-, -CHR2-S-, -CHR2-ON=C(R4)-, CR2=N-O-, -O-N=C(R4)-, -C=C-, -CHR2-CHR3-, -CHR2-O-CO-, -OCHR2- nebo jednoduchou vazbu,
B může být popřípadě substituován a znamená alkylovou, alkenylovou, alkinylovou, cykloalkylovou, cykloalkenylovou, cykloalkinylovou, arylovou, heteroaiylovou skupinu nebo heterocyklylovou skupinu nebo atom vodíku,
R2 aR3 znamenají nezávisle na sobě atom vodíku, alkylovou, alkenylovou, alkinylovou nebo cykloalkylovou skupinu a
R4 znamená atom vodíku, kyanoskupinu, alkylovou, alkenylovou, alkinylovou nebo cykloalkylovou skupinu nebo alkoxyskupinu, stejně jako jejich adičních produktů s kyselinami nebo adičních produktů s bázemi, které jsou snášenlivé pro rostliny.
Vynález se dále týká karbamátů obecného vzorce VIII
(VIII) ve kterém
A, B a R1 mají shora uvedený obecný význam.
Vynález se dále týká karbamátů obecného vzorce IX
(ix) ve kterém
R1 a B mají shora uvedený obecný význam.
Vynález se dále týká karbamátů obecného vzorce X (X)
ve kterém
R1 a B mají shora uvedený obecný význam.
Nové sloučeniny se mohou vyrobit například způsoby, které se uvádějí dále.
Nitrobenzeny obecného vzorce I, které se dají získat standardním způsobem, se redukují na aniliny obecného vzorce 2, například vodíkem nebo přenašečem vodíku, jako například mravenčanem amonným, v přítomnosti vhodných katalyzátorů, například palladia, platiny nebo niklu, působením komplexních redukčních činidel, jako Collmanova reakčního činidla (vzorce Na2(Fe(CO)4)) nebo způsoby, které jsou známé z literatury (J. March, Advanced Organic Chemistry. 3. vyd., str. 1103 a násl. /1985/). Aniliny obecného vzorce 2 se nechají reagovat za alkalických podmínek s methylesterem kyseliny chlormravenčí na karbamáty obecného vzorce 3. Reakce karbamátů obecného vzorce 3 za alkalických podmínek s odpovídajícími alkylačními činidly, acylačními činidly nebo sloučeninami obecného vzorce
R5-S-S(=O)2-R5 skýtá deriváty obecného vzorce 4 (viz schéma 1).
Schéma 1
- 10 CZ 288922 B6
Analogicky jako je uvedené ve schématu 1 se mohou nitrobenzeny obecného vzorce 5 převést na karbamáty obecného vzorce 6. Štěpením methylesteru obecného vzorce 6 za kyselých podmínek se dají získat halogenderiváty obecného vzorce 7 (Z znamená atom chloru nebo bromu) (viz schéma 2).
Schéma 2
Podle jiného provedení jsou halogenderiváty obecného vzorce 7 (Z znamená atom chloru nebo bromu) dostupné radikálovou halogenací, při které se vychází z derivátů obecného vzorce 9. Karbamáty obecného vzorce 9 se naopak vyrábějí z odpovídajících výchozích látek obecného vzorce 8 analogicky, jako je znázorněno ve schématu 1 (viz schéma 3).
Schéma 3
Halogenderiváty obecného vzorce 7 (Z znamená atom chloru nebo bromu) se mohou převést za alkalických podmínek na účinné látky obecného vzorce 10. Podle jiného provedení se sloučeniny obecného vzorce 7 nechají reagovat se sloučeninou obecného vzorce
P(C6H5)3 nebo P(O-Alkyl)3 na fosforovou sloučeninu obecného vzorce 11a nebo 11b nebo se mohou nechat reagovat za oxidačních podmínek (například působením N-methylmorfolin-N-oxidu) na karbonylové sloučeniny obecného vzorce 12 (viz schéma 4).
- 11 CZ 288922 B6
Schéma 4
O
A = -CHR2-O-
lib
-CHR2-S-CHR2-o-n=C (R4) -
A = -CHR2-O-chr2-s-CHR2-O-N=C(R4)-
Z fosfoniových solí obecného vzorce 11a nebo fosfonátů obecného vzorce 11b, popřípadě karbonylových sloučenin obecného vzorce 12 jsou dostupné Wittigovou reakcí stilbeny obecného vzorce 13 (viz schéma 5).
- 12 CZ 288922 B6
Schéma 5
11a
11Í2
Parciální redukcí nitroaromatických sloučenin obecného vzorce 21 (například působením zinku, analogicky jako popsal Bamberger a kol. v Ann. Chem. 316, 278 /1901/) nebo působením vodíku v přítomnosti vhodného katalyzátoru, jako například platiny (analogicky jako je popsáno v evropském patentu č. 85 890) se získají hydroxylaminy obecného vzorce 22, které se nechají reagovat za alkalických podmínek s acylačním činidlem (například propionylchloridem) nebo karbamoylačním činidlem (například methylizokyanátem) na sloučeninu obecného vzorce 23 a ta se nakonec nechá reagovat s elektrofilním činidlem, například s alkylačním činidlem, na účinné látky obecného vzorce 24 (viz schéma 11).
Schéma 11
no2 HN
21 'OH 22
^γ^Α-Β — *
N Y 0H Z. _N. Y 0r1
° 22. 0 á
Kromě toho se hydroxylamin obecného vzorce 25 (analogicky jako popsal Bamberger a kol. v Ann. Chem. 316,278 /1901/ a jak uvedeno v evropském patentu č. 85 890) může acylovat nebo aminoacylovat (například methylizokyanátem) na sloučeninu obecného vzorce 26 a ta se nato může alkylovat nebo alkoxyacylovat (například estery kyseliny chlormravenčí) na hydroxylaminový derivát obecného vzorce 27. Radikálová halogenace sloučeniny obecného
- 13 CZ 288922 B6 vzorce 27 N-bromsukcinimidem, bromem, chlorem nebo sulfurylchloridem v přítomnosti látky iniciující radikálovou reakci, například azoizobutyrodinitrilu nebo za působení ultrafialového záření skýtá halogenid obecného vzorce 28 (Hal znamená atom chloru nebo bromu) (viz schéma 12).
Schéma 12
Halogenidy obecného vzorce 28 se mohou potom převést působením odpovídajících nukleofilních činidel na sloučeniny obecného vzorce 29 (viz schéma 13).
Schéma 13
2B.
A: -CHR2-O-; -CHR-S-;
-CHR2-O-CO-;
-chr2-o-n=cr4Kromě toho se halogenidy obecného vzorce 28 mohou nechat radikálově reagovat na dihalogenid obecného vzorce 30 a ten se poté může převést působením vodného methanolu v přítomnosti dusičnanu stříbrného na karbonylovou sloučeninu obecného vzorce 31 nebo se může přímo nechat reagovat s N-methylmorfolin-N-oxidem na karbonylovou sloučeninu obecného vzorce 11. Kromě toho se zhalogenidů obecného vzorce 8 dají získat fosfonáty, fosfoniové soli nebo fosfinoxidy obecného vzorce 32 (P znamená vždy organický zbytek obsahující fosfor) (viz schéma 14).
- 14 CZ 288922 B6
Schéma 14
Karbonylové sloučeniny obecného vzorce 31 se mohou potom nechat reagovat s odpovídajícími 10 hydroxylaminy na oximy obecného vzorce 33 nebo Wittigovou reakcí na olefiny obecného vzorce 34. Olefiny obecného vzorce 34 se kromě případu, kdy se vychází z Wittigovy reakce, dají získat z fosfonátů, fosfoniových solí nebo fosfonoxidů obecného vzorce 32 (viz schéma 15).
- 15 CZ 288922 B6
Schéma 15
Z olefínů obecného vzorce 34 se mohou vyrobit redukcí nasycené sloučeniny obecného vzorce 35 nebo v případě, že R2 stejně jako R3 znamenají atom vodíku, halogenací (Hal znamená atom chloru, bromu nebo jodu) a následujícím dvojnásobným odštěpením halogenovodíku se mohou acetyleny obecného vzorce 36 (viz schéma 16).
- 16 CZ 288922 B6
Schéma 16
Podle jiného provedení se močoviny obecného vzorce 39 mohou syntetizovat acylací hydroxylaminů obecného vzorce 22 za vzniku sloučenin obecného vzorce 37, s následující alky lácí nebo acylací na sloučeniny obecného vzorce 38 a substitucí nukleofugní odštěpitelné skupiny V (kde V znamená například skupinu vzorce OCH3, OCC13, CC13, O-fenyl nebo O-pnitrofenyl) působením amoniaku, methylaminu nebo dimethylaminu (viz schéma 17).
- 17 CZ 288922 B6
Schéma 17
O
O z = nh2, hnch3
N(CH3)2
Podle jiného provedení se močoviny obecného vzorce 39 mohou získat také alkylací močovin obecného vzorce 41, které naproti tomu jsou dostupné ze sloučenin obecného vzorce 17, reakcí sloučeniny obecného vzorce 17 s odpovídajícími aminy, nebo přímo ze sloučenin obecného vzorce 22 aminokarbonylací (například dimethylkarbamoylchloridem nebo methylizokyanátem) (viz například Houben-Weyl, svazek El6a, str. 208).
Močoviny obecného vzorce 39 se mohou dále kromě toho také dostat z N-aryl-O-alkylhydroxylaminů obecného vzorce 42 analogickým způsobem, aminokarbonylací.
Sloučeniny obecného vzorce 42 se naproti tomu dají získat podle způsobů známých z literatury, z hydroxylaminů obecného vzorce 2 (viz Houben-Weyl, svazek E16a, str. 271 a 282 až 289).
Kromě toho se hydroxylaminy obecného vzorce 22 dají získat z anilinů obecného vzorce 43 tím, že se vyrobí iminy obecného vzorce 44, tyto sloučeniny obecného vzorce 44 se oxidují kyselinou m-chlorperbenzoovou a vzniklé oxaziridiny obecného vzorce 45 se nechají reagovat s hydroxylaminem (analogicky jako popsal G. Grundke a kol. v Synthesis 1115 /1987/) (viz schéma 18).
- 18 CZ 288922 B6
Schéma 18
Příklady provedení vynálezu
Dále uvedené příklady objasňují výrobu nových sloučenin.
Příklad 1
Methylester kyseliny N-ethyl-N-/2-(2'-methylfenoxymethyl)fenyl/karbamové (tabulka 7, číslo 2)
a) Methylester kyseliny N-(o-methylfenyl)karbamové
Do 53 g (0,5 mol) o-toluidinu v 500 ml methylenchloridu se přikape 50 g (0,53 mol) methylesteru kyseliny chlormravenčí. Přitom se reakční roztok zahřívá na teplotu varu a vysráží se bezbarvá tuhá látka.
Reakční směs se míchá po dobu 1 hodiny a poté se ke směsi přikape 200 ml 10% roztoku hydroxidu sodného, přičemž bezbarvá tuhá látka přejde do roztoku. Organická fáze se vysuší síranem hořečnatým a odpaří za sníženého tlaku. Zbývající tuhá látka se promyje n-hexanem a odsaje. Získá se 84 g (0,5 mol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek je kvantitativní.
Teplota tání: 61 až 62 °C.
- 19 CZ 288922 B6 ’Η-NMR (DMSO-d6): δ 8,85 (s, 1H, NH), 7,35 (široký d, 1H, aromát), 7,1 (m, 3H, aromát), 3,6 (s, 3H, OCH3), 2,2 (s, 3H, CH3) ppm.
b) Methylester kyseliny N-ethyl-N-(o-methylfenyl)karbamové g (0,18 mol) methylesteru kyseliny N-(o-methylfenyl)karbamové (příklad la) v 200 ml dimethylformamidu se po částech uvede do styku s 5,1 g (0,2 mol) natriumhydridu. Poté co ustane vývoj plynu, k reakční směsi se přikape 30 g (0,2 mol) ethyljodidu, přičemž reakční směs se lehce chladí na vodní lázni. Tak se vysráží bílá tuhá látka. Reakční směs se po zhruba 4 hodinách zředí vodou a vodná fáze třikrát extrahuje etherem. Organické fáze se vysuší síranem hořečnatým a odpaří. Odparek se destiluje a dostane se 32,5 g (0,17 mol) sloučeniny pojmenované v nadpise ve formě bezbarvého oleje. Výtěžek odpovídá 93 % teorie.
Teplota varu: 74 °C/67,5 Pa.
‘H-NMR (CDC13): 8 7,2 (m, 3H, aromát), 7,1 (m, 1H, aromát), 3,8 (m, 1H, N-CHA), 3,6 (s, 3H, OCH3), 3,5 (m, 1H, N-CHB), 2,2 (s, 3H, CH3), 1,1 (t, 3H, CH3) ppm.
c) Methylester kyseliny N-ethyl-N-(o-brommethylfenyl)karbamové
Směs 30 g (0,155 mol) methylesteru kyseliny N-ethyl-N-(o-methylfenyl)karbamové (příklad lb), 33 g (0,185 mol) N-bromsukcinimidu a 0,1 g azoizobutyrodinitrilu ve 300 ml chloridu uhličitého se ozařuje pod ultrafialovou lampou o výkonu 300 W po dobu 6 hodin. Obsah baňky se přitom zahřívá na teplotu přibližně 70 °C. Nakonec se reakční směs několikrát promyje vodou, vysuší a odpaří. Jako odparek se dostane 41 g hnědého oleje, který obsahuje sloučeninu pojmenovanou v nadpise o čistotě přibližně 50 %. Získaný odparek se použije bez dalšího čištění v následující reakci.
'H-NMR (CDC13): δ 7,2 (m, 4H, aromát), 4,45 (s, 2H, CHr-Br), 3,8 (m, 1H, N-CHA), 3,6 (s, 3H, OCH3), 3,5 (m, IH, N-CHB), 1,15 (t, 3H, J = 8 Hz, CH3) ppm.
d) Methylester kyseliny N-ethyl-N-/2-(2'-methylfenoxymethyl)fenyl/karbamové (tabulka 7, číslo 2)
8,6 g (180 mmol) o-kresolu ve 100 ml dimethylformamidu se po částech uvede do styku s 2,4 g (17 mmol) natriumhydridu. Reakční směs se míchá za teploty místnosti (20 °C) po dobu 30 minut a poté se přidá 20,5 g methylesteru kyseliny N-ethyl-N-(o-brommethylfenyl)karbamové (příklad lc, čistota přibližně 50 %, zhruba 37 mmol). Reakční směs se míchá za teploty místnosti přes noc a nakonec se zředí vodou. Vodná fáze se třikrát extrahuje etherem. Spojené etherové fáze se vysuší síranem hořečnatým a odpaří. Odparek se destiluje na límcové baňce. Za teploty 220 °C a tlaku 200 Pa se dostane 10 g žlutého oleje, který se potom chromatografuje na silikagelu, při eluování směsí cyklohexanu a ethylacetátu a poté čistí na oxidu hlinitém. Takto získaná látka se ještě jednou čistí destilací z límcové baňky. Dostane se 3,6 g (12 mmol) sloučeniny pojmenované v nadpise jako bezbarvého oleje. Výtěžek odpovídá 32 % teorie.
’Η-NMR (CDC13): δ 7,6 (m, 1H, aromát), 7,35 (m, 2H, aromát), 7,15 (m, 3H, aromát), 6,85 (m, 2H, aromát), 5,0 (široký dd, 2H, O-CH2), 3,8 (m, 1H, N-CHA), 3,6 (s, 3H, OCH3), 3,5 (m, 1H, N-CHB), 2,3 (s, 3H, CH3), 1,15 (t, 3H, J = 8 Hz, CH3) ppm.
Příklad 2
Methylester kyseliny N-/2-(2'-methylfenoxymethyl)fenyl/-N-methylthiokarbamové (tabulka 7, číslo 89)
- 20 CZ 288922 B6
a) 2-(2'-Methylfenoxymethyl)nitrobenzen g (0,347 mol) 2-nitrobenzylbromidu, 37 g (0,342 mol) o-kresolu a 56 g (0,405 mol) uhličitanu draselného v 500 ml dimethylformamidu se míchá za teploty místnosti po dobu 5 hodin. Reakční směs se potom zředí vodou a vodná fáze se třikrát extrahuje etherem. Etherové fáze se vysuší a odpaří. Krystalický odparek se rozmíchá v methanolu a odsaje. Získá se 73 g (0,300 mol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 88 % teorie.
Teplota tání: 83 °C.
‘H-NMR (CDC13): δ 8,15 (d, 1H, J = 8 Hz, aromát), 7,95 (d, 1H, J = 8 Hz, aromát), 7,7 (t, 1H, J = 8 Hz, aromát), 7,45 (t, 1H, J = 8 Hz, aromát), 7,15 (m, 2H, aromát), 6,9 (m, 2H, aromát), 5,45 (s, 2H, O-CH2), 2,35 (s, 3H, CH3) ppm.
b) 2-(2'-Methylfenoxymethyl)anilin g (0,308 mol) 2-(2'-methylfenoxymethyl)nitrobenzenu (příklad 2 a) a 10 g 5% platiny adsorbované na aktivním uhlí (Pt/C) v 50 ml methanolu se intenzivně míchá pod vodíkovou atmosférou po dobu 2 hodin. Poté se přidají 2 g 5% platiny na aktivním uhlí a vše se míchá přes noc. Nakonec se katalyzátor odsaje a nahradí 10 g čerstvého katalyzátoru. Vše se míchá přes noc, poté odsaje a filtrát odpaří za sníženého tlaku. Odparek se čistí sloupcovou chromatografií za použití směsi hexanu a ethylacetátu jako elučního činidla. Získá se 61 g (0,286 mol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 93 % teorie.
Teplota tání: 56 °C.
Ή-NMR (CDC13): δ (m, 4H, aromát), 6,95 (d, 1H, J = 8 Hz, aromát), 6,9 (t, 1H, J = 6 Hz, aromát), 6,7 (m, 2H, aromát), 5,0 (s, 2H, O-CH2), 4,05 (široký s, 2H, NH2), 2,2 (s, 3H, CH3) ppm.
c) Methylester kyseliny N-/2-(2'-methylfenoxymethyl)fenyl/karbamové (tabulka 7, číslo 3)
K 10 g (47 mmol) 2-(2'-methylfenoxymethyl)anilinu v 500 ml methylenchloridu se za teploty 20 až 30 °C přikape 6 g (63 mmol) methylesteru kyseliny chlormravenčí. Vše se míchá za teploty místnosti po dob 3 hodin, přičemž se vysráží bílá tuhá látka a nato se reakční směs rozmíchá s 20 ml 10% roztoku hydroxidu sodného. Organická fáze se odsaje přes vrstvu silikagelu, odpaří a zbývající odparek se rozmíchá v methanolu a odsaje. Získá se 10,5 g (39 mmol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 82 % teorie.
Teplota tání: 111 °C.
*H-NMR (CDC13): δ 8,0 (široký d, 1H, aromát), 7,7 (široký s, 1H, aromát), 7,7 (široký s, 1H, NH), 6,8 - 7,5 (m, 6H, aromát), 5,0 (s, 2H, O-CH2), 3,75 (s, 3H, O-CH3), 2,25 (s, 3H, CH3) ppm.
d) Methylester kyseliny N-/2-(2'-methylfenoxymethyl)fenyl/-N-methylthiokarbamové (tabulka 7, číslo 3)
4,9 g (17,3 mmol) methylesteru kyseliny N-/2-(2'-methylfenoxymethyl)fenyl/karbamové (příklad 2c) v 80 ml toluenu se uvede do styku s 0,5 g (20,8 mmol) natriumhydridu. Poté co skončí vývoj plynu, přidá se 2,4 g (19 mmol) methylesteru kyseliny methanthiosulfonové a vše se míchá za teploty místnosti přes noc. Reakční směs se nakonec extrahuje vodou, vysuší síranem hořečnatým a odpaří za sníženého tlaku. Odparek se čistí sloupcovou chromatografií na silikagelu se směsí hexanu a ethylacetátu jako elučním činidlem. Získají se 3 g (9,1 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 53 % teorie.
- 21 CZ 288922 B6 *H-NMR (CDCI3): 8 7,65 (široký d, 1H, aromát), 7,35 (m, 2H, aromát), 7,15 (m, 3H, aromát), 6,85 (m, 2H, aromát), 5,0 (m, 2H, O-CH2), 3,75 (s, 3H, O-CH3), 2,55 (s, 3H, S-CH3), 2,3 (s, 3H, CH3) ppm.
Příklad 3
Methylester kyseliny N-allyl-N-/2-(3-bromfenyl-l '-methyl-iminooxymethyl-4')fenyl/karbamové (tabulka 7, číslo 91)
a) o-Methoxymethylnitrobenzen
130 g (0,6 mol) o-nitrobenzylbromidu ve 200 ml methanolu se po kapkách uvede do styku s 125 g 30% roztoku (0,69 mol) ethoxidu sodného v methanolu. Reakční směs se přitom ohřeje na teplotu přibližně 50 °C. Vše se míchá další 3 hodiny, přičemž reakční směs se ochladí na teplotu místnosti, a nakonec se do reakční nádoby přidá ledová voda a reakční směs se neutralizuje přídavkem zředěné kyseliny chlorovodíkové. Vodná fáze se extrahuje etherem, organická fáze se vysuší síranem hořečnatým a odpaří. Jako odparek se dostane 101 g (0,6 mol) sloučeniny pojmenované v nadpise ve formě nahnědlého oleje. Výtěžek je kvantitativní.
‘H-NMR (CDCI3): δ 8,1 (široký d, 1H, aromát), 7,8 (široký d, 1H, aromát), 7,65 (široký t, 1H, aromát), 7,45 (široký t, 1H, aromát), 4,85 (s, 2H, O-CH2), 3,5 (s, 3H, O-CH3) ppm.
b) Methylester kyseliny N-(2-methoxymethylfenyl)karbamové
101 g (0,6 mol) o-methoxymethylnitrobenzenu (příklad 3a) v 1 litru methanolu se za teploty 20 až 30 °C přikape do 528 g 21,8% roztoku (0,6 mol) Na2[Fe(CO)4], (1 kg roztoku obsahuje 633 g vody, 218 g Na2[Fe(CO)4], 108 g Na2CO3 a 41 g NaOH). Vše se míchá za teploty místnosti po dobu 1 hodiny a nakonec se reakční směs zředí etherem. Přitom se v reakční nádobě oddělí hnědý olej. Všechna reakční směs se vnese na sloupec silikagelu a eluuje etherem. Nakonec se ether odpaří, odparek se vyjme methylenchloridem a vysuší síranem hořečnatým. Látka se znovu odsaje přes sloupec silikagelu a potom se rozpouštědlo odpaří za sníženého tlaku. Odparek se čistí na sloupci silikagelu při eluování směsí hexanu a methylenchloridu. Získá se 83,8 g omethoxymethylanilinu, jako hnědého oleje, který se nechá reagovat přímo dále.
Získaný surový produkt se rozpustí v 700 ml methylenchloridu, přidá se 62,4 g (0,66 mol) methylesteru kyseliny chlormravenčí a k reakční směsi se potom přikape 52,2 g (0,66 mol) pyridinu. Vzniklá směs se míchá za teploty místnosti přes noc a nato se reakční směs extrahuje zředěnou kyselinou chlorovodíkovou a vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií při eluování směsí hexanu a ethylacetátu. Získá se 89,4 g (0,41 mol) sloučeniny pojmenované v nadpise o čistotě přibližně 90 %, ve formě žlutého oleje. Výtěžek odpovídá 69 % teorie, vztaženo na 2-methoxymethylnitrobenzen.
’Η-NMR (CDCI3): δ 8,0 (m, 2H, 1 x aromát, NH), 7,35 (široký t, 1H, aromát), 7,15 (široký d, 1H, aromát), 7,0 (široký t, 1H, aromát), 4,5 (s, 2H, OCH2), 3,8 (široký s, 3H, OCH3), 3,4 (široký s, 3H, OCH3) ppm.
c) Methylester kyseliny N-(2-brommethylfenyl)karbamové
K 10 g (51 mmol) methylesteru kyseliny N-(2-methoxymethylfenyl)karbamové (příklad 2b) ve 100 ml methylenchloridu se přikape 38,6 g (150 mmol) bromidu boritého. Reakční směs se míchá po dobu 2 hodin a nakonec se reakční směs po kapkách vnese za intenzivního míchání do vodného roztoku 11,8 g (0,17 mol) hydrogenuhličitanu sodného. Organická fáze se oddělí a vodná fáze se extrahuje jednou methylenchloridem a jednou ethylacetátem. Spojené organické
- 22 CZ 288922 B6 fáze se vysuší síranem hořečnatým a odpaří. Získá se 9,5 g (39 mmol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 76 % teorie.
Teplota tání: 132 °C.
'H-NMR (CDCI3): δ 7,85 (široký d, 1H, aromát), 7,3 (m, 2H, aromát), 7,1 (široký t, 1H, aromát), 6,9 (široký s, 1H, NH), 4,5 (s, 2H, CHy-Br), 3,8 (s, 3H, OCH3) ppm.
d) Methylester kyseliny N-/2-(3-bromfenyl-l'-methylimino-oxymethyl-4')-fenyl/karbamové (tabulka 7, číslo 88) g (33 mmol) m-bromacetofenonoximu ve 100 ml dimethylformamidu se po částech uvede do styku s 0,95 g (39 mmol) natriumhydridu. Když ustane vývoj plynu, přikape se 8 g (33 mmol) methylesteru kyseliny N-(2-brommethylfenyl)karbamové (příklad 3 c) rozpuštěného v 10 ml dimethylformamidu. Reakční směs se míchá za teploty místnosti po dobu 3 hodin, zředí vodou a vodná fáze se třikrát extrahuje etherem. Organická fáze se třikrát promyje vodou, vysuší a odpaří. Odparek vykrystaluje a rozmíchá se s methanolem. Získá se 5,1 g (13,5 mmol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 41 % teorie.
Teplota tání: 124 až 125 °C.
’Η-NMR (CDCI3): δ 8,6 (široký s, 1H, NH), 7,8 - 8,1 (m, 2H, aromát), 7 - 7,6 (m, 6H, aromát),
5.2 (s, 2H, O-CH2), 3,8 (s, 3H, O-CH3), 2,2 (s, 3H, CH3) ppm.
e) Methylester kyseliny N-allyl-N-/2-(3-bromfenyl-l'—methyliminooxymethyl-4')-fenyl/karbamové (tabulka 7, číslo 91)
1.3 g (3,5 mmol) methylesteru kyseliny N-/2-(3-bromfenyl)-r-methyliminooxymethyl-4')fenyl/karbamové (příklad 3d) ve 20 ml dimethylformamidu se po částech uvede do styku s 0,1 g (4,1 mmol) natriumhydridu. Poté co dojde k ukončení vývoje plynu, k reakční směsi se přidá 0,5 g (3,8 mmol) allylbromidu a vše se míchá za teploty místnosti přes noc. Nakonec se reakční směs zředí vodou a třikrát extrahuje etherem. Spojené etherové fáze se třikrát promyjí vodou, vysuší síranem hořečnatým a odpaří. Jako odparek se dostane 1,5 g sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek je kvantitativní.
’Η-NMR (CDCI3): δ 7,8 (široký s, 1H, aromát), 7,1-7,6 (m, 7H, aromát), 6,0 (m, 1H, CCH=C), 5,1 (m, 4H, O-CH2 a C=CH2), 4,4 (m, 1H, N-CHA), 4,0 (m, 1H, N-CHB), 3,6-3,8 (široký 2s, O-CH3), 2,2 (s, 3H, CH3) ppm.
Odpovídajícím způsobem se mohou vyrobit sloučeniny, které jsou popsány v následujících tabulkách.
- 23 CZ 288922 B6
Tabulka 1
I:
R1 = H
R1 = CH3
R1 = Allyl
R1 = Propargyl
Ri = S-CH3
R1 = CH2-CN
R1 = CH2-O-CH3
R1 = CO-OCH3
Číslo Xm
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
- 24 CZ 288922 B6
Číslo Xm
14 2,5-Cl2
15 2.6-C12
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
26 2,3,4,5,6-Cls
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-ΒΓ2
33 2,4,6-Br3
34
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-Cl
48 2-Br, 4-C1
49 2-Br, 5-C1
- 25 CZ 288922 B6
Číslo
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-Cl, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-012, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5- (CH3) 3
76 2,3,4-(CH3)3
77 2,3,6- (CH3) 3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6-(CH3)4
83 2,3,4,5,6- (CH3) 5
84 2-C2H5
85 3-C2H5
- 26 CZ 288922 B6
Číslo Xm
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (¢2115)3
91 2-II-C3H7
92 3-XÍ-C3H7
93 4-I1-C3H7
94 2-1-C3H7
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4-(Í-C3H7) 2
98 2,6-(i-C3H7)2
99 3,5-(i-C3H7)2
100 2,4,6-(Í-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4—t—C4H9
107 2,3-(t—C4H9) 2
108 2,4-(t—C4H9) 2
109 2,5-(t-C4H9) 2
110 2,6-(t-C4H9) 2
111 3,4-(t-C4H9)2
112 2,4,6-(t-C4H9) 3
113 4-11-C9H19
114 4-n-Ci2H25
115 4-n- C15H31
116 4-(1,1,3,3-Tetramethylbuty 1)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6-(t-C4Hg)2> 4-CH3
121 2-CH3, 4-t-C4H9
- 27 CZ 288922 B6
Číslo
122 2-CH3, 6-t-C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)2. 6-1-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-c6Hu
133 3-cyklo-CeHii
134 4-cyklo-CeHii
135 2,4- (cyklo-CeHu) 2, 6-CH3
136 2-CH3, 4-cyklo-c6Hn
137 2-CH2-C6H5
138 3—CH2—CgHs
139 4-CH2-C6H5
140 2—CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-Í-C3H7-C6H4)
146 4-CeH5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4—CH2C6H5
155 2-cyklo-C5Hn, 4-cl
156 2-cyklo-CeHii, 4-Br
157 2-C1, 4-cyklo-C6Hn
- 28 CZ 288922 B6
Číslo
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-11-C3H7
167 4-O-11-C3H7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-CgHi3
172 3-O-n-C6H13
173 4-O-n-C6Hi3
174 2-O-n-CeHi7
175 3—0—n—CeHi7
176 4—0—n—CeHi7
177 2-O-CH2C6H5
178 3-0- ch2c6h5
179 4-O-CH2C6H5
180 2—0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
- 29 CZ 288922 B6
Číslo
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-Č1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2—CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-Cl, 4-CH3
211 2-Cl, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
- 30 CZ 288922 B6
Číslo Xm
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2. 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-C12, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (11-C3H7)
- 31 CZ 288922 B6
Číslo Xm
266 3-CO2(n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(i-C3H7)
269 3-CO2(í-C3H7)
270 4-CO2 (Í-C3H7)
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2—CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2HS)
280 2—CH2O (n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2—CH2—CH3
297 4-CO-CH2-CH2—CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)—CH3
301 2—Me—4-CHO
- 32 CZ 288922 B6
Číslo Xro
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me—4-CH3—CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5—Me2—4—CH3—CH2—CH2-CO
310 2,5—Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
314 2-C1—4-CH3-CH (CH3) -CO
315 2,5-Cl2-4-CHO
316 2, 5-Cl2-4-CH3-CO
317 2,5-Cl2~4-CH3-CH2-CO
318 2,5-Cl2-4-CH3—CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH (CH3) -CO
320 2-C(=NOCH3)-CH3
321 3-C (=NOCH3) -CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C (=NOC2HS)-CH3
326 . 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H7) -CH3
329 2-C (=NO-i-C3H7) -CH3
330 3-C (=NO-i-C3H7) -CH3
331 4-C (=NO-í-C3H7) —CH3
332 2-C(=NO-Allyl)-CH3
333 3-C (=NO-Allyl)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C (=NO-trans-Chlorallyl) -CH3
337 4-C (=NO-trans-Chlorallyl) -CH3
- 33 CZ 288922 B6
Číslo Xm
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO-n-C4H9) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C(=NO-n-C4H9)-CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4~CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CHsNO-n-C3H7
350 2-CH3-4-CHSNO-Í-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4Hg
355 2-CH3-4-CH=NO-CH2-C5H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO—n—C3H7)
359 2-CH3-4- (CH3-C=NO-X-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2Hs)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2Hs-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
- 34 CZ 288922 B6
Číslo
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Ally 1)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propary1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4Hg)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-CeHs
385 4-C6H5
386 2-(2'—F—CgH4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2’-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-CeH4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-CgH4)
397 2-(4'-Cl-C6H4)
398 3-(2'-Cl-C6H4)
399 3-(3'-Cl-CgH4)
400 3-(4’-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-C1-C6H4)
405 2-(2'-CH3-C$H4)
406 2-(3'-CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3- (3 ’-CH3-C6H4)
410 3- (4 '-CH3-C6H4)
- 35 CZ 288922 B6
Číslo Xm
411 4-(2'-CH3-C6H4)
412 4- (3 '-CH3-C6H4)
413 4- (4 '-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2- (3 '-CH3-CO-C6H4)
416 2- (4 '-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3- (3 '-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4- (3 ' -CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4)
423 2- (2' - (CH3-C (=NOAllyl)) -C6H4)
424 2- (3' - (CH3-C (=N0Allyl)) -C6H4)
425 2- (4'- (CH3-C (=N0Allyl)) -C6H4)
426 3-(2(CH3-C (=NOAllyl) )-C6H4)
427 3-(3 ' - (CH3-C (=N0Ally 1))-C6H4)
428 3-(4 ' - (CH3-C (=NQAllyl) )-C6H4)
429 4- (2 ' - (CH3-C (=NOAllyl)) -CeH4)
430 4- (3' - (CH3-C (=N0Allyl)) -C6H4)
431 4- (4' - (CH3-C (=N0Allyl)) -C6H4 )
432 2- (2 '-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2- (4 '-CH3O2C-C6H4)
435 3- (2 '-CH3O2C-C6H4)
436 3- (3 '-CH3O2C~C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4- (2'-CH3O2C—CgH4)
439 4- (3 '-CH3O2C-C6H4)
440 4-(4 '-CH3O2C-C6H4)
441 2- (2 '-CH3O-C6H4)
442 2- (3 '-CH3O-C6H4)
443 2-(4'-CH3O-C6H4)
444 3-(2'-CH3O-C5H4)
445 3- (3 CH3O—C5H4)
446 3—(4CH3O—C5H4)
- 36 CZ 288922 B6
Číslo ΧΐΓι
447 4- (2 '-CH3O-C6H4)
448 4-(3'-CH3O-C6H4)
449 4- (4 CH3O-C6H4)
450 2- (2 '-O2N-C6H4)
451 2- (3 '-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3- (2 O2N-C6H4)
454 3- (3 '-O2N-C6H4)
455 3- (4 '-O2N-C6H4)
456 4- (2 ’ -O2N-C6H4)
457 4- (3 '-O2N-C6H4)
458 4-(4'-O2N-C6H4)
459 2-(2'-NC-C6H4)
460 2- (3 ' -NC-C6H4)
461 2- (4 '-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3- (3 '-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4- (2 '-NC-C6H4)
466 4- (3 '-NC-C6H4)
467 4- (4 '-NC-C6H4)
468 2- (2 '-CF3-C6H4)
469 2- (3 '-CF3-C6H4)
470 2- (4CF3-C6H4)
471 3- (2 '-CF3-C6H4)
472 3- (3CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4- (3 '-CF3-C6H4)
476 4- (4 '-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-o-(4'-F-C6H4)
- 37 CZ 288922 B6
Číslo km
481 3-O-(2'-F-C5H4)
482 3-O-(3'-F-CsH4)
483 3-O-(4'-F-CeH4)
484 4-O-(2'-F-C6H4)
485 4-O-(3'-F-CsH4)
486 4-O-(4'-F-CeH4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4’-Cl-C6H4)
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4) . χ
493 3-0-(4'-ci-C6H4)
494 4-O-(2'-Cl-C6H4.)
495 4-0-(3'-C1-C$H4)
. 496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-0-(4 '-CH3—C$H4)
500 3-O-(2'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4) .
502 3-O-(4'-CH3-CeH4)
503 4-0-.(2'-CH3-CeH4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2-O-(2'-CH3-CO-C6H4) .
507 2-0- (3 ' -CH3-CO-C6H4)
508 2-0- (4 * -CH3-CO-C6H4)
509 3-0- (2 · -CH3-CO-CeH4)
510 3-0- (3 '-CH3-CO-C6H4)
511 3-0-(4’-CH3-CO-C6H4)
512 4-0- (2 ' —CH3—CO—CgH4)
513 . 4-0-(3' -CH3-CO-C6H4)
514 4-0- (4 · -CH3-CO-CfiH4)
515 2-0- (2 ' - (CH3-C (=NOAlly 1)) -C6H4)
516 2-0- (3 ' - (CH3-C (=N0Allyl) ) -C6H4)
- 38 CZ 288922 B6
Číslo Xm
517 2-0- (4' - (CH3-C (=NOAllyl) ) -C6H4)
518 3-0- (2'-(CH3-C (=NOAllyl) )-06¾)
519 3-0-(3 '- (CH3-C (=NOAllyl) )-06¾)
520 3-O-(4'-(CH3-C(=NOAllyl) )-C6H4)
521 4-0- (2 ' - (CH3-C (=NOAllyl) ) -C6H4)
522 4-0-(3'-(CH3-C (=N0Allyl) )-06¾)
523 4-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
524 2-0-(2' -CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
526 2-0- (4 '-CH3O2C-C6H4 )
527 3-0-(2'-CH3O2C-C6H4)
528 3-0- (3 '-CH3O2C-CeH4)
529 3-0- (4 '-CH3O2C-C6H4)
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-O-(4'-CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-CeH4)
537 3-0-(3'-CH30-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-Ο-(4'-0Η30-06Η4)
542 2-O-(2'-O2N-C6H4)
543 2-O-(3'-O2N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-0-(2,-0^-06¾)
546 3-0-(3,-0^-06¾)
547 3-0-(4,-0^-06¾)
548 4-Ο-(2,-θ2Ν-ΟβΗ4)
549 4-0-(3,-0^-06¾)
550 4-0-(4,-0^-06¾)
551 2-0-(2'-Ν0-06Η4)
552 2-O-(3,-NC-G6H4)
- 39 CZ 288922 B6
Číslo Xm
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4 O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-o-(2'-CF3-C6H4)
561 2-O-(3'-CF3-CeH4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4y . .
564 3-O-(3'-CF3-C6H4) '
565 3-0- (4 '-CF3-C6H4 )
566 4-0- (-2 '-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2·
570 2-Pyridyl-3’
571 2-Pyridyl-4'
572 3-Pyridyl-2*
573 3-Pyridyl-3’
574 . 3-Pyridyl-4*
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-4’
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyriinidinyl-2'
582 3-Pyrimidiny1-3'
583 3-Pyrimidiny1-4'
.584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l*
588 2-Pyrazolyl-3'
- 40 CZ 288922 B6
Číslo Χπι
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l’
591 3-Pyrazolyl-3‘
592 3-Pyrazolyl-4 *
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-isoxazolyl-4.'
598 2-Isoxazolyl-5'
599 3-lsoxazolyl-3'
600 3-Isoxazolyl-4' · «
601 3-Isoxazolyl-5'
.602 4-Isoxazolyl-3'
•603 4-lsoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3·.
606 2-lsothiazolyl-4'
607 2-lsothiazolyl-5'
608 3-Isothiazolyl-31
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5’
611 4-Isothiazolyl-3'
612 4-Isóthiazolyl~4'
'613 4-Išothiazolyl-5'
614 2-lxnidazolyl-l'
615 2-Imidazolyl-2'
616 2-índdazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l’
621 4-Imidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
- 41 CZ 288922 B6
Číslo Xrn
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Qxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2' .
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5-(CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4-(n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-í-C3H7)
648 2-CH3-4- (n-C3H7-C^N-O-Ally 1)
649 2-CH3-4- (n-C3H7-Č=NrO-trans-Chlorallyl)
650 2-CH3-4- (n-C3H7-C=N-O-Propargy 1)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4-(i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (Í-C3H7-C=N-O-Í-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4-{Ϊ-C3H7-C=N-O-crans-Chlorally 1)
659 2-CH3-4- (i-C3H7-C=N-O-Propargyl)
660 2-CH3-4- (i—C3H7—C=N—0—n—C4H9)
- 42 CZ 288922 B6
Číslo Xm
661 ' 2-CH3-4- (Í-C3H7—C=N—0—CH2-C6H5)
662 2—0—n—C4H9
663 2-O-Í-C4H9
664 2—0—s—C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3—0—n—C4H9
668 3-O-Í-C4H9
669 3—0—S-C4H9
670 3—0—t—C4H9
671 3-Neopentyloxyskupina
672 4-0-H-C4H9·
673 4-O-1-C4H9
674 4-0-S-C4H9
675 4-O-t-C4H9 ,
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-Ó-11-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O-S-C4H9
683 3—CH3—4—0—t—C4H9
684 3-CH3- 4-Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
- 43 CZ 288922 B6
Číslo X-
697 2-CH3-5-O-Í-CJH7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-1-C3H7
705 2-CI-3-OCH3
706 2-CI-4-OCH3
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-ÓCH3
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
- 44 CZ 288922 B6
Tabulka 2
I: R1 = H
II: R1 = ch3
III: R1 =. Allyl
IV: R1 = Propargyl
V: R1 = S-CH3
VI: R1 = ch2-cn
VII: R1 = ch2-o-ch3
VIII: R1 = CO-OCH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3. N-C6H5-Pyrrolyl-3
4 N- (4' -CH3-C6H4) -Pyrrolýl-3 z
5 N-(3'-CH3-C6H4)-Pyrrolyl-3
6 N- (2'-CH3-C6H4) -Pyrrolyl-3
7 N- (4· -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrólyl-3
9 N—(2 *-CH3O-CgH4)-Pyrrolyl-3
10 z N- (4' -NO2-C6H4) -Pyrrolyl-3
11 N- (3 '-NO2-C6H4) -Pyrrolyl-3
12 N- (2' - NO2- C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-CSH4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3 '-C1-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N—C6H.5—Pyrrolyl—2
22 N-(4'-CH3-C6H4)-Pyrrolyl-2
23 N- (3 '-CH3-CgH4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
- 45 CZ 288922 B6
Číslo B
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
27 N- (2 '-CH3O-CSH4) -Pyrrolyl-2
28 N- (4' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N-(2'-NO2-C6H4)-Pyrrolyl-2
31 N- (4' -ČŇ-Č6H4) -Pyrrolyl-2
32 N- (3 '-CN-C6H4)-Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3' -Cl-CeH4) -Pyrrolyl-2
16 N- (2' -Cl *·Ο6Η4) -Pyrrolyl-2
37 Fůry 1-2
38 5-CH3-Fury1-2
39 5-C6H5-Furyl-2
40 5- (4 '-CH3-C6H4) -Fůry 1-2
41 5- (3 ' -CH3-C6H4) -Furyl-2
42 5- (2' —CH3—CgH4) -Furyl-2
43 5-(4'-CH3O-C6H4)-Fůry 1-2
44 5-(3'-CH3O-C6H4)-Furyl-2
45 5- (2 '-CH3O-C6H4) -Fuvyl-2
46 5- (4 · -NO2-C6IÍ4) -Furyl-2
47 5- (3 '-NO2-C6H4) -Furyl-2
48 5- (2 '-NO2-C6H4) -Furyl-2
49 5-(4'-CN-C6H4)-Furyl-2
50 5- {3' -CN-C6H4) -Fůry 1-2
51 5- (2' -CN-CSH4) -Furyl-2
52 5-(4'-C1-C6H4)-Furyl-2
53 5- (3' -C1-C6H4) -Furyl-2
54 5-(2'-C1-C6H4)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4- (4 '-CH3-C6H4) -Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4 ’ -CH3O-C6H4) -Furyl-2
- 46 CZ 288922 B6
Číslo B
61 4- (3 '-CH3O-C6H4)-Furyl-2
62 4— (2'-CH3O-C6H4) -Fůry 1-2
63 4- (4' -NO2-C6H4) -Furyl-2
64 4- (3 ' -NO2-C6H4) -Furyl-2
65 4-(2'-NO2-C(5H4)-Fůry 1-2
66 4-(4 '-CN-C6H4)-Furyl-2
67 4-(3'-CN-C6H4)-Fůry 1-2
68 4- (2' -CN-C6H4) -Furyl-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4- (3 '-C1-C6H4) -Furyl-2
71 4- (2' -C1-C6H4) -Turyl-2
72 Thienyl-2 s - \
73 5-CH3-Thienyl-2
74 - 5-C6H5-Thienyl-2
75- 5- (4' -CH3-CgH4) -Thienyl-2
76 5- (3' -CH3-C6h4 ) -Thienyl-2
77 : 5- (2' -CH3-CeH4) -Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3 ' -CH3O-C6H4) -Thienyl-2
80 5- (2 ' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82. 5- (3 · -NO2-C6H4) -Thienyl-2
83 5- (2' - NO2-C6H4) -Thienyl-2 '
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 ’-Cl-C6H4)-Thienyl-2
88 5- (3' -C1-C6H4) -Thienyl-2
89 5- (2' - Cl-C6H4) -Thienyl-2 . .
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4- (3 · -CH3-C6H4) -Thienyl-2
94 4-(2'-CH3-C6H4)-Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
- 47 CZ 288922 B6
Číslo B'
97 4- (2 · -CH3O-C6H4) -Thienyl-2
98 4- (4 z-NO2-C6H4 ) -Thienyl-2
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2' - NO2-CgH4) -Thienyl-2
101 4-(4'-CN-C6H4)-Thienyl-2
102 4-(3 '-CN-C6H4)-Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4 · -C1-C6H4) -Thienyl-2
105 4- (3' -CI-C6H4) -Thienyl-2
106 4- (2' -CI-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CeH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- (3 '-CH3-C6H4) -Thienyl-3
112 5- (2 ' -CH3-C6H4) -Thienyl-3
113 5- (4' -CH3O-C6H4) -Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4 )'-Thieny 1-3
116 5- (4' -NO2- C«H4) -Thienyl-3
117 5- (3' -NO2-C6H4) -Thienyl-3
z118 . 5-(2'-NO2-C6H4)-Thienyl-3 .
119 5- (4' -CN-C6H4) -Thienyl-3
120 5- (3' -CN-C6H4) -Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' -CI-C6H4) -Thienyl-3
123 5— (3 * -CÍ-Cgfy) -Thienyl-3
124 5- (2' -CI-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CeH5-Pyrazolyl-4
128 . N- (4' - CH3-CeH4) -Pyrazolyl-4
129 N- (3 · -CH3-C6H4) -Pyrazolyl-4
130 N-(2' -CH3 —C5H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4)-Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
- 48 CZ 288922 B6
Číslo B
133 N- {2' -CH3O-C5H4) -Pyrazolyl-4
134 N— (4 ' -NO2-C6H4) -Pyrazolyl-4
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N- (2 · -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -cn-c6H4 ) -Pyrazolyl-4
138 N-( 3'-CN-C6H4)-Pyrazolyl-4
139 N- (2' -CN-C6H4) -pyrazolyl-4
140 N- (4' -CI-C6H4) -Pyrazolyl-4
141 N- {3' -CI-C6H4) -Pyrazolyl-4
142 N- (2' -CI-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Metliylpyrazolyl-4
145 3- (4' -CH3-C6H4) -N-Methylpyrazolyl-4
146 3- (3' -CH3-C6H4) -N-Methylpyrazolyl-4
147 , 3- (2 ‘-CH3-C6H4) -N-Methylpyrazolyl-4
148 3- {4' —CH3O—CgH4) -N-Méth.ylpyražolyl-4
149 3- (3 '-OtyO-Cgl^)-N-Methylpyrazolyl-4
150 3- (2 ’-CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3- f 3' -NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2 '-NO2-C6H4) -N-Methylpyrazolyl-4
154 3- (4 ’ -CN-C6H4) -N-Methylpyrazolyl-4
155 3- (3' -CN-C6H4) -N-Methylpyrazolyl-4
156 · 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157. 3- (4' -CI-C6H4) -N-Methylpyrazolyl-4
158 3- (3 ’ -CI-C6H4) -N-Meth.ylpýrazolyl-4
159 3-(2'-CI-C6H4)-N-Methylpyrazolyl-4
160 · Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 S-CgHs-lsoxazolyl-S
163 3- C 4 ’-CH3-C6H4) -Isoxazolyl-5
164 3-(3'-CH3-C6H4)-Isoxazoly 1-5
165 3- (2!—CH3—C6H4) -Isoxazoly 1-5
166 3-(4'-CH3O-C6H4)-Isoxazolyl-5
167 . 3- (3' -CH3O-C6H4) -Isoxazoly 1-5
168 3- (2' -CH3O-C6H4) -Isoxazolyl-5
- 49 CZ 288922 B6
Číslo B
169 3- (4' -NO2-C6H4) -Isoxazolyl-5
170 3- (3 '-NO2-C6H4) -Isoxazolyl-5
171 3- (2 '-NO2-C6H4)-Isoxazolyl-5
172 3- (4 '-CN-C6H4)-Isoxazolyl-5
173 3-(3 '-CN-C6H4)-Isoxazolyl-5
174 3- (2' -CN-C6H4)-Isoxazolyl-5
175 3-(4'-CI-C6H4)-Isoxazolyl-5
176 3- (3' -CI-C6H4) -Isoxazoly 1-5
177 3- (2' -CI-C6H4) -lsoixazolyl-5
178 4-Chlorisoxazoly1-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlórisoxazolyl-5
181 3- (4' -CH3-C6H4) -4-Chlorisoxazoly 1-5
182 3- (3' -CH3-C6H4) -4-Chlorisoxazolyl-5
183 3- (2' -CH3-Č6H4) -4-Chlorisoxazolyl-5
184 3- (4'—CH3O—CgH4) -4-Chlorisoxazoly 1-5
185 3- (3' -CH3O-C6H4) -4-Chlorisoxazoly 1-5
186 3- (2' -CH3O-C6H4) -4-Chlorisoxazoly1-5
187 3- (4' -NO2-C6H4) -4-Chlorisoxazolyl-5
188 3- (3 '-NO2-C6H4) -4-Chlor isoxazolyl-5
189 3- (2' -NO2-C6H4) -4-Chlor isoxazoly 1-5
190 3- (4' -CN-C6H4)-4-Chlorisoxazoly 1-5
191 3- (3'-CN-CeH4)-4-Chlorisoxazolyl-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazoly 1-5
193 3- (4' -CI-C6H4) -4-Chlorisoxazoly 1-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazoly 1-5 ·
195 3- (2 ’ -CI-C6H4) -4-Chlorisoxazoly 1-5'
196 lsoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5-(4'-CH3-C6H4)-lsoxazolyl-3
200 5-(3'-CH3-C6H4)-Isoxazoly 1-3
201 5- (2 '-CH3-C6H4) -Isoxazoly 1-3
202 5- (4 '-CH3O-C6H4) -Isoxazolyl-3
203 5- (3'-CH3O-C6H4) - Isoxazoly 1-3 ·
204 5- (2 '-CH30-C6H4)-Isoxazolyl-3
- 50 CZ 288922 B6
Číslo B
205 5- (4 '-NO2-C6H4)-Isoxazolyl-3
206 ! 5- (3 '-NO2-C6H4) -Isoxazolyl-3
207 5- (2' -NO2-C6H4) -Isoxazolyl-3
208 5- (4 · -CN-C6H4) -Isoxazolyl-3
209 5- (3' -CN-C6H4)-Isoxazolyl-3
210 5- (2' -CN-C6H4)-Isoxazolyl-3
211 5- (4 '-CI-C6H4)-Isoxazolyl-3
212 5- (3' -Cl-CgH4) - Isoxazolyl-3
213 5- (2' -Cl-CgH4) - Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3-(4' -CH3-C6H4) -Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -Isothiazolyl-5
219 3-(2'-CH3-C6H4)-Isothiazolyl-5
220 3- (4' -CH3O-C6H4) -Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -Isothiazolyl-5
222 3- (2 '-CH3O-C6H4)-Isothiazolyl-5
223 3-(4'-NO2-C6H4)-lsothiazolyl-5
224 3- (3' -NO2-C6H4) -Isothiazolyl-5
225 3- (2' -NO2-C6H4) -Isoťhiazolyl-5
226 3- (4' -CN-Č6H4) -Isothiazolyl-5
227 3-(3'-CN-C6H4)-Isothiazolyl-5
228 3- (2' -CN-C6H4) -Isothiazolyl-5
229 3- (4 '-CI-C6H4) -Isothiazolyl-5
230 3- (3' -CI-C6H4) -Isothiazolyl-5
231 3- (2 '-CI-C6H4) -Isothiazolyl-5
232 . Oxazolyl-4
233 3-CH3-Qxazolyl-4
234 3-CgH5-Oxazolyl-4
235 3- (4 '-CH3-C6H4) -Oxazolyl-4
236 3-(3'-CH3-C6H4)-Oxazolyl-4
237 3- (2 · -CH3-C6H4) -Oxazoly 1-4
238 3-(4'-CH3O-C6H4)-Oxazolyl-4
239 3- (3 · -CH3O-C6H4) -Oxazolyl-4
240 3-(2'-CH3O-C6H4)-Oxazolyl-4
- 51 CZ 288922 B6
Číslo B
241 3- (4 '-N02-CgH4)-0xazolyl-4
242 3- (3 '-NO2-C6H4)-Oxazolyl-4
243 3- (2 · -NO2-C6H4) -Oxazolyl-4
244 3- (4' -CN-CgH4) -Oxazolyl-4
245 3- (3! —CN-C5H4) -Oxazolyl-4
246 3- (2'-CN-C6H4) -Oxazolyl-4
247 3- (4' - Cl- CeH4) -Oxazolyl-4
248 3- (3 '-CI-C6H4)-Oxazolyl-4
249 3- (2' - Cl- C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2— (4 * -CH3-C6H4) -Thiazolyl-4
254 2-(3'-CH3-C6H4)-Thiazolyl-4
255 - 2- (2 '-CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3Ó—CgH4) -Thiazolyl-4
267 2- (3' -CH3O-C6H4) -Thiazolyl-4
258 2- (2' -CH3O-CeH4) -Thiazolyl-4
259 2-14' -NO2-C6H4) -Thiazolyl-4
260 2-(3'-NO2-CeH4)-Thiazolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2- C4' -CŇ-C6H4) -Thiazolyl-4
263 2- (3' -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2- (4 · -CI-C6H4) -Thiazolyl-4
66 2- (3 · -CI-C6H4) -Thiazolyl-4
267 2- (2 *-C1-C6H4)-Thiazolyl-4 <
268 N—CH3—1,2,4-Triazolyl-5
269 3-CH3-N-CH3-l, 2,4-Triazolyl-5
270 3-C6Hs-N-CH3-1,2,4-Triazolyl-5
271 3-(4'-CH3-C6H4)-N-CH3-1,2,4-Triazolyl-5
272 3- (3' -CH3-C6H4) —N—CH3—1,2,4-Ttiazolyl-5
273 3 - (2' —CH3—CgH4) -N-CH3-I,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Tr iazolyl-5
275 3- (3' -CH3O-C6H4) -N-CH3-I,2,4-Triazolyl-5
276 3- (2'-CH3O-C6H4) —N—CH3—1,2,4-Triazolyl-5
- 52 CZ 288922 B6
Číslo B
277 3- (4 --NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
279 3- (2' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4'-CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 · -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4 ' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3' -C1-C6H4) -N-CH3-1.2,4-Triazolyl-5
285 3- (2'-C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly 1-2
287 5-CH3-I,3,4-Oxadiazolyl-2
288 5-C6H5-1,3,4-0xadiazolyl-2.
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazoly1-2
290 5-(3'-CH3-C6H4)-1,3,4-OxadiazolylT-2
291 5- (2' -CH3-C6H4 f-1,3,4-Oxadiazoly 1-2 .. .
292 5- (4' - CH3O- C6H4 )-1,3,4-Oxadiazoly1-2
293 5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
294 5- (2' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 5-(3/ -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2' “NO2-C6H4 )-1,3,4-0xadiazolyl-2
298 5- (4' -CN-C6H4 )-1,3,4-Oxadiazolyl-2
299 5- (3' -CN-C6H4 )-1,3 ^-Oxadiazoly 1-2
300 5- (2' -CN-C6H4 )-1,3,4-Oxadiazoly1-2
301 5— (4 * —Cl-CeH4) -1,3,4-Oxadiazoly1-2.
302 5- (3' -C1-C&H4 )-1,3,4-Oxadiazoly1-2
303 5- (2' -CI-C6H4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly 1-3
305 5-CH3-1,2,4-Oxadiazoly 1-3
306 5-C6H5-1,2,4-Oxadiazoly 1-3
307 5- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 · 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-3
311 . 5- (3 ‘ -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
- 53 CZ 288922 B6
Číslo B
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
314 5- (3 ' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
315 5- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
316 5- (4 '-CN-C6H4) -1,2,4-Oxadiazolyl-3
317 5-(3'-CN-Cgfy)-1,2,4-Oxadiazolyl-3
318 5-(2'-CN-C6H4)-1,2,4-Oxadiazoly 1-3
319 5- (4 '-CI-C6H4 )-1,2,4-Oxadiazolyl-3
320 5- (3' -CI-C6H4 )-1,2,4-0xadiazoly 1-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly 1-5
323 3-CH3-I,2,4-óxadiazolyl-5
324 3-C6H5-1,2,4-Oxadiazoly1-5
325 3- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
326 3- (3 '-CH3-C6H4) -1,2,4-Oxadiazoly 1-5
327 3- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
328 3- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
329 3- (3 '-CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4) -1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-C6H4) -1,2,4-Oxadiazoly 1-5
332 3- (3' -NO2-C6H4 )-1,2, 4.-Oxadiazolyl-5
333 3- (2' -NO2-C6H4) -1,2,4-Oxadiazolyl-5
334- 3-, (4' -CN-C6H4) -í, 2,4-Oxadiazoly 1-5
335 3- {3' -CN-CeHTř-l, 2 ,.4-0xadiazolyl-5
336 3.(2 · -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3-14' -CI-C6H4 )-1,2,4-0xadiazolyl-5
338 3- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
340 ’ 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazolyl-3
342 5-CgHs-l ,2,4-Thiadiazoly 1-3
343 5- (4' -CH3-C6H4) -1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2/ -CH3-C5H4 )-1,2,4-Thiadiazoly 1-3
346 . 5- (4 · -CH3O-C6H4) -1,2 , 4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H4) -1,2,4-Thiadiazolyl-3
348 5- {2' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
- 54 CZ 288922 B6
Číslo B
349 5- (4 '-NO2-C6H4 )-1,2,4-Thiadiazolyl-3.
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5- (3 · -CN-C6H4)-1,2,4-Thiadiazolyl-3
354 5-(2'-CN-C6H4)-1,2,4-Thiadiazolyl-3
355 5- (4' -Cl-CgH4 )-1,2,4-Thiadiazolyl-3
356 5- (3 ’ -CI-C6H4 )-1,2,4-Thiadiazolyl-3
357 5- (2 '-CI-C6H4 )-1,2,4-Thiadiazoly 1-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazolyl-2
360 5-C5H5-1,3,4-Thiadiazoly 1-2
361 5— (4 * -CH3-C6H4) -1,3,4-Thiadiazoly 1-2
362 5- (3 '-CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
363 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
364 5-(4'-CH3O-C6H4)-1,3,4-Thiadiazolyl-2
365 5- (3 '-CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
366 5- (2 ' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4 '-NO2-C6H4) -1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4) -1,3,4-Thiadiazoly 1-2
370 . 5- (4 · -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 -5-13' -CN-C6H4 )-1,3,4rThiadiazolyl-2
372 5-J2' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
373 5- (4 '-Cl-CgH4) -1,3,4-Thiadiazoly 1-2
374 5- (3' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
375 5- (2' -C1-C6H4) -1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4.
382 Pyrimidinyl-5
383 Pyrimidinyl-2
- 55 CZ 288922 B6
Číslo B
384 1-Naftyl
385 2-Naftyl
- 56 CZ 288922 B6
Tabulka 3
I: R1 = H
II: Ri = ch3 ·
III: . R1 = Allyl
IV: R1 = Propargyl
V: Rl. = s-ch3
VI: Ri = ch2-cn.
VII:. R1 = CH2-O-CH3
VIII: Rl = co-och3
Číslo Xm
1 H
2 2-F
3 3-F
4 4-F.' ' .
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6—F5
8 2,3—F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-CI3
20 . 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4.
25 2,3,5,6-Cl4
- 57 CZ 288922 B6
Číslo X®
26 2,3,4,5,6-Cl$
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2 ·
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-J.
36 3-J
37 4-J
38 2,4-J2
39 2-Cl,'3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-Cl
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
' 52 2-Br, 5-F
53 2-Br, 6-F .
54 2-F, 3-C1
55 2-F, 4-C1 ·
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-Cl, 5-Br
61 3-F, 4-C1
- 58 CZ 288922 B6
Číslo Xw.
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3).2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6- (CH3)4 ·
82 2,3,5,6-(CH3)4
83 2,3,4/5, 6-(CH3)5 -
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5)3
91 2-n-C3H7
92 3-n-C3H7 .
93 4-n-C3H7
94 2-i-C3H7
95 3-i-C3H7
96 4-i-C3H7 ·
97 2,4-(i-C3H7)2
- 59 CZ 288922 B6
Č? slo Xrr.
98 2,6-(i-C3H7)2
99 3,5—(i—C3H7) 2
100 2,4,6- (i-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9)2
108 2,4-(t-C4H9) 2
109 2,5-(t-C4H9)2
110. 2,6-(t-C4H9)2
111 3,4- (t-C4H9.) 2
112 2,4,6-(t-C4Hs)3
113 4—n—C9H19
114 4-11-C12H25
115 4-n-Ci5H3i
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-1-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6- (t-C4H9)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-C-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-1-C3H7
125’ ’ 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)2» 6-Í-C3H7
. 128. 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 á^-cyklo-CeHu
133 3-cyklo<6Hii
- 60 CZ 288922 B6
Číslo Xm
134 4-cyklo-C6Hn
135 2,4-(cyklo-CeHu)2, 6-ch3
136 2-CH3, 4-cyklo-c6Hn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5 .
143 3-C«H5
144 - 4-C6H5
145 4-(2-Í-C3H7-C6H4) \ .
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5 x
148 2-Br, 4-CeHs
149 2~C6H5, 4-C1
150 2-C6H5, 4-Br .
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 . 2-cyklo-C6Hn, 4-C1
. 156 2-cyklo-CgHii, 4-Br
157 2-C1, 4-cyklo-CeHii
158 2-Br, 4-cyklo-c6Hu .
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—O—n—C3H7
166 3—0—II-C3H7
167 4-O-11-C3H7
168 2—O—i—C3H7
169 3-O-1-C3H7
- 61 CZ 288922 B6
Číslo ^rr.
170 4-O-Í-C3H7
171 2-O-Π— C6H13
172 3-O-n-CeHi3
173 4-O-I1-C6H13
174 2— 0—n-CeHi7
175 3-O-n-C8Hi7
176 4—0—n—CgHi7
177 2-O-CH2CeH5
178 3- 0- CH2C6H5
179 4.-O-CH2CsH5
180 2-0- (CH2) 3C6H5
181 3-O- (CH2) 3C6H5
182 4-O-(CH2)3C6H5 .
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 · 3-NO2 .
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3,- 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, -4t-F .
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
- 62 CZ 288922 B6
Číslo
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1 ’
219 3-CH3, 5-C1
220 . 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2 ' '
228 2-Br, 4;5=(CH3)2
229 2-C1, 3,5-(CH3)2 '
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3.
232 2,6-F2. 4-CH3
233 · 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, ·4-F
241 3,5-(CH3)2i 4-C1
- 63 CZ 288922 B6
Číslo Xm
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3) 3, 4-F
244 2,3,6-(CH3) 3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-Cl, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, -5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-C02 (n-C3H7) -
266 3-£Q2(n-C3H7) - i
267 4-CO2(n-C3H7)
268 2-CO2(í-C3H7)
269 3-CO2 (i-C3H7)
270 4-CO2(í-C3H7)
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3—CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
- 64 CZ 288922 B6
Číslo Xm
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O (n-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O (Í-C3H7)
284 3-CH2O (Í-C3H7)
285 4-CH2O (Í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO—CH2-CH3
293 3-CO—CH2-CH3
294 4-CO-CH2-CH3
295 2-CO—CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3—CO—CH(CH3).—CH3
300 4-CO-CH (CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3)-CO
306 2,5-Me2-4—CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-CI-4-ČH3-CO
313 2-Cl-4-CH3-CH2-CO
- 65 CZ 288922 B6
Číslo Xm
314 2-C1-4-CH3-CH(CH3)-CO
315 2,5-C12-4-CHO
316 2,5-Cl2-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CH3)-CO
320 2-C (=NOCH3) -CH3
321 3-C (=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2HS)-CH3
326 2-C (=NO-n-C3H7) -CH3
327, 3-C (sNO-n-C3H7)-CH3
3,28 4-C (=NO-n-C3H7) -xCH3 ,
329 2-C (=NO-Í-C3H7 > -CH3 .
330 3-C (=NO-i-C3H7)-CH3
331 4-C (=NO-i-C3H7)-CH3
332 2-C (=NO-Allyl)-CH3
333 3-C(=NO-Ally 1)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargyl)-GH3
341 2-C (=NO-n-C4Hg)-CH3
342 3-C (=NO-n-C4Hg) -CH3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 . 3-C ( sNO-CH2-C6H5 ) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
- 66 CZ 288922 B6
Číslo Xm
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4Hg
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3—4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO—i—C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 . 2-CH3-4--(CH3-C=NO-třans-Chlorally 1)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2—CH3—4-(CH3—C=NO—n—C4H9)
364 2-CH3-4-(CH3-C=NO-CH2-C6H5) z
365 2-CH3-4-(C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5~C=NO- trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)' *
373 2-CH3-4-(C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3) '
375 2,5- (CH3) 2—4- (CH3-C=NOC2H5)
376 2,5-(CH3)2-4-(CH3-C=NO-n-C3H7)
377 2,5-(CH3) 2—4—(CH3-C=NO—Í-C3H7}
378 2,5-(CH3)2-4-(CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4— (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propary 1)
381 2,5- (CH3) 2—4— (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4 - (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4-C6H5
- 67 CZ 288922 B6
Číslo Xir.
386 2-(2'-F-CsH4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-{2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
39.5 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6H4) ·
397 2-(4'-Cl-C6H4)
398 3-(2'-Cl-C6H4)
399 3-(3'-Cl-C6H4)
400 - 3-(4'-Cl-C6H4) y -z
401 4- (2.'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-Cl-CgH4)
405 2- (2 ’-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2- (4 '-CH3-CeH4)
408 3-(2'-CH3-CeH4)
409 3- (3 '-CH3-C6H4)
410 3-(4'-CH3-CsH4)
411 4-(2'-CH3-C6H4) ’
412 4-(3'-CH3-C6H4)
413 4- (4 ’-CH3—CeH4 )
414 · 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2- (4 '-CH3-CO-C6H4) -
417 3-(2'-CH3-CO-C6H4) .
418 3-(3'-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4- (2 '-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4).
- 68 CZ 288922 B6
Číslo Xjn
423 2- (2' - (CH3-C (=N0Allyl)) -C6H4)
424 2- (3 (CH3-C (=NOAllyl) )-C6H4)
425 2- (4 '- (CH3-C (=N0Allyl))-C6H4)
426 . 3-(2'-(CH3-C(=NOAllyl)) -C6H4)
427 3-(3(CH3-C(sNOAllyl) )-C6H4)
428 3-(4'-(CH3-C(=NOAllyl) )-C6H4)
429 4- (2 ' - (CH3-C (=NOAllyl)) -C6H4)
430 4- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
431 4- {4 ' - (CH3-C (-NQAllyl)) -C6H4)
432 2- (2 '-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-CgH4)
434 2- (4CH3O2C—ΟβΗ4)
4$5 3- (2 CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4) .
437 · 3- (4'-CH3O2C-C6H4)
438 4-(2'-CH3O2C-C5H4)
439 4- (3CH3O2C-C6H4)
440 4- (4' -CH3O2C-C6H4)
441- 2- (2CH3O-C6H4)
442 2-(3'-CH3O-C6H4)·
443 2-(4'-CH3O-C6H4)
444 3+X2 ’-CH3O-C6H4)
445 3-(3'-CH3O-C6H4)
446 3-(4'-CH3O-C6H4)
447 4-(2'-ČH3O-C6H4)
448 4- (3 '-CH3O-C6H4)
449 4-(4'-CH3O-CgH4)
450 2- (2 '-O2N-C6H4)
451 2- {3 ' —O2N—CgH4 )
452 2-(4'-O2N-C6H4) .
453 3—(2O2N—CgH4)
454 3-(3'-O2N-CgH4)
455 3-(4 ,-O2N-CgH4)
456 4- (2 '-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-C6H4)
- 69 CZ 288922 B6
Číslo
459 2-(2'-NC-C6H4)
460 2-(3'—NC-CgH4)
461 2- (4 ' -NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4- (4 '-NC-C6H4)
468 2-{2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4) a
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3- (4 ' -CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 . 4-O-C6H5
478 2-0-(2'-F-CeH4)
479 2-O-(3’-F-C6H4)
480 2-O-(4'-F-C6H4)
481 3-O-(2'-F-C6H4)
482 3-O-(3'-F-CeH4)
483 3-O-(.4J-F-CeH4)
484 ' 4-O-(2'-F-C6H4)
485 4-O-(3'-F-CsH4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-0-(4'-Cl-CgH4)
490 3-0-(2'-C1-C6H4}
491 3-0-(3’-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
- 70 CZ 288922 B6
Číslo Xm
493 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-Ο-(4'-ΟΗ3-Ο6Η4)
500 3-O-(2'-CH3-C6H4)
501 3 O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0-t3'-CH3-C6H4)
505=-- 4—0—(4CH3—C5H4)
506 2-0- (2 ' -CH3-CO-C6H4)
507 2-0-(3'-CH3-CO-C6H4) -
508 2-0- (4 ' -CH3-CO-C6H4)
509 3-0- (2 '-CH3-CO-C€H4)
510 3-O-(3'-CH3-CO-C6H4)
511 3-0- (4' -CH3-CO-C6H4)
512 4-0-(2'-CH3-CO-C6H4)
513 4 O-(3'-CH3-CO-C6H4).
514 4-0- (4 · -CH3-CO-C6H4)
515 2-0- (2' - (CH3-C (=N0Allyl)) -C6H4)
516 2-0-(3 ' - (CH3-C (=NOAllyl))-C6H4)
517 2-0-(4 ' - (CH3-C (=NOAllyl))-C6H4)
518 3-0- (2 * — (CH3-C (=NOAllyl)) -C6H4)
519 3-0- (3 '- (CH3-C(=NOAllyl)) -C6H4) .
520 3-0- (4'- (CH3-C,(=N0Allyl)) -Ο6Η4)
521. 4-0- (2' - (CH3-C (=NOAllyl)) -Ο6Η4)
522 4-O-(3'-(CH3-C(=NOAllyl))-C6H4) .
523 4-0-(4'-(CH3-C (=NOAllyl)) -C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-0- (3 ' -ΟΗ3Ο2Ο-Ο6Η4)
526 2-0- (4 '-CH3O2C-C6H4)
527 3-0-(2'-0Η3020-06Η4)
528 3-O-(3'-CH3O2C-C6H4)
- 71 CZ 288922 B6
Číslo Xjn
529 3-0- (4 ' -CH3O2C-C6H4)
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-0- (3 '-CH3O2C-C6H4)
532 4-0- (4 ' -CH3O2C-C6H4)
533 2-O-(2'-CH3O-CeH4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3 O-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-0-(2'-CH3O-C6H4)
540 4—0—(3 ' —CH3O—CgH4)
541 4-OT(4'-CH3O-C6H4)
542 ?-O-(2'-Q2N-C6H4)
543 ' 2-O-(3/-O2N-C6H4)
544 · 2-0- (4 '-O2N-C6H4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4) .
549 4-0—(3'-OjjN—CeH4)
550 4-O-(4'-p2N-CeH4)
551 2-O-(2'-NC-CeH4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4.) ;
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-CeH4)
557 4-O-(2'-NC-C6H4)
558 4-0-(3'-NC-C6H4)
559 4-O-(4'-NC-CeH4)
560 2-O-(2'-CF3-C6H4)
561 2-O-(3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-0-(2-'-CF3-C6H4)
564 3-0-(3’-CF3-CgH4)
- 72 CZ 288922 B6
Číslo Xrr.
565 3-O-(4'-CF3-C6H4)
566 4 O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-0- (4 '-CF3-C6H4)
569 2-Pyridyl-2·
570 2-Pyridyl-3*
571 2-Pyridyl-4·
572 3-Pyridyl-2*
573 3-Pyridyl-3'
574 3-Pyridyl-4·
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-4 ’
578 2-Pyrimidinyl-2'
579 . 2-Pyriitiidinyl-3' /
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4' . '
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrázolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3 '·
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-lsoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
- 73 CZ 288922 B6
Číslo Xm
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-lsoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-lsothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-lsothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-lsothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5' ·
614 2-lmidazolyl-l'
615 2-Imidazolýl-2'
616 2-Imidazolyl-4.'
617 3-Imidazolyl-l·
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-lmidazolyl-l’
621 4-lmidazolyl-2'
622. 4-Imidazoly 1-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Qxazolyl-2' - ,
627. 3-Qxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'.
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
- 74 CZ 288922 B6
Číslo Xm
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4-(C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4-(CH3-C=N-O-CH2-CH2-0CH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4-(n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4-(n-C3H7-C=N-O-i-C3H7) .
648 2-CH3-4-(n-C3H7C=N-O-Allyl) ..
649 2-CH3-4- (n-C3H7-C=N-0-trans-Chlorally 1)
650 2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n^C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (Í-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4-(i-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- {i-C3H7-C=N-O-Allyl)
658 2-CH3-4-· (i-C3H7-C=N-O-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-O-Propargyl)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661 2-CH3-4-(í-C3H7-C=N-O-CH2-CeH5)
662 2—O~n—C4H9
663 2-O-Í-C4H9
664’ · 2-0-S-C4H9
665 . 2—0—t—C4H9
666 2-Neopentyloxyskupina
667 3—O-n-C4H9
66.8 3-O-Í-C4H9
669 3-O-S-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupí na
672 4-O-n-C4H9
- 75 CZ 288922 B6
Číslo Χιε
673 4-0-Í-C4H9
674 4-O-S-C4H9
675 4-0—t—C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-0-11-C3H7
680 3-CH3-4-0-11-C4H9
681 3-CH3-4-0-Í-C4H9
682 3-CH3-4-0-S-C4H9
683 3-CH3-4-O-t-C4H9
684 3 -CH3 - 4 -Neopenty loxyskupina
685 2-CH3-3-OCH3 .
686 2-CH3-4-OCH3
687 2-CH3-5-OCH? '
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 . 4-CH3-6-OCH3 / '
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-i-C3H7 .
697 2-CH3--5-O-Í-C3H7
698- 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-C1-3-OCH3 . .
706. 2-C1-4-OCH3
707 ' 2-CI-5-OCH3
708 2-CI-6-OCH3
- 76 CZ 288922 B6
Číslo ΧϊΓι
709 3-C1-4-OCH3
710 3-C1-5-OCH3
711 3-Cl-6-OCH3
712 4-Cl-5-OCH3
713 4-Cl-6-OCH3
714 5-Cl-6-OCH3
- 77 CZ 288922 B6
Tabulka 4
I:
R^ = H
II: R- = ch3
III: R- = Allyl
IV: R1 = Propargyl
V: = s-ch3
VI: R1 = ch2-cn
VII: R- = CH2-O-CH3
VIII: R1 = CO-OCH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
. 3 N-C6Hs-Pyrrólyl-3
4 N- (4' -CH3-C6H4) -Pyrrolyl-3
5 N-(3'-CH3-C6H4)-Pyrrolyl-3
6 N- (2' -CH3-C6H4) -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3 ' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N-(4'-N^-Ceífy)-Pyrrolyl-3
11 N- (3 '-NO2-C6H4) -Pyrrolyl-3
12 N-.(2' -NO2-C6H4) -Pyrrolyl-3
13 N-44' -CN-CeH4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3 ..
17 N- (3' -C1-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-Pyrrolyl-2
22 N- (4' -CH3 -C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-CsH4 ) -Pyrrolyl-2
- 78 CZ 288922 B6
Číslo B
26 N- (3 · -CH3O-C6H4) -Pyrrolyl-2
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4 ' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' - NO2- CgH4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -CI-C6H4) -Pyrr oly 1-2
35 N- (3' -CI-C6H4) -Pyrrolyl-2
36 N- (2 '-CI-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Fůry 1-2
39 5-CgH5-Furyl-2
40 5- (-4 '-CH3-CgH4)-É\iryl-2
41 · 5- (3' —CH3-CgH4) -Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4 · -CH3O-C6H4) -Furyl-2
44 5- (3' -CH3O-C6H4) -Furyl-2
45 5-(2'-CH3O-C6H4)-Furyl-2
46 5- (4' -NO2-C6H4) -Furyl-2
47 5- (3' -NO2-C6H4) -Furyl=2
48 5- (2' -NO2-C6H4.) -Furyl-2
49.. 5- (4' -CN-C6H4) -Furyl-2
50 '. 5- (3 '-CN-C6H4)-Furyl-2
51 5- (2 ' -CN-C6H4) -Furyl-2
52 5- (4' -CI-C6H4) -Furyl-2
53 5- (3' -CI-C6H4) -Furyl-2
54 5- (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-CeH5-Furyl-2
57 4-(4'-CH3-C6H4)-Furyl-2
58 4-(3'-CH3-C6H4)-Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3 ' -CH3O-C6H4) -Furyl-2
- 79 CZ 288922 B6
Číslo B
62 4- (2 ' -CH3O-C6H4) -Fůry 1-2
63 4- (4' -NO2-C6H4) -Fůry 1-2
64 4- (3 '-NO2-C6H4) -Furyl-2
65 4- (2 '-NO2-CeH4) -Furyl-2
66 4- (4' -CN-C6H4) -Fůry 1-2
67 4-(3 '-CN-C6H4)-Fůry 1-2
68 4-(2'-CN-C6H4)-Fůry 1-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4-(3'-C1-C6H4)-Fůry 1-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2 .
73 5-CH3-Thienyl-2 ...
74 5-CeHs-Thienyl-2
75 5- (4' -CH3-C6H4) -Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 5-(2'-CH3-C6H4)-Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3' -CH3O-CeH4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5-(4'-NO2-C6H4)-Thien.yl-2
82 5- (3' -NO2-CeH4) -Thienyl-2
83 5- (2' - NO2-CeH4) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2 ..
85 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4' - Cl- CgH4) -Thienyl-2
88 5— (3 * -C1-C6H4) -Thienyl-2
89 5- (2' -Cl-CeH4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CeH5-Thienyl-2
92 4- (4' - CH3- C6H4) -Thienyl-2
93 ‘4- (3' -CH3-CeH4) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2 .
96 4- (3' —CH3O—C5H4) -Thienyl-2
97 4- (2'-CH3O-C6H4) -Thienyl-2
- 80 CZ 288922 B6
Číslo B
98 4- (4 '-NO2-C6H4) -Thienyl-2
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2'-NO2-C6H4) -Thienyl-2
101 4- (4 ' -CN-C6H4) -Thienyl-2
102 4-(3'-CN-C5H4)-Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4 '-C1-C6H4)-Thienyl-2
105 4 — (3 * -C1-C6H4) -Thienyl-2
106 4- (2' -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
110 5- (4 · -CH3-C6H4) -Thienyl-3
111 5- (3' -CH3-C6H4) -Thienyl-3
112 5- (2' -CH3-C6H4) -Thienyl-3.
113 5- (4 '-CH3O-C6H4) -Thienyl-3
114 5- (3 '-CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3
116 5- (4' -NO2-C6H4) -Thienyl-3
117 5-(3'-NO2-C6H4)-Thienyl-3
118 5- (2 · -NO2-C6H4) -Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 5- (3' -CN-C6H4) -Thienyl-3
121 5- (2 '-CN-C6H4) -Thienyl-3
122 5- (4' -C1-C6H4) -Thienyl-3
123 5- (3' -C1-C6H4) -Thienyl-3
124 5— (2' -C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4.
127 N-CgHs-Pyrazolyl-ů
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 . N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3 · -CH3O-C6H4) -Pyrazolyl-4
133 N- (2 · -CH3O-C6H4) -Pyrazolyl-4
- 81 CZ 288922 B6
Číslo B
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N- (3 ' -NO2-CeH4) -Pyrazolyl-4
136 N- (2'-NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-CgH4) -Pyrazolyl-4
138 N- (3 ’-CN-C6H4) -Pyrazolyl-4
139 N-(2 '-CN-C6H4)-Pyrazolyl-4
140 N- (4' -Cl-CgH4) -Pyrazolyl-4
141 N- (3' -C1-C6H4) -Pyrazolyl-4
142 N- (2' -C1-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4' -CH3-C6H4) -N-Methylpyrazolyl-4
'146 3- (3' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2 '-CH3—CgH4 j -N-Methylpyrazolyl-4
148 3- (4' -CH3O-CeH4) -N-Meth.ylpyrazolyl-4
149 3- (3CH3O- CgH4) -N-Methylpyrazolyl-4
3- (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-CeH4) -N-Methylpyrazolyl-4
152 3- (3 ' -NO2-.CeH4) -N-Methylpyrazolyl-4
153 3- (2' -NO2-CeH4) -N-Methylpyrazolyl-4
154 3- (4»-CN-CgH4) -N-Meth.ylpyrazolyl-4
155 3- (3' —CN—CgH4)-N-Méthylpyrazolyl-4
156 3- (2' -CN-CeH4.) -N-Methylpyrazolyl-4
157 3- (4' —Cl—C$H4) -N-Methylpyrazolyl-4
158 3- (3' - Cl-CgH4) -N-Methylpyrazolyl-4
159 3 - (2' -Cl—CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-lsoxazolyl-5
162 3-C6Hs-Isoxazolyl-5
163 3- (4 '-CH3-C6HJ -Isoxazolyl-5
164 3- (3 · -CH3-C6H4) -Isoxazolyl-5
165 3- (2' -CH3-C€H4) -Isoxazolyl-5
166 3- (4 '-CH3O-CeH4)-Isoxazolyl-5
167 3- (3 ' —CH3O—CgH4) -lsoxazolyl-5
168 3- (2'—CH3O—CgH4) -Isoxazolyl-5
169 3 — (4' -NO2-CeH4) -Isoxazolyl-5
- 82 CZ 288922 B6
Číslo B
170 3- (3' -NO2-C6H4) -Isoxazolyl-5
171 3- (2' -NO2-CsH4) -Isoxazolyl-5
172 3- (4 '-CN-C6H4)-Isoxazolyl-5
173 3- (3' -CN-CeH4) -Isoxazolyl-5
174 3-(2'-CN-C6H4)-Isoxazolyl-5
175 3- (4* —Cl—CgH4) -Isoxazolyl-5
176 3- (3 ' - Cl- CgH4) -Isoxazolyl-5
177 3- (2 ’ - Cl- CgH4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlori soxazoly1-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4 '-CH3-C$H4)-4-Chlorisoxazolyl-5
182 3- (3' —CH3—CgH4) -4-Chlorisoxa?olyl-5
183 3- (2' - CH3- C6H4) -4-Chlorisoxazolyl-5
184 3- (4 '-^CH3O-C6H4)-4-Chlorisoxazolyl-5
185 3- (3' - CH3O- C6H4) -4-Chlorisoxazoly1-5
186 3- (2' —CH3O—CgH4) -4-Chlorisoxazolyl-5
187 3- (4' -NO2-CgH4) -4-Chlor isoxazolyl-5
188 3- (3' - NO2-CeH4) -4-Chlorisoxazolyl-5
189 3- (2' -NO2-CgH4) -4-Chlorisoxazolyl-5
190 3- (4 · -CN-CgH4) -4-Chlorisoxazolyl-5
191 3- (3' —CN—CsH4) -4-Chlorisoxazolyl-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazolyl-5
193 3- (4' -C1-C6H4) -4-Chlorisoxazolyl-5.
194 3- (3' -C1-C6H4) -4-Chlorisoxazolyl-5
195 3- (2 ’-Cl-C6H4) -4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4 '-CH3-C6H4) -Isoxazolyl-3
200 5-(3'-CH3-C6H4)-Isoxazolyl-3
201 5- (2 '-CH3-C6H4)-Isoxazolyl-3
202 5- (4 '-CH3O- CgH4) -Isoxazolyl-3
203 5- (3' -CH3O-C6H4) -isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 5- (4' -NO2-C6H4) -Isoxazolyl-3
- 83 CZ 288922 B6
Číslo B
206 5- (3 ' -NO2-C6H4) -Isoxazolyl-3
207 5- (2' -NO2-C6H4) -isoxazoly 1-3
208 5- (4 ' -CN-C6H4) -Isoxazolyl-3
209 5- < 3 ' -CN-C6H4) -lsoxazolyl-3
210 5- (2 ' -CN-C6H4) - Isoxazoly 1-3
211 ' 5- (4' - Cl- CeH4) -Isoxazolyl-3
212 5- (3 ' -Cl-CeH4) -lsoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazoly 1-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3- (4' -CH3-CgH4) -Isothiazolyl-5
218 3- (3 *—CH3—CgH4) -Isothiazoly 1-5
219 3- (2' -CH3-CgH4) -Isothiazoly 1-5
220 3- (4' -CH3O-CgH4) -Isothiazolyl-5
221 3- (3 ' -CH3O-CeH4) -Isothiazolyl-5
222 3- (2' -CH3O-C6H4) -lsothiazolyl-5
223 3- (4 ř-NO2-C6H4) -Isothiazolyl-5
224 3- (3' —NO2—CgH4) -Isothiazolyl-5
225 3- (2 '-NOr-CeH^ -isothiazoly 1-5
226 3- (4' -CN-C5H4) -isothiazoly 1-5
227 3- (3 '-CN-C6H4)-lsothiazolyl-5
228 3-(2'-CN-C6H4)-Isothiazoly 1-5. .
229 3- (4 '-Cl-CgH4)-Isothiazoly 1-5
230 3- (3 '-Cl-C6H4)-lsothiazolyl-5
231 3- (2' —Cl—CgH4) -Isothiazolyl-5
232 Qxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2- (4 · -CH3-CSH4) -Oxazoly 1-4
236 2- (3' -CH3-CgH4) -Oxazoly 1-4
237 2- (2' —CH3—CeH4) -Oxazolyl-4
238 2- (4' -CH3O-C6H4) -Oxazoly 1-4
239 2- (3' -CH3O-CgH4) -Oxazolyl-4
240 2- (2' -CH3O-CgH4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
- 84 CZ 288922 B6
Číslo B
242 2- (3' -NO2-C6H4) -Oxazolyl-4
243 2- (2 '-NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-C6H4) -Oxazolyl-4
245 2- (3 ' -CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2- (4' -cl-Cgfy) -Oxazolyl-4
248 2- (3 '-C1-C6H4)-Oxazolyl-4
249 2- (2 '-CI-C6H4)-Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2- (4' -CH3-C6H4) -Thiazolyl-4
254 2 - (3' -CH3-C6H4) -Thiazolyl-4
255 2- (2'-CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2- (3' -CH3O-C6H4) -Thiazolyl-4
258 2- (2' -CH3O-C6H4) -Thiazolyl-4
2-59 2- (4 * -NO2-C6H4) -Thiazolyl-4
260 2- (3 '-NO2-C6H4) -Thiazolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2-(4'-CN-C6H4)-Thiazolyl-4
263 2- (3' -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazůlyl-4
265 .2- (4' -CI-C6H4) -Thiazolyl-4 ’
266 2- (3' -CI-C6H4) -Thiazolyl-4
267 . 2- (2' -CI-C6H4) -Thiazolyl-4
268 . N-CH3-I,2,4-Triázolyl-5
269 3-CH3-N-CH3-I,2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2.4-Triažolyl-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
272 . 3- (3' —CH3—CgH4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4 · -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
- 85 CZ 288922 B6
Číslo B
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
276 3- (2'-CH3O-CSH4) -N-CH3-1,2,4-Triazolyl-5
277 3- (4 ' -NO2-C6H4) -N-CH3-1,2,4-Triazoiyi-5
278 3- (3'-N02-C6H4)-N-CH3-l,2,4-Triazolyl-5
279 3- (2 ' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4' -CN-C6H4) -N-CH3-I,2,4-Triazolyl-5
281 3- (3' -CN-CgH4) -N-CH3-1,2,4-Triazoiyi-5
282 3- {2'-CN-C6H4)—N—CH3—1,2,4-Triazo- ‘ lyl-5
283 3- (4 ' -Cl-CgH4) -N-CH3-1,2,4-Triazo- lyl-5
284 3- (3 ' - Cl- C6H4) -N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-l, 3,4-Oxadiazoly 1-2
288 5-CeHs-l, 3,4-9xadiaz'olyl-2
289 5- (4' -CH3--CeH4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
291 5- (2 ' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2^
292 5- (4' —CH3O—CgH4 )-1,3,4-Oxadiazoly 1-2
293 5- (3' —CH3O—C6H4 )-1,3,4-Oxadiazoly1-2
294 5- (2' -CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
296 5- (3' -NO2- C6H4 )-1,3,4-Oxadiazoly 1-2
297 5- (2' - NO2-C6H4) -1,3,4-Oxadiazoly 1-2
298 5- (4' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-CSH4 )-1,3,4-Oxadiazoly 1-2
300 5- (2' -CN-C6H4) -1 , 3,4-Oxadiazoly 1-2
301 5- (4' -CI-C6H4) —1,3,4-Oxadiazolyl-2
302 5- (3' -CI-C6H4 )-1,3,4-Oxadiazoly 1-2
303 5-(2'-CI-C6H4 )-1,3,4-Oxadiazoly1-2
- 86 CZ 288922 B6
Číslo B
304 1,2,4-Oxadiazolyl-3
305 5-CH3-I,2,4-Oxadiazoly 1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4) -1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
310 5— (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4 '-NO2-CeH4 )-1,2,4-Oxadiazolyl-3
314 5- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
315 5- (2 ’ -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
316 5- (4' -CN-C6H4 )-1,2,4-Qxadiazoly 1-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 · 5- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
319 5- (4' -ČI-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly 1-5
323 3-CH3-1,2,4-Qxadiazoly 1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
326 3- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
327 3-(2' -CH3-C6H4) -1,2,4-Oxadiazolyl-5
328 3- (4>' -CH3O-C6H4) -1,2,4-Oxadiazoly 1-5
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
332 3 - (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
336 3- (2 · -CN-C6H4 )-1,2,4-Oxadiazolyl-5
337 3- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3 '—Cl—C6H4 )-1,2,4-Oxadiazoly 1-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
- 87 CZ 288922 B6
Číslo B
340 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2 ,.4-Thiadiazolyl-3
342 5-C6H5-1,2,4-Thiadiazolyl-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazolyl-3
346 5- (4' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-C6H4 )-1,2,4-Thiadiazolyi-3
349 5- (4 '-NO2-C6H4) -1,2,4-Thiadiazolyl-3
350 5- (3' -NO2-C6H4) -1,2,4-Thiadiazoly 1-3
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2' -CN-CeH4 )-1,2,4-Thiadiazoly 1-3
355 5- (4' -CI-CGH4 )-1,2,4-Thiadiazoly 1-3
356 5- (3' -CI-C6H4) -1,2,4-Thiadiazolyl-3
357 5- (2' -Cl-Cefy )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazoly 1-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-C6H4 )-1.3,4-Thiadiazolyl-2
363 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
364 5- (4 ' )-1,3,4-Thiadiazo- lyl-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4 ’ -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4 )-1.3,4-Thiadiazoly 1-2
370 5- (4 · -CN-CsH4 )-1,3,4-Thiadiazolyl-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
- 88 CZ 288922 B6
Číslo B
372 5- (2' -CN-Cefy )-1,3,4-Thiadiazolyl-2
373 5- (4 ’ -CI-C6H4 )-1,3,4-Thiadiazolyl-2
374 5- (3'—Cl—C6H4)—1,3,4-Thiadiazolyl-2
375 5- (2 '-CI-C6H4 )-1,3 ,.4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidiny1-4
382 Pyrimidinyl-5 .
383 Pyrimidinyl-2
384 1-Naftyl x
385 2-Naftyl . '
- 89 CZ 288922 B6
I; R- = H
II: R1 = ch3
III: R1 = Allyl
IV: R* = Propargyl
V: R1 = S-CH3
VI: Ri = CHs-CN
VII: R1 = CH2-O-CH3
VIII: R1 = CO-OCH3
Číslo Xm
1 H-.
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3>4,5,6-F5
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
- 90 CZ 288922 B6
Číslo Xm
25 2,3,5,6-Cl4
26 2,3,4,5,6-015
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-ΒΓ5
35 2-J
36 3-J . '
37 4-J
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
- 91 CZ 288922 B6
Číslo
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2 .
73 3;4-(CH3)2
7-4 3,5-(CH3)2
75 2,3,5-{CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5—(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(0¾¼
82 2,3,5,6-(CH3)4
83 2,3,4,5,6- (CH3) 5
84 ' 2-C2H5
.65 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2Hs)2
89 3,5-(C2H5)2
90 2,4,6-(C2H5)3
91 2-n-C3H7
92 3-n-C3H7
93 4-11-C3H7
94 2-i-C3H7
95 3-í-C3H7
96 4-Í-C3H7
- 92 CZ 288922 B6
Číslo
97 2,4-(1-C3H7)2
98 2,6-(Í-C3H7)2
99 3,5-(i-C3H7)2
100 2,4,6- (Í-C3H7) 3
ιοί 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3- (t-C4H9) 2
108 2,4-(t-C4H9)2
109 2,5- (t-C4H9)2 .
110 2, 6- (t-C4H9) 2 '
111 3,4—.(t—C4H9) 2
112 2,4,6- (t-C4H9)3
113 4—n—C9H19
114 4-11-C12H25
115 4-n-CisH3i
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropy1)
118 . 2-t-C4H9, 4-CH3
119 2—t—C4H9, 5-CH3
120 2,6-(t-C4H9)2> 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6—t—C4H9
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-í-C3H7
125 3-CH3, 4-i-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-( t —C4Hg) 2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CgHn
- 93 CZ 288922 B6
Číslo Xm
133 3-cyklo-CóH’i
134 4-cyklo-CsHii
135 2,4- (cyklo-c6Hn) 2, 6-CH3
136 2-CH3, 4-cyklo-CeHn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-CgH5
144 4-C6H5
145 . 4-(2-i—C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5 · ’
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6Hs, 4-Br -
15} 2-C1, 4-CH2C6H5
>54 2-Br, 4-CH2C6H5
155 2-cyklo-CeHn, 4-C1'
156 2-cyklo-C6Hn, 4-Br
157 2-C1, 4-cyklo-C6Hu
158 2-Br, 4-cyklo-CgHii
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-n-C3H7
167 4-O-11-C3H7
168 2-O-Í-C3H7
- 94 CZ 288922 B6
Číslo Xm
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-0-n- C6H13
172 3—O-n- CéHi3
173 4- O-n—C6H13
174 2-O-n-CgHi7
175 3—0—n—CeHi7
176 4—O-n-CgHi7
177 2-O~CH2CeH5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5 .
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
- 95 CZ 288922 B6
Číslo Xm
205 2-CHj, 3-Br
206 2-CHj, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3·, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-<CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2» 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
- 96 CZ 288922 B6
Číslo Xm
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-P
244 2,3,6- (CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-01, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 . . 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2.4-C12, 6-NO2
255 2,6-Cl2, 4-Νφ
256 2,6-Br2, 4-NOi
257 2,6-J2, 4-NO2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261. 4-0020¾
262 2-CO2XC2H5-)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2—C02 {11-C3H7)
266 3-002 (11-C3H7)
267 4-002 (11-C3H7)
268 2-CO2 (í-c3h7)
269 3-CO2 (i—C3H7)
270 4-co2 (i-C3H7)
271 2-002 (d-C6Hi3)
272 3-002 (n-C6Hi3)
273 4-CO2 (n-C6H13)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
- 97 CZ 288922 B6
Číslo XT.
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O (11-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O (í-C3H7)
284 3-CH2O (1-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 ' 4-CHO · ,
289 2-CO-CH3
290- 3-CO-CH3
291 4-CO-CH3 /.
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO—CH2—CH2-CH3
298 2-CO—CHlCH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3 ..
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4—CH3—CH2—CO
304 ' 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH2-CH (CH3)-CO
311 2-Cl-4-CHO
312 2-C1-4-CH3-CO
- 98 CZ 288922 B6
Číslo Xm
313 2-C1-4-CH3-CH2-CO
314 2-CI-4-CH3-CH (CH3) -co
315 2,5-Cl2-4-CHO
316 2,5-C12-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2, 5-Cl2-4-CH3-CH(CH3)-CO
320 2-C(=NOCH3)-CH3
321 3-C (=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2-C (=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C(=NO-n-C3H7)-CH3 >-
327 3-C (=NO-n-C3H7)-CH3 ...Z
328 4-C(=NO-n-C3H7)-CH3 .
329 2-C (=NO-i-C3H7) -CH3
330 3-C (=NO-Í-C3H7) -CH3
331 4-C (=NO-i-C3H7) -CH3
332 2-C(=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 4-C (=NO-Allyl) -CH3
335 · 2-C(=NO-trans-Chlorally1)-CH3
336 3-CI=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorally1)-CH3
338 2-C (=NO-Pr opar gyl)-CH3
339 3 —C(=NO-Propargy 1)-CH3
340 · 4-C (=NO-Propargyl) -CH3
341 2-C (=NO-n-C4H9) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
- 99 CZ 288922 B6
Číslo Xn
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO—Í-C3H7
351 2 -CH3 - 4 -CH =NO—Al ly 1
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO—II-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3—C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-Í-C3H7).
360 2-CH3-4- (CH‘3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3—C=NO—11-C4H9) '
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 2-CH3-4-(C2H5-C=NO-n-C3H7)
368 2-CH3-4-(C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370.,. 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-e=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-ČH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-CsNO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C =NO-Propary 1)
381 2,5- (ČH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
-100CZ 288922 B6
Číslo Xm
385 4-C6H5
386 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2’-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6H4)
397 2- (4C1-C6H4)
398 3-(2'-Cl-C6H4).
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-CeH4)
406 2-(3'-CH3-C6H4)
407 2- (4CH3-CeH4)
408 3- (2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3- (4'-CH3-C6H4)
411 4- (2'-CH3-C6H4)
412 4- (3 ·- CH3—CgH4)
413 · 4- (4 '-CH3-C6H4)
414 2- (2' -CH3-CO-C6H41
415 2- (3 '-CH3-CO-C6H41
416 2-(4'-CH3-CO-C6H4)
417. 3-(2'-CH3-CO-C6H4)
418 3- (3 '-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
- 101 CZ 288922 B6
Číslo
422 4-(4'-CH3-CO-C6H4)
423 2- (2' - (CH3-C (=N0Allyl)) -C6H4)
424 2- (3 ' - (CH3-C (=N0Allyl)) -06¾)
425 2- (4' - (CH3-C (=N0Allyl)) -06¾)
426 3- (2 '-(CH3-C (=NQAllyl)) -CeH4)
427 3-(3'-(CH3-C{=N0Allyl)) -C6H4)
428 3- (4' - (CH3-C (=NQAllyl)) -C6H4)
429 4-(2'- (CH3-C(=NQAllyl)) -C6H4)
430 4- (3 ' - (CH3-C (sNOAllyl)) -C6H4)
431 4 - (4' - (CH3 -C (=NOA1 ly 1)) -C6H4)
432 2- (2 ’-0Η3Ο20-06Η4)
433 2- (3 '-CH3O2C-C5H4) . ' <
434 2- (4' -CH3O2C-06¾)
435 3-(2'-ΟΗ3Ο2Ο-Ο6Η4)
436 3-(3'-0Η3020-06Η4.)
437 3-(4 *-ΟΗ3Ο2Ο-Ο6Η4)
438 4- (2 ’-0Η3020-06Η4)
439 4-(3-ΟΗ3Ο2Ο-Ο6Η4)
440 4- (4'-0Η3Ο20-06Η4)
441 2-(2'-0Η3Ο-0βΗ4)
442 2- (3' -ΟΗ3Ο-06Η4)
443 2- (4'- ΟΗ3Ο- ΟβΗ4)
444 3-(2'-CH3O-C6H4)
.445 3-(3'-ΟΗ3Ο-06Η4)
446 ' 3-(4'-CH3O-C6H4)
447 4-(2,-01130-06¾)
448 4-(3,-CH3O-C6H4)
449 4- (4 ,-ΟΗ3Ο-Ο6Η4)
450 2-(2,-0^-06¾)
451 2- (3 ,-Ο2Ν-ΟδΗ4)
452 2-(4.,-02Ν-06Η4)
453 3- (2 ’-Ο2Ν-Ο6Η4)
454 3- (3 '-Ο2Ν-Ο6Η4)
455 3- (4 ’-Ο2Ν-ΟβΗ4)
456 4- (2 ,-Ο2Ν-Ο6Η4)
457 4- (3 ,-Ο2Ν-Ο6Η4)
- 102CZ 288922 B6
Číslo Xm
458 4- (4 '-O2N-C6H4)
459 2-(2 '-NC-C6H4)
460 2- (3 '-NC-C6H4)
461 2-(4'-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C5H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4- (3 '-NC-C6H4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4) ·
469 2- (3 '-CF3-C6H4)
43=0. 2- (4 CF3- C6H4)
471 3—(2CF3—C6H4)
472 3- (3 '-CF3-C6H4)
473 3- (4 '-CF3-C6H4)
474 4-(2CF3-CeH4)
475 4-(3 *-CF3-CgH4)
476 4- (4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6'É5
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-0-(4'-F—CgH4) . ·
481 3-0- (2'-F-C6H4)
482 3-O-(3'-F-CeH4)·
483 - 3-O-(4’-F-C6H4)
484 4-O-(2'-F-C6H4)
485 4 O-(3'-F-C6H4)
486 4 O-(4’-F-C6H4)
487 2-o-(2'-C1-C6H4)
488 2-o-(3'-C1-C6H4)
489 2-O-(4’-Cl-C6H4)
490 3-0-(2'-CI-C5H4)
491 3-O-(3'-Cl-C6H4)
-103CZ 288922 B6
Číslo Xm
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-C6H4)
497 2-o-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-0- (4' -CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3 O-(3'-CH3-C6H4)
502. 3-0-(4'-CH3-C6H4)
503 4-O-(2'-CH3-CsH4)
504 4-O-(3'-CH3-C6H4)
505 4-0- (4 '-CHj-C6H4)
50.6 ' 2-0- (2'-CH3-CO-C6H4)
507 2-0- (3·' -CH3-CO-C6H4 >
508 2-O-(4'-ČH3-CO-C6H4)
509 3-0-(2 '-CH3-CO-C6H4)
510 3-0-(3'-CH3-CO-C6H4)
511 3-0-(4'-CH3-C0-C6H4) .
512 4-0- (2' -CH3-CO-C6H4)
513 . 4-0- (3' -CH3-CO-CgH4)
514 4-0- (4'-CH3-CO-CeH4)
515 2-0- (2' - (CH3-C (=N0Allyl) ) -C6H4)
516 2-0-(3’-(CH3-C(=N0Allyl) )-C6H4).
517 2-0- (4 ' - (CH3-C (=N0Ally 1) ) -C6H4)
518 3-0- (2’- (CH3-C (=N0Allyl) )-C6H4)
519 · 3-0- (3 ' - (CH3-C (=NOAlly 1)) -C6H4)
520 3-0- (4' - (CH3-C (=NOAllyl) ) -CeH4)
521 4-0- (2' - (CH3-C (=N0Allyl) ) -C6H4)
522 4-0- (3 ' - (CH3-C (=N0Állyl) ) -C6H4)
523 4-0- (4' - (CH3-C (=NOAllyl)) -C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-O-(3’-CH3O2C-C6H4)
526 2-0- (4'-CH3O2C-C6H4)
527 3-0-(2'-CH3O2C-C6H4)
- 104CZ 288922 B6
Číslo
528 3-0- (3' -CH3O2C-C6H4)
529 3-0- (4 ' -CH3O2C-C6H4)
530 4-O-(2'-CH3O2C-CeH4)
531 4-0- (3 '-CH3O2C-C6H4)
532 4-0-(4'-CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-0-{3'-CH30-CeH4)
535 2-O-(4'-CH3O-CeH4)
536 3-O-(2’-CH3O-C6H4) ·
537 3-0- (3 '-CH3O-C6H4)
538 3-O-(4'-CH3O-CeH4)
539 4-0-(2'-CH3O-^CeH4)
540 4-O-(3'-CH3O-CeH4)
541 4-O-(4'-CH3O-C6H4)
542 2-0- (2 '-O2N--C6H4) λ
543 2-O-(3'-p2N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-O-(3'-O2N-C6H4)
550 4-0-(4'-O2N-C6H4)
551 2-0-(2 '-NC—CeH4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2*-NC-C6H4)
555 ' 3-O-(3'-NC-C6H4) .
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-o-(2'-CF3-C6H5)
561 2-o-(3'-CF3-C6H5)
562 2-o-(4'-CF3-C6H5)
563 3-O-(2'-CF3-CeH5)
- 105CZ 288922 B6
Číslo Xr! ’
564 3-O-(3'-CF3-CeH5)
565 3-O-(4'-CF3-C6H=)
566 4-O-(2'-CF3-C6H5)
567 4-O-(3'-CF3-C6H5)
568 4-O-(4'-CF3-C6H5)
569 2-Pyridyl-2*
570 2-Pyridyl-3·
571 2-Pyridyl-4’
572 3-Pyridyl-2’
573 3-Pyridyl-3·
574 3-Pyridyl-4·
575 4-Pyridyl-2·
576 4-Pyridyl-3’
577 4-Pyridyl-4·
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4' ’
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-:3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 ’ 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3’
-106CZ 288922 B6
Číslo Xm
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-lsoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-lsothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-rIsothiazolyl-4'
613 4-Isothiazolyl-5'
614 2-Imidazolyl-l ·
615 2-Imidazoly-l-2 ’ . '
616 2-Imidázolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4·
620 4-Imidazolyl-l'
621 4-Imidazoly 1-2'
622 4-ImidazoIyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4' x
625 2-Oxazolyl-5'
626 *3-Oxazolýl-2'
627 · 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
- 107CZ 288922 B6
Číslo Xm
636 3-Thiazolyl-4’
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
- 108CZ 288922 B6
Tabulka 6
R1 = H
R1 = CH3
R1 = Allyl
R1 = Propargyl
R1 = S-CH3
R1 = CH2-CN
R1 = CH2-O-CH3
R1 = CO-OCH3
Číslo B
1 Pyrrolyl-3
2 . N-CH3-Pyrrolyl-3·
3 N-C6H5-Pyrrolyl-3
4 N— (4 · -CH3-C6H4) -pyrrolyl-3
5 N- (3' -CH3-C6H4) -Pyrrolyl-3
6 N- (2 '-CH3-C6H4) -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2' -CH3O-C6H4)-Pyrrolyl-3
10 N- (4' -NO2-C6H4) -Pyrrolýl-3
11 N- (3' -NO2-C6H4) -Pyrrolyl-3
12 N- (2' -NO2-CéH4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N-(2'-CN-C6H4)-Pyrrolyl-3
16 N- (4' -CI-C6H4) -Pyrrolyl-3
17 N- (3' -CI-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2 .
2.1 N-C6Hs-Pyrrolyl-2
22 N- (4 · -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -pyrrolyl-2
-109CZ 288922 B6
Číslo · B
26 N- (3 ' -CH3O-CSH4) -Pyrrolyl-2
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4 '-NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3'-CN-C6H4)-Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' - Cl-C6H4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pýrrolyl-2
36 N- (2' -C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Fuxyl-2
40 5- (4 ' -CH3-C6H4) -Furyl-2
41 5-(3 '-CH3-C6H4)-Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4' -CH3O-C6H4) -Furyl-2
44 5- (3 ' -CH3O-CeH4) -Furyl-2
45 5-(2'-CH3O-C€H4)-Furyl-2
46 5- (4' -NO2-C6H4) -Furyl-2
47 5- (3' -NO2-C6H4) -Furyl-2
48 5- (2' -NO2-C$H4) -Furyl-2
49 5- (4 ' -CN-C6H4) -Furyl-2
50 5- (3' -CN-C6H4) -Furyl-2
51 5- (2 '-CN-C6H4) -Furyl-2
52 5- (4' -C1-C6H4) -Furyl-2
53 5- (3 ' -C1-C6H4) -Furyl-2
54 5- (2 ' -C1-C6H4) -Furyl-2
55 4-ČH3-Furyl-2
56 4-CgH5-Furyl-2
57 4-(4'-CH3-C6H4)-Furyl-2
58 4- (3'-CH3-C6H4)-Furyl-2
59 4- Í2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3'-CH3O-C6H4) -Furyl-2
-110CZ 288922 B6
Číslo B
62 4- (2 · -CH3O-CSH4) -Fůry 1-2
63 4- (4' -NO2-C6H4) -Furyl-2
64 4- (3' -NO2-C6H4) -Furyl-2
65 4- (2' -NO2-C6H4) -Furyl-2
66 4- (4' -CN-C6H4) -Furyl-2
67 4- (3' -CN-C6H4) -Furyl-2
68 4- (2' -CN-C6H4) -Furyl-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4-(3'-C1-C6H4)-Furyl-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
„74 '5-C6H5-Thienyl-2
75 5- (4' -CH3-C6H4) -Thienyl-2
76 5- (3' -CH3—CgH4) -Thienyl-2
77 5- (2' -CH3-C6H4) -Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3 ’ -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C5H4) -Thiényl-2
81 5-(4'-NO2-C6H4)-Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
83 5- (2' -NO2-C6H4) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-C6H4) -Thieny 1-2
86 . 5- (2 '-CN-C6H4) -Thienyl-2 K
87 5-(4·-C1-C6H4) -Thienyl-2
88 5- (3' -CI-C6H4) -Thienyl-2
89 5- (2 '-CI-C6H4) -Thienyl-2
90 4-CH3-Thiexjyl-2
91 4-C6Hs-Thienyl-2
92 4-(4* -ch3-c6h4 ) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4-(2'-CH3-C6H4)-Thienyl-2
95 4- (4' -CH3O-CsH4 ) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2' -CH3O-C6H4) -Thienyl-2
- 111 CZ 288922 B6
Číslo B
98 4- (4 ' -NO2-C6H4) -Thienyl-2 ’
99 4- (3 ’ -NO2-C6H4) -Thienyl-2
100 4- (2 ' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4-13' -CN-C6H4) -Thienyl-2
103 4- (2 · -CN-C6H4) -Thienyl-2
104 4- (4' -CI-C6H4) -Thienyl-2
105 4- (3' -CI-C6H4) -Thienyl-2
106 4-(2'-CI-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109. 5-C6H5-Thienyl-3
110 5- (4'-CH3-C6H4) -Thienyl-3 ' .
111 5- (3' -CH3-C6H4) -Thienyl-3 -
112 5- (2' - CH3- C6H4) -Thienyl-3
113 5- (4' -CH3O-C6H4) -Thienyl-3
114 5- {3' -CH3O-C6H4) -Thienyl-3
115 5-· (2' -CH3O-C6H4) -Thienyl-3 .
116 5- (4 '-NO2-CeH4) -Thienyl-3
117 5-(3'-NO2-C6H4)-Thienyl-3
118 5- (2' -NO2-C6H4) -Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 5- (3' -CN-C6H4) -Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' -CI-C6H4) -Thienyl-3
123 5- (3 · -C1-C6H4) -Thienyl-3
124 5- (2' -C1-C6H4) -Thienyl-3
125 ' Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N- (4' - CH3- CgH4) -Pyrazoly 1-4
129 N- (3' -CH3-C6H4) -pyrazoly 1-4
130 N- (2' -CH3-C6H41 -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2' —CH3O—CgH4) -Pyrazolyl-4
- 112CZ 288922 B6
Číslo B
134 N- (4 · -NO2-C6H4) -Pyrazolyl-4
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N- (2' -NO2-C6H4) -pyrazolyl-4
137 N- (4 '-CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-C6H4) -Pyrazolyl-4
140 N- (4' -CI-C6H4) -Pyrazolyl-4
141 N- (3' -C1-C6H4) -Pyrazolyl-4
142 N- (2 '-C1-C6H4)-pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 · -CH3-C6H4) -N-Methylpyrazolyl-4
146 3- (3' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3 '-CH3O-C6H4)-N-Methylpyrazolyl-4
150 3- (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3 - (4' -NO2-C 6H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-C6H4) -N-Methylpyrazolyl-4 -
153 3- (2' -NO2-C6H4) -N-Methylpyrazolyl-4
154 3- (4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3^ 13' -CN-C 6H4) -N-Methy lpyra.zo ly 1-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -CI-C6H4) -N-Methy lpyrazply 1-4
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3- (2'-CI-C6H4)-N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 . 3-CH3-Isoxazolyl-5.
162 3-C6Hs-lsoxázolyl-5
163 3- (4 '-CH3-C6H4)-lsoxazolyl-5
164 3-(3'-CH3-C6H4)-Isoxazolyl-5
165 3- (2' -CH3-C6H4) -lsoxazolyl-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' -CH3O-C6H4) -Isoxazolyl-5
169 3- (4 '-NO2-C6H4)-Isoxazolyl-5
- 113CZ 288922 B6
Číslo B
170 3- (3 '-NO2-C6H4) -Isoxazolyl-5
171 3- (2 '-NO2-C6H4) -Isoxazolyl-5
172 3- (4' -cn-C6H4 ) -Isoxazolyl-5
173 3- (3' -CN-C6H4) -Isoxazolyl-5
174 3- (2' -CN-C6H4) -isoxazolyl-5
175 3- (4' -C1-C6H4) -Isoxazolyl-5
17 δ 3-13' -CI-C6H4) -Isoxazolyl-5
177 3- (2 '-CI-C6H4)-Isoxazolyl-5
178 4-Chlorisoxazoly1-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 v 3- (4 ’—CH3—C6H4) -4-Chlor isoxazolyl-5 \
182 3- (3' -CH3-C6H4) -4-Chlorisoxazolyl-5
183 3- (2.L-CH3-C6H4) -4-Chlorisoxazoly 1-5 .
184 3- (4 '-CH3O-C6H4) -4-Chlorisoxazoly 1-5 .
185 3- (3' -CH3O-C6H4) -4-Chlorisoxazolýl-5
186 3- (2' -CH3O-C6H4) -4-Chlorisoxazoly 1-5
187 3- (4 '-NO2-C6H4) -4-Chlorisoxazoly 1-5
188 3- (3 '-NO2-C6H4) -4-Chlorisoxazolyl-5
189 3- (2' -NO2-C6H4) -4-Chlorisoxazolyl-5
190 3- (4 '-CN-C6H4) -4-Chlorisoxazoly 1-5
191 . 3- (3' -CN-C6H4) -4-Chlorisoxazoly 1-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazoly 1-5
193 3- (4 '-CI-C6H4) -4-Chlorišoxazolyl-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazoly 1-5
195 3 - (2' -CI-C6H4) -4-Chlorisoxazoly 1-5
196 lsoxazolyl-3
197 ' 5-CH3-Isoxazolyl-3
198 5-C6H5-lsoxazolyl-3
199 5- (4 '-CH3-C6H4) -Isoxazoly 1-3
200 5-(3'-CH3-C6H4)-Isoxazoly 1-3
201 5-(2'-CH3-C6H4)-Isoxazoly 1-3
202 5- (4' -CH3O-C6H4) -lsoxazolyl-3
203 5-13' -CH3O-C6H4) -lsoxazolyl-3
204 5- (2 · -CH3O-C6H4) -lsoxazolyl-3
205 5- (4' -NO2-C6H4) -Isoxazoly 1-3
- 114CZ 288922 B6
Číslo B
206 5- (3 '-NO2-CsHí ) -Isoxazolyl-3
207 5- (2' -NO2-C6H4) -Isoxazolyl-3
208 5- (4 · —CN—CgH4) -Isoxazolyl-3
209 5- (3' —CN—CgH4) -Isoxazolyl-3
210 5- (2'-CN-C6H4) -Isoxazolyl-3
211 5- (4' - Cl- CgH4) -Isoxazolyl-3
212 5- (3' —Cl—CgH4) -Isoxazolyl-3
213 5- (2' - Cl-CgH4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3- (4' -CH3- CgH4) -Isothíazolyl-5
218 3-(3'-CH3-C6H4)-Isothiazolyl-5
219 3- (2'—CH3—CgH4) -Isothiazolyl-5
220 3- (4 '-C93O-C6H4)-Isothiazolyl-5
221 3- (3 '-CH3O-CgH4 ) -Isothiazolyl-5
222 3- (2 '-CH3O-C6H4) -Isothiazolyl-5 -
223 3- (4 ’ -NO2-C6H4) -Isothiazolyl-5
224 3- (3'—NO2—CgH4) -Isothiazolyl-5
225 3- (2 '-NO2-C6H4) -isothiazolyl-5
226 3- (4 '-CN-CsH4)-lsothiazolyl-5
227 3- (3' -CN-C5H.4) -lsóthiazolyl-5
228 3- (2' -CN-C6H4) -Isothiazolyl-5
229 3- (4 · - Cl-C6H4) -lsothiazolyl-5
230 3-(3'-C1-C6H4)-Isothiazolyl-5
231 3-(2'-C1-C6H4)-lsothiazolyl-5
232 Oxazolyl-4
233 · 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2-(4'-CH3-C6H4)-Oxazolyl-4
236 2- (3' -CH3-C6H4) -Oxazolyl-4
237 2-(2'-CH3-C6H4)-Oxazolyl-4
238 2- (4' -CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2- (2 '-CH3O-C6H4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
- 115CZ 288922 B6
Číslo B
242 2— (3' -NO2“CgH4) -Oxazolyl-4
243 2- (2 '-NO2-C6H4)-Oxazolyl-4
244 2- (4 ' -CN-C6H4) -Oxazolyl-4
245 2 - (3' -CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2-(4'-C1-C6H4)-Oxazolyl-4
248 2- (3' -C1-CSH4) -Oxazolyl-4
249 2 - (2' -CI-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4 . \
253 2-(4'-CH3-CeH4)-Thiazolyl-4
254 2- (3 '-CH3-C6H4.) -Thiazolyl-4
255 2- (2 '-CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2- (3 '-CH3O-C6H4)-Thiazolyl-4
258 2- (2 '-CH3O-C6H4) -Thiazolyl-4
259 2- (4 '-N02-C6H4I-Thiazolyl-4
260 2- (3 ' -NO2-C6H4) -Thiazolyl-4
261 2- (2 ’-NO2-C6H4) -Thiazolyl-4
262 2- (4 * -CN-C6H4) -Thiazolyl-4
263 2- (3 · -CN-C6H4) -Thiazolyl-4
264 2- (2 '-CN-C6H4) -Thiazolyl-4
265 2- (4' -C1-C6H4) -Thiazolyl-4
266 2- (3' -Cl-CeH4) -Thiazolyl-4
267 2- (2 · -C1-C6H4) -Thiazolyl-4
268 . N-CH3-I, 2,4-Triazolyl-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2.4-Triazolyl-5
271 3- (4 '-CH3-C6H4)-N-CH3-1,2,4-Triazolyl-5
272 3- (3' -CH3-C6H4) —N—CH3—1,2,4-Triazolyl-5
273 3- (2 '-CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
275 3- (3 '-CH3O-C6H4)-N-CH3-l,2,4-Triazolyl-5
276 3- (2' -CH3O-C6H4) -N-CH3-I,2,4-Triazolyl-5
277 3- (4' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
-116CZ 288922 B6
Číslo B
278 3- (3 ' -NO2-C6H4) -N-CH3-I,2,4-Triazolyl-5
279 3- (2' -NO2-C6H4) -N-CH3-1,2.4-Triazolyl-5
280 3- (4' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3' -CN-C6H4) -N-CH3-I,2,4-Triazolyl-5
282 3- (2' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3 — (3' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
285 3- (2'-C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly1-2
288 5-C6H5-1,3,4-Oxadiazolyl-2
289 5- (4 '-CH3-C6H4 )-1,3,4-Oxadiazoly1-2
290 5- (3 · -CH3-C6H4) -1,3,4-Oxadiazolyl-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiázolyl-2
292 5- (4' -CH3O-C6H4) -1,3,4-Oxadxazolyl-2
293 5-(3'-CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2' -CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
295 5- (4 · -NO2-C6H4 )-1,3,4-Oxadiazoly1-2
296 5- (3 · -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2 · -NO2-C6H4 )-1.3,4-Oxadiazoly1-2
298 5-(4’-CN-Cgfy )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-C6H4) -.1,3,4-Óxadiazoly 1-2
300 5-(2'-CN-CgH4)-1,3,4-Oxadiazolyl-2
301 5- (4 ' -CI-C6H4 )-1,3,4-Oxadiazoly1-2
302 5- (3-ClrCgH4 )-1,3,4-Oxadiazoly1-2
303 5- (2' -CI-C6H4 )-1,3,4-Oxadiazoly1-2
304 . 1,2,4-Oxadiazoly1-3
305 ' 5-CH3-1,2,4-Oxadiazoly 1-3
306 5-C6Hs-l,2,4-Oxadiazolyl-3 . .
307. 5- (4 '-CH3-C6H4)-l,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
309 5- (2 '-CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 5-.(4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -ch3o-c6h4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
- 117CZ 288922 B6
Číslo B
314 5- (3' -NO2-C6H41-1,2,4-Oxadiazolyl-3
315 5- (2' -NO2-C6H41-1,2,4-Oxadiazolyl-3
316 5- (4 ' -CN-C6H41-1,2,4-0xadiazoly 1-3
317 5- (3' -CN-Cgfy1-1,2,4-Oxadiazolyl-3
318 5- (2' -CN-C6H41-1,2,4-Oxadiazoly1-3
319 5- (4 ’ - Cl- C6H41-1,2,4-0xadiazoly 1-3
320 5- (3' -Cl- CeH41-1,2,4-0xadiazoly 1-3
321 5- {2' -CI-C6H41-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazolyl-5
323 3-CH3-1,2,4-Oxadiazoly 1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-C6H41 -1,2,4-Oxadiazolyl-5
326 3- (3' -CH3-C6H41-1,2,4-Oxadiazolyl-5
327 3-(2'-CH3-C6H4)-1,2,4-Oxadiazolyl-5
328 3- (4' -CH3O-C6H41-1,2,4-Oxadiazolyl-5
329 3- (3' -CH3O-C6H41-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H41-1,2,4-Oxadiazoly 1-5
331 3- (4 · -NO2-C5H41-1,2,4-Oxadiazoly 1-5
332 3— (3' -NO2- CsH41-1,2,4-Oxadiazoly 1-5
333 3- (2' -NO2-C6H41-1,2,4-Oxadiazoly 1-5
334 3- (4' -CN-C6H4)-1,2,4-Oxadiazoly 1-5
335- 3- (3'-CN-C6H41-1,2,4-Oxadiazoly 1-5 .
336 3- (2' -CN-C6H41-1,2,4-Oxadiazoly 1-5
337 3- (4' -Cl-CeH41-1,2,4-Oxadiazoly 1-5
338 3— < 3' -Cl-CeH41-1,2,4-Oxadiazoly 1-5
339 3- (2' -CI-C6H41-1,2,4-Oxadiazoly 1-5
340 1;2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazolyl-3
342 5-C6H5-1,2,4-Thiadiazoíy 1-3
343 5-(4'-CH3-C6H4)-l,2,4-Thiadiazolyl-3 .
344 5- (3 '-CH3-C6H4) -1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H41-1,2,4-Thiadiazoly 1-3
346 5- (4' -CH3O-C6H41-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H41-1,2,4-Thiadiazoly 1-3
348 5- (2 · -CH3O-C6H4) -1,2,4-Thiadiazolyl-3
349 5- (4' -N02- C6H41-1,2,4-Thiadiazoly 1-3
- 118CZ 288922 B6
Číslo B
350 5-13' - NO2-CeH4 )-1,2,4-Thiadiazoly1-3
351 5- (2' -Νφ-ϋβΗ* )-1,2,4-Thiadiazoly1-3
352 5-14' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5-(2'-CN-C6H4)-1,2,4-Thiadiazolyl-3
355 5- (4' -CI-C6H4 )-1,2,4-Thiadiazoly1-3
356 5- (3 '-CI-C6H4) -1,2,4-Thiadiazolyl-3
357 5- (2 '-Cl-C6H4)-l,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazoly 1-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazolyl-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3 ’ -CH3-C6H4) -1,3,4-Thiadiazoly 1-2'
363 5- (2' -CH3-C6H4) -1,3,4-Thiadiazoly 1-2
364 5- (4' -CH3O-C6H4) -1,3,4-Thiadiazolyl-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazoly í-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thia'diazólyl-2
367 5- (4' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5-(2'-NO2-C6H4)-1,3,4-Thiadiazoly 1-2
370. 5- (4' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' -ČN-C6H4 )-1,3,4-Thiadiazoly 1-2
373 . 5- (4 ’ -CI-C6H4 )-1,3,4-Thiadiazolyl-2
374 5- (3' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
375 5- (2 ·-CI-C6H4)-1,3,4-Thiádiázolyl-2
-376 Pyridyl-2
377 - Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimi diny 1-2
-119CZ 288922 B6
Tabulka Vybrané čís.
fyzikální hodnoty jednotlivých sloučenin
Sloučenina
Teplota létem1) tání (®C)
1707,
1484,
1457,
1447,
1303, 1277
1708,
1495,
1457,
1449,
1304, 1241
O
O
O
-120CZ 288922 B6
Čís. Sloučenina
Teplota tání (*C)
IČCcm-1)
1706,
1496,
1456,
1447,
1294, 1243
1709,
1599, 1497, 1453,
1346, 1241
-121CZ 288922 B6
ČÍS.
Sloučenina
Teplota létem1) tání (°C)
1708,
1599,
1497,
1455, 1447, 1397,
1238
O
1709,
1490,
1456,
1447,
1379,
1300, 1258
1712,
1490,
1456,
1447,
1378, 1298, 1259
-122CZ 288922 B6
Čís.
Teplota
CH2
IČícnT1)
1710,
1511,
1451,
1364,
1302, -1238
1709,
1511,
1456,
1447,
1379,
1301, 1236
1712,
1511,
144T,
1378,’
1298, 1233
-123CZ 288922 B6
Čís. Sloučenina
Teplota létem1) tání (eC)
1738,
1723,
1582,
1522,
1452, 1223
1711, 1492, 1480, 1447, 1362, 1303, 1192, 1159
1708, 1491, 1479, 1446, 1376, 1300, 1277, 1150
1712,
1511,
1447,
1378,
1298, 1233 (2 isomery v poměru asi 4:3)
- 124CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm-1) tání (*C)
1736,
1582,
1523,
1453, 1221 (2 isomery v poměru asi 4:3)
(2 isomery v poměru asi 4:3)
1706,
1495,
1485,
1363,
1303, 1193,
1160
1706,
1484,
1447, 1377,1301,
1280, 1150
1710,
1495,. \ 1483,
1446,
1376,
1299, 1233
-125CZ 288922 B6
ČÍS
Teplota tání (’C)
IČtcm1)
1709,
1489,
1447,
1362,
1303,
1192, 1159
1706,
1484,
1447,
1377,
1301, 1280-, 1150
1711,
1488,
1446,
1375,
1299, 1232
-126CZ 288922 B6
ČÍS. Sloučenina Teplota Ič(cm-1) tání (eC)
Íí^l ch3
32 Τ' 132
0
Z χ-
1709,
1495,
1486,
1451,
1366, 1161,1008
1708,
1487,
1455,
1447,
1379,
1300, 1009
1711, 1488, 1447, 1378, 1297, 1232, 1023, 1008
- 127CZ 288922 B6
ČÍS.
Sloučenina
Teplota IČ(cm ) tání (°C)
1696,
1532,
1515,
1453,
1267, 1245, 1069
1712, 1486, 1447, 1361, 1303, 1191,
1160
z.
O
1708,
1485,
1446,
1376,
1300, 1274
CH3
1709,
1484,
1446,
1374,
1297,
1277, 1232
-128CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm_1) tání (PC)
1712,
1495,
1457, 1447, 1378,
1298, 1237
110
1739,
1593,
1528,
1511,
1457,
1226, 1035
-129CZ 288922 B6
Čís.
Sloučenina
Teplota IČ(cm-1) tání (*C)
1708,
1513,
1457,
1447,
1378,
1302,
1246,
1035
1709,
1606,
1512,
1364,.
1245,
1228,
1171,
1162,
1033, 1005
-130CZ 288922 B6
IČtcm1)
1709,
1447,
1364,
1261,
1157,
1034, 1007
1709, 1576, 1446, 1379, 1300, 1260, 1239, 1156, 1037
- 131CZ 288922 B6
Čís. Sloučenina Teplota IČ(cm
tání (*C)
O
O
1740,
1593,
1575,
1527, 1457, 1316, 1300, 1224, 1067, 1029
1711, 1574, 1447, 1365, 1322, 1303, 1213, 1160, 1033, 1008
1709,
1574,
1446,
1378,
1321,
1301,
1284,
1213, 1034
-132CZ 288922 B6
Čís. sloučenina
Teplota IČ(cm_1) tání (®C)
1711,
1505,
1451,
1365,
1304,
1245,
1160,
1143,
1035,
1007
1710, 1487, 1450, 1364, 1301,
1246, 1160, 1030, 1006 1708, 1487, 1449, 1378, 1300,
1247, 1030, 1009
-133CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm-1) tání (®C)
1743, 1593, 1528, 1502, 1457, 1301, 1255, 1190, 1066, 1006
1712, 1503, 1453, 1363, 1303, 1259,
1244,
1160,
1136, 1006
1711, 1503, 1457, 1447, 1380, 1301, 1258, 1239, 1136, 1015
-134CZ 288922 B6
Čís. Sloučenina
Teplota lč(cm tání (°c)
1743, 1593, 1528, 1502, 1457, 1301, 1255, 1190, 1066, 1006
-135CZ 288922 B6 čís. Sloučenina
Teplota tání (®C)
108
1712., 1504, 1450, 1363, 1303, 1255,
1222.. 1159, 1134
-136CZ 288922 B6
Teplota táni (eC)
Sloučenina
1712, 1510, 1498, 1450, 1365, 1327, 1246, 1150, 1035, 1005
1711,
1509,
1497,
1451,
1363,
1302,
1264,
1193,
1156, 1129.
1710,
1496,
1475,
1149,
1365,
1301,
1263, 1195, 1159
- 137CZ 288922 B6
Čís. Sloučenina
Teplota tání (eC)
IČ(cm-1)
- 138CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm-1) táni (ec)
1710,
1593,
1497,
1452,
1364,
1323,
1297,
1193,
1165, 1153
1715,
1510,
1447,
1367,
1324,
1299,
1243,
1149,
1027,
9.96
1710,
1509,
1456,
1446, 1377, 1326, 130-0, 1241, 114$, 1306
1723,
1509,
1453,
1437, 1316, 1292, 1241, 1149, 1064, 1036
-139CZ 288922 B6
Čís.
Sloučenina
Teplota tání (*C)
IČÍcm”1)
1738, 1611, 1581, 1539, 1446, 1312, 1301, 1231, 1201, 1067
O
CH
1713, 1504, 1447, 1375, 1313,1300, 1233, 1143, 1027
1711,. 1486, 1447, 1376, 1300, 1281, 1150, 1034, 1013
1714’, 1487 J 1447, 1376, 1300, 1231, 1023, 999
-140CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm1) táni (eC)
1733,
1594,
1533,
1457,
1306,
1231, 1013, 984
1721,
1495,
1453,
1437,
1313,
1290, 1239, 1123
1709, 1453, 1366, 1303, 1228, 1160, 1014
1708, 1455, 1447, 1378, 1299, 1282, 1015, 996
-141 CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm-1) tání (*C)
108
O
1710,
1447, 1378, 1296, 1232, 1045, 1023,
995
1717, 1495, 1457, 1444, 1376, 1298, 1241, 1228, 1193
1739, 1614, 1603, 1542, 1450, 1262, 129, 1179
-142CZ 288922 B6
Čís. Sloučenina
Teplota tání (®C)
Z'
173
150
-143CZ 288922 B6
Čís. Sloučenina
Teplota tání (®C)
IČ(cm_1)
- 144CZ 288922 B6
ČÍS.
Sloučenina
Teplota Ič(cm1) táni (* C)
104
105
1710, 1486, 1447, 1363, 1307, 1193, 1159, 1031,' 1006, 919
106
107
1706, 1484, -1447, 1376, 1302, 1279, 1150, 1031,
1011, 923
1711, 1484, 1446, 1376, 1298, 1232; 1144, 1024, 995, 922
-145CZ 288922 B6
Čís. Sloučenina
Teplota Ič(cm-1) tání (*C)
147
1716,
1455, 1445, 1376, 1297, 1279, 1097, 1069, 1017, 1008
110
1718, 1487, 1447, 1394, 1374, 1306, 1232, 1025, 1008
111
O
109
-146CZ 288922 B6
ČÍS.
Sloučenina
Teplota IČ(cm“1) tání (*C)
112
113
114
1706,
1487,
1450,
1387,
1304,
- 1276,
1155,
1022,
1009,
769
1706,
1487,
1453, .1383,
1312,
1301,
1274,
1155, . 1033,
1008
115
115
-147CZ 288922 B6
Čís. Sloučenina
Teplota IČ(cm-1) tání (®C)
110
>*·
119
1729, 1575, 1565, 1545, 1523, 1445, 1434, 1224, 1060
1712,
1494, 1447, 1378, 1298, 1232, 1045, 1024, 818,
771
-148CZ 288922 B6
ČÍS.
Sloučenina
Teplota Ič(cm“1) tání (*C)
120
121
115
122
1717, 1455, 1445, 1376, 1298, 1278, 1097, 1068, 1016, .999
123
1712, 1493, 1447, 1378, 1297, 1232, 1047, 1024, 998, 772
-149CZ 288922 B6
Čís. Sloučenina
Teplota Ič(cm-1) tání (*C)
124
107
128
127
1717,
1455,
1445,
1376,
1298,
1279, v 1096, '1068,
1017,
999
1712, 1492, 1447, 1378,
1298,..
1232, 1096, 1044,
1023
-150CZ 288922 B6
Čís.
Sloučenina
Teplota ič(cm“1) tání (*C)
128
129
119
1717, 1492, 1455, 1445, 1376, 1298, 1096, 1068, 1012, 1000
130
131
1712,.
1511,
1494,
1447,
1378,
1298,
1232,
1045,
1024,
837
-151 CZ 288922 B6
ČÍS.
Sloučenina
Teplota Ič(cm1) táni («C)
132
133
134
135
1716, 1511, 1455, 1445, 1376, 1298, 1228, 1097, 1068, 999
1737,
1592,
1529,
1509,
1489,
1455,
1303,
1231,
1067, 1014
1712,
1586,
1507, 1489; 1454, 1378, 1297, 1239, 1023
-152CZ 288922 B6
Čís.
Sloučenina
Teplota ΐόζοπΓ1) tání (·C)
136
137
138
139
1716,
1587, 1507, 1490, 1455, 1375, 1298, 1240, 1068 /1719,
1495,
1464,
1446,
1375,
1295,
1239,
1104,
1075, 1014
-153CZ 288922 B6
Teplota Ič(om-1;
táni (*c) *
1715,
1-195,
1463,
1448,
1376,
1298,
1239
134
1744,
1583,
1522,
1503,
1458,
1442,
1223,
1304,
1035, 1004
1720,
1465,
1446,
1372,
1296,
1280,
1243, .1144,
1035,
1014
-154CZ 288922 B6
Čis.
Sloučenina
Teplota IČ(cm“1) tání (9 c)
1716,
1505,
1465,
1448, 1374, 1298, 1279, 1241, 1141, '999
1718, 1463, 1445, 1376, 1294, 1104, 1073, 1024, 1010
-155CZ 288922 B6
Čís.
Sloučenina
148
149
Teplota IČ(cm-1) tání (eC)
1714,
1462,
1447,
1377,
1297, 1238, 1025,
1009
-156CZ 288922 B6
Příklad 4
Methylester kyseliny N-(2-methylfenyl)-N-methoxykarbamové (tabulka 14, číslo 1)
a) Methylester kyseliny N-(2-methylfenyl)-N-hydroxykarbamové
K 16,4 g N-(2-methylfenyl)hydroxyaminu (surový produkt, získán jak popsal Bamberger a kol. v Ann. Chem. 316. 278 /1901/) a 12,9 g (0,163 mol) pyridinu ve 100 ml methylenchloridu se přikape za teploty 25 až 30 °C 14,0 g (0,148 mol) methylesteru kyseliny chloroctové. Vše se míchá za teploty místnosti (20 °C) přes noc a poté se reakční směs extrahuje zředěnou kyselinou chlorovodíkovou a vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií za použití směsi hexanu a ethylacetátu jako elučního činidla. Získá se 7 g (39 mmol) sloučeniny pojmenované v nadpise jako žlutého oleje.
’Η-NMR (CDC13): δ 8,6 (široký s, OH), 7,3 (m, 4H, fenyl), 3,75 (s, 3H, OCH3), 2,3 (s, 3H, CH3) ppm.
b) Methylester kyseliny N-(2-methylfenyl)-N-methoxykarbamové (tabulka 14, číslo 1)
6,6 g (36,5 mmol) hydroxysloučeniny z příkladu 4a v 50 ml dimethylformamidu se po částech uvede do styku s 1,1 g (44,1 mmol) natriumhydridu za teploty 20 až 30 °C. Poté co dojde k ukončení vývoje plynu, k reakční směsi se přidá 5,7 g (40,1 mmol) methyljodidu a vše se míchá za teploty místnosti přes noc. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí hexanu a ethylacetátu jako elučním činidlem. Dostane se 5,2 g (27 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 73 % teorie.
’Η-NMR (CDC13): δ 7,25 (m, 4H, fenyl), 3,8, 3,75 (s, 3H, OCH3), 3,75 (s, 3H, OCH3), 2,3 (s, 3H, CH3) ppm.
Příklad 5
Methylester kyseliny N-(2-brommethylfenyl)-N-methoxykarbamové (tabulka 14, číslo 2)
2,5 g (12,8 mmol) N-methoxykarbamátu z příkladu 4b, 2,5 g (14,1 mmol) N-bromsukcinimidu a na špičku špachtle (1 g) azoizobutyrodinitrilu ve 20 ml chloridu uhličitého se ozařuje ultrafialovou lampou o výkonu 300 W, přičemž reakční směs se zahřívá na teplotu 30 až 40 °C. Po 3 hodinách se reakční směs dvakrát extrahuje vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí hexanu a ethylacetátu jako elučním činidlem. Dostane se 1,4 g (5,1 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 40 % teorie.
’Η-NMR (CDC13): δ 7,5 (m, 1H, fenyl), 7,35 (m, 3H, fenyl), 4,55 (s, 2H, CH2-Br), 3,8 (2s, 6H, 2 x OCH3) ppm.
Příklad 6
Methylester kyseliny N-/2-(2'-methylfenoxymethyl)fenyl/-N-methoxykarbamové (tabulka 14, číslo 3)
-157CZ 288922 B6
1,2 g (4,4 mmol) methylbromidu z příkladu 5, 0,45 g (4,2 mmol) o-kresolu a 0,7 g (4,8 mmol) uhličitanu draselného v 30 ml dimethylformamidu se za teploty místnosti míchá přes noc. Reakční směs se poté zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou 5 chromatografií se směsí hexanu a ethylacetátu jako elučním činidlem. Dostane se 1,2 g sloučeniny pojmenované v nadpise, která je znečištěna o-kresolem. Směs se zahřívá na límcové odparce po dobu přibližně 1 hodiny za tlaku zhruba 100 Pa na teplotu 125 °C. Jako odparek se dostane 0,9 g (3 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 68 % teorie.
to 'H-NMR (CDC13): δ Ί,Ί (m, 1H, fenyl), 7,4 (m, 3H, fenyl), 7,15 (m, 2H, fenyl), 6,9 (široký t, 2H, fenyl), 5,15 (s, 2H, O-CH2), 3,8 (s, 3H, OCH3), 3,75 (s, 3H, OCH3), 2,3 (s, 3H, CH3) ppm.
-158CZ 288922 B6
Tabulka 8
I: R1 = CH3
II: R1 = CH2-CH3
Číslo Xm
1 H
2 2-F
3 , 3-F
4 4-F
5 2.4-F2
6 2,4,6-F3
7 2,3,4,5,6-F5
8 2z3tF2
9 2-C1
10 3-C1
11 . 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-C12
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3.
- 159CZ 288922 B6
Číslo Xm
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-CI4
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-ΒΓ2
32 2,6-Br2
33 . 2,4,6-Br3
34 2,3,4,5,.6-Brs
35 2-J
36 3S .>
37 . ' 4-J
38 2,4-J2
39 2-C1, 3-F .
40 2-C1, 4-F
41. 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-Cl, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Bř
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-Cl
55 2-F, 4-Cl
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
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Číslo Xm
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2 k
71 2,5-(CH3)2 v
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(C.H3)2 . .
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
7? 2,3,6-(CH3)3 ·
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 ' 3,4,5-(CH3)3
81 2,3,4,6- (CH3)4
82 2,3,5,6-(CH3)4
2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5 '
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6-(C2H5)3
91 2-11-C3H7
92 3-11-C3H7
93 4-11-C3H7
94 2-Í-C3H7
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Číslo Xm
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4-(Í-C3H7)2
98 2,6-(i-C3H7)2
99 3,5- (Í-C3H7) 2
100 2,4,6- (i-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4—s—C4H9
104 2-t-C4H9
105 3-t—C4H9
106 4-t—C4H9.
107 2r3-(t-C4H9)2
108- 2,4-(t-C4H9) 2
109 2,5-(t-C4H9)2 .
110 2,6-(t-C4H9) 2
111 3,4-(t-C4Hg) 2
112 2,4,6-(t-C4Hg) 3
113 '4—n—C9H19
114 4-n-Ci2H25
115 4—n—C15H31
116-· 4-(1,1,3,3-Tetr^methylbuty1)
117 4-(2,4,4-Trimďth.y lpropyl)
118 2-t-C4Hg, 4-CH3
119 2-t-C4Hg, 5-CH3
120 2,6-(t-C4Hg)2, 4--CH3
121 2-CH3, 4-t-C4Hg
122 2-CH3, 6-t-C4Hg
123 2-CH3, 4-i-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-1-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4Hg)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
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Číslo Xm
131 2-Allyl, 6-CH3
132 2-cyklo-CgHii
133 3-cyklo-CgHii
134 4-cyklo-C6Hn
135 2,4- (cyklo-CgHii) 2. 6-CH3
136 2-CH3, 4-cyklo-C6Hu
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-i-C3H7-C6H4)
146 ’ 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-Cl, 4-CH2C6H5
154 2-Br, 4-CH2CeH5
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-Č6Hn, 4-Br
157 2-C1, 4-cyklo.-C6Hn
158- 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162- 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—0—n—C3H7
166 3-O-11-C3H7
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Číslo Xm
167 4-O-n-C3H7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-C6Hi3
172 3-O-n-C6Hi3
173 4-O-n-C6H13
174 2—0—n—C3H17
175 3—0—n—CbHi7
176 4-O-n-C8Hi7
177 2-O-CH2C6H5
178- 3-O-CH2.C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5 -
181 . 3-0- (CH2) 3CeH5, '
182 4-0- (CH2) 3C6Ř5
183 2,4-(OCH3)2 .
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 > 2-NO2 .
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197: 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
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Číslo Xm
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-Cl, 4-CH3
211 2-Cl, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3-, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F,z 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 ,2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
- 165CZ 288922 B6
Číslo Xm
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-Cl,4-NO2
251 2-NO2 ,4-Cl
252 2-OCH3, 5-NO2
253 2,4“C12, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6 Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6- J2, 4-NO2
258 2-CH3, '5-Í-C3H7., 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 . 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-00^0^5)
265 2-CO2(n-C3H7)
266 3-CO2 (n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(í-C3H7)
269 3-CO2(í-C3H7)
270 4-CO2 (í-C3H7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
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Číslo Xm
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH20(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O (11-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O (Í-C3H7)
284 3-CH2O(í-C3H7)
285. 4-CH2O(í-C3H7) ·.
286 2-CHO
287. 3<-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO—CH3
291 4-CO-CH3
292 2-CO—CH2-*CH3
293 3-CO-CH2-CH3
294 4-CO—CH2-CH3
295 . 2-CO—CH2-CH2-CH3
296 ,3-CO-CH2-CH2-CH3 .·'
297 4-CÓ—CH2—CH2—
298 2-CO-CH (CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO—CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2—CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
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Číslo Xm
311 2-Cl-4-CHO
312 2-C1-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2-C1-4-CH3-CH(CH3)-CO
315 2,5-C12-4-CHO
316 2,5-CI2-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CH3) -CO
320 2-C (=NOCH3)-CH3
321 3-C (=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3 ‘
324 . 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7)-CH3
327 3 -C (=NO-n-C3H7) -CH3
328 4—C (=NO—11-C3H7) —CH3
329 . 2-C (=NO-i-C3H7) -CH3
330 3-C(=NO-i-C3H7)-CH3
331 4-C (=NO—i—C3H7) -CH3
332 2-C (=NO-Ally 1) -CH3
333 3-C{=NO~Allyl)-CH3
334 4-C(=NO-Ally1)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorally 1)-CH3'
337 4-C(=NO-trans-Chlorallyl)-CH3 .
338 2-C(=NO-Propargy1)-CH3
339 3 —C(=NO-Propargy1)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2-C (=NO—11-C4H9)-CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9)-CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
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Číslo Xm
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2 -CH3 -4 -CH=NO-n-C3 H?
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO—Allyl
352 2-CH3-4—CH=NO—(trans -Chlor allyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO~n-C4Hg
355 2-CH3-4-CH=NO-CH2-CsH5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4-(CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4-(CH3-C=NO-i-C3H7)
360 2-CH3-4-(CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3—C=NO—n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2—CH3—4— (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO~n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4Hg)
373 2-CH3-4- (C2H5-C=NO-CH2-C6Hs)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5-(CH3) 2-4-(CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propary 1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6HS)
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Číslo Xm
383 2-CeHs
384 3-C6H5
385 4-C6Hs
386 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-{2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4) ' .
395 2-(2'-Cl-C6H4) .
396 2-(3'-C1-C6H4)
.397 2-(4'-Cl-C6H4)
398 3-(2'-C1-C6H4)
399 3-(3;-Ο1-ς6Η4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3 '-Cl-CgH4)
403 4- (4 '-C1-C6H4)
405 2-(2'-CH3-C6H4)
406 2- (3 '-CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 3- (2 '-CH3-C6H4)
409 3- (3 '-CH3-C6H4)
410 . 3- (4 '-CH3-C6H4)
411 · 4-(2'-CH3—CgH4)
412 4-(3’-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3-{2'-CH3-CO-CSH4)
418 3-(3'-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
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Číslo XlTi
420 4- (2 '-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4)
423 2- (2 ' - (CH3-C (=NOAllyl)) -C6H4)
424 2-(3'-(CH3-C(=NOAllyl) )-C6H4)
425 2-(4'-(CH3-C (=N0Allyl) )-C6H4)
426 3- (2' - (CH3-C (=NOAllyl)) -C6H4)
427 3- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
428 3 - (4 ' - (CH3 -C (=NOA1 ly 1)) -C6H4)
429 4- (2' - (CH3-C (=NOAllyl)) -C6H4)
430 4- (3 · - (CH3-C (=NOAllyl)) -C6H4)
431 4- (4'- (CH3-C (=NOAllyl).)-C6H4)
432 2- (2 CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4)
434 2-(4'-CH3O2C-C6H4)
435 3- (2' -CÉ3O2C-C6H4)
436 3-(3' -CH3O2C-C6ří4)
437 3- (4' -CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 4- (3 ’-CH3O2C-C6H4) ·
440 4- (4 '-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4) .
442 2- (3 ’-CH3O-C6H4)
443 2-(4'-CH3O-CeH4)
444 3-(2'-CH3O-C6H4)
445 3-(3’-CH3O-C6H4)
446 3- (4 '-CH3O-CSH4)
447 4-{2'-CH3O-C6H4)
448 4-(3'-CH3O-C6H4)
449 4- (4 '-CH3O-C6H4)
450 2-(2'-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
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Číslo Xm
456 4- (2O2N-C0H4)
457 4- (3 ' -O2N-CgH4}
458 4-(4'-O2N-C6H4)
459 2-(2'-NC-C6H4)
460 2-(3'-NC-C6H4)
461 2-(4’-NC-CgH4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4- (2 ’-NC-C6H4)
466 4-(3'-NC-CsH4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-CeH4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3-(4'-CF3-CeH4)
474 4- (2 '-CF3-C6H4)
475 4-(3'-CF3-C6H4) -
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
478 2-O(2'-f-C6H4) ,
479 2-o-(3'-F-CeH4)
480 2-O-(4'-F-C5H4)
481 3-O-(2'-F-C6H4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 4-0-(2F-CgH4)
485 4-0-(3'-F-C6H4)
486 4 O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-C6H4)
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Číslo Xm
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-CgH4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-C6H4)
497 2-O-{2'-CH3-CsH4)
498 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2.'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4)
^502 3-O-(4'-CH3-C6H4)
503 4 O-(2'-CH3-C6H4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2-0- (2 '-CH3-CO-C6H4)
507 2-O-(3'-CH3-CO-CgH4)
508 2-0-(4'-CH3-CO-C6H4)
509 3-0-(2'-CH3-CO~C6H4)
510 3-0- (3 ’-CH3-CO-C6H4)
511 3-0-(4'-CH3-CO-C6H4)
512 4-0- (2 '-CH3-CO-C6H4)
513 4-O-(3'-CH3-CO-C6H4)
514 4-0- (4'-CH3-CO-C6H4).
515 2-0- (2 '- (CH3-C (=N0Allyl) ) -C6H4)
516 2-0- (3' - (CH3-C (=N0Allyl)) -Ο6Η4)
517 - 2-0-(4' - (CH3-C (=NQAllyl)) -C6H4)
518 3-0- (2(CH3-C (=N0Allyl)) -C6H4)
519 3-0- (3' - (CH3-C (=NQAllyl)) -C6H4)
520 3-0-(4'-(CH3-C(=NQAllyl) )-C6H4)
521 4-0- (2' - (CH3-C (=N0Allyl)) -C6H4)
522 4-0- (3' - (CH3-C (=NQAlly 1)) -C6H4)
523 4-0- (4'- (CH3-C (sNOAllyl)) -C6H4)
524 2-0- (2 * -CH3O2C-C6H4)
525 2-0- (3 ' -CH3O2C-C6H4)
- 173CZ 288922 B6
Číslo Xm
526 2-o-(4’-CH3O2C-CSH4)
527 3-0-(2'-CH3O5C-C6H4)
528 3-0-(3'-CH3O2C-CgH4)
529 3-0-(4'-CH3O2C-CgH4)
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-0- (4 ' -CH3O2C-CgH4)
533 2-O-(2'-CH3O-C6H4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4) ·
537 3-O-(3'-CH3O-C6H4) .
538 3-0- (4 ' -CH3O-C6H4) - \
539 4-O-(2'-CH3O-C6H4)
540 4-0-· 13 ' —CH3O—CgH4)
541 4-0-(4'-CH3Ó-C6H4)
542 2-O-(2'-O2N-C6H4)
543 2-0-C3'-02N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-O-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-0-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-0-(3’-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C5H4)
560 2-O-(2'-CF3-C6H4)
561 |2-O-(3’-CF3-CgH4)
- 174CZ 288922 B6
Číslo Xm
562 2-O-(4'-CF3-C6H4)
563 3 O-(2'-CF3-C6H4)
564 3 O-(3'-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4 O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-21
570 2-Pyridyl-3·
571 2-Pyridyl-4·
572 3-Pyridyl-2·
573 3-Pyridyl-3·
574 3-Pyridyl-4’
575 4-Pyridyl-2’
576 4-Pyridyl-3’
577 4-Pyridyl-4‘
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidiny1-2'
582 3-Pyrimidiny1-3*
583 3-Pyrimidiny1-4'
584 4-Pyrimi diny 1-2'
585 4-Pyrimidinyl-3·
586 4-Pyrimidiny1-4'
587 2-Pyrazolyl-l’
588 2-Pyrazolyl-3'
589 . 2-Pyrazolyl-4'
590 3-Pyrazoly1-1' .
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4’
- 175CZ 288922 B6
Číslo Xm
598 2-lsoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-lsoxazolyl-4'
601 3-Isoxazolyl~5'
602 4-lsoxazolyl-3'
603 4-lsoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-lsothiazolyl-4'
610 3-lsothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-isochiazolyl-4'
613 4-lsothiazolyl-5’
614 2-Imidazolyl-l'
615 2-Imidazolyl-2’
616 2-lmidazolyl-4'
617 3-Imidazolyl-l'
618 3-Iniidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
622 4-lmidazolyl-4' ·
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 - 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
-176CZ 288922 B6
Číslo Xm
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4-.(n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7—C=N—O-i—C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl) .
649 2 -CH3 -4 - (n-C3H7 —C =N-O—1 rans -Chl oral ly 1)
650 2-CH3-4- (n-C3H7-C=N-0-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6Hs)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7 >
656 2-CH3-4- (i-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-0-trans-Chlořallyl)
659 2-ČH3-4- (i-C3H7-C=N-0-Propargyl)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661 2-CH3-4- (í-C3H7-C=N-O-CH2-C6H5)
662 2-O-n-C4H9
663 2-O-i-C4H9
664 2—0—s—C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3-o-n-C4H9
668 3-O-i-C4H9
669 3-O-s-C4H9
- 177CZ 288922 B6
Číslo Xm
670 3—0-t—C4H9
671 3—Neopentyloxyskupina
672 4—0—II-C4H9
673 4—0—i—C4H9
674 4—0—s—C4H9
675 4—0—t—C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3—4-O-n—C3H7
680 3-CH3-4-O-n-C4H9 ·
681 3-CH3-4-O-i-C4H9
682 3-CH3-4-O-S-C4H9
683 3-CH3-4-O-t-C4H9
684 3-CH3-4-Neopentyloxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
. 692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2—CH3—3—0—i—C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-i-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-CI-3-OCH3
- 178CZ 288922 B6
Číslo Xm
706 2-CI-4-OCH3
707 2-C1-5-OCH3
708 2-CI-6-OCH3
709 3-C1-4-OCH3
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
- 179CZ 288922 B6
Tabulka 9
I: R* = CH3
II: R* = CH2-CH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C6H5~Pyrrolyl-3 ·
4 N- (4' -CH3-C6H4) -Pyrrolyl-3
5 N- (3' -CH3-C6H4) -Pyrrolyl-3
6 N-(2'-CH3-CSH4)-Pyrrolyl-3
7 N- (4' -CH3O-CsH4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2' - CH3O- C6H4) -Pyrrolyl-r3
10 N-(4'-NO2-CeH4)-Pyrrolyl-3
11 N-(3'-NO2-C6H4)-Pyrrolyl-3
12 N- (2' -NO2-C5H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- {4' - Cl-ΟβΗ4) -Pyrrolyl-3
17. N- (3' -C1-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-Pyrrolyl-2
22 N- (4' -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2 '-CH3-C6H4)-Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
- 180CZ 288922 B6
Číslo B
27 N- (2 ' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4 '-NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2'-NO2-C6H4) -Pyrrolyl-2
31 N- (4' -cn-c6h4 ) -pyrrolyl-2
32 N-(3 '-CN-C6H4)-Pyrrolyl-2
33 N- (2'-CN-C6H4)-Pyrrolyl-2
34 Ň- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2 ’-Cl-CgHz) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2 .
39 5-CeH5-Furyl-2
40 5-(4'-CH3-C6H4)-Furyl-2
41 · 5- (3' -CH3-C6H4) -Furyl-2
42 5- (2' -CH3-C6H4) -Fůry 1-2
43 5- (4 · -CH3O-C6H4) -Fůry 1-2
44 5- (3 · -CH3O-C6H4) -Fůry 1-2
45 5- (2 '-CH3O-C6H4)-Furyl-2
46 5-(4'-NO2-C6H4)-Furyl-2
47 5- (3 · -NO2-C6H4) -Furyl-2
48 5- (2 · -NO2-C$H4) -Furyl-2
49 5- (4' -CN-C6H4) -Fůry 1-2
50 5- (3 '-CN-C6H4) -Furyl-2
51 5- (2' -CN-C6H4) -Furyl-2
52 5- (4' -C1-C6H4) -Furyl-2
53 5- (3 '-C1-C6H4) -Furyl-2
54 5- (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-CgH5-Furyl-2
57 4- (4 ’ -CH3-C6H4) -Furyl-2
58 4- (3 ' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4-(4'-CH3O-C6H4)-Furyl-2
61 4- (3 ' -CH3O-C6H4) -Furyl-2
62 4- (2' -CH3O-C6H4) -Furyl-2
- 181CZ 288922 B6
Číslo B
63 4-(4' -NO2-C6H4) -Fůry 1-2
64 4- (3' -NO2-C6H4) -Furyl-2
65 4- (2' -NO2-C6H4) -Furyl-2
66 4- (4' -CN-C6H4) -Furyl-2
67 4- (3' -CN-C6H4) -Fůry 1-2
68 4-(2 '-CN-C6H4)-Furyl-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4- (3' -CI-C6H4) -Furyl-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2
75 5-(4'-CH3-CgH4)-Thienyl-2 .
76 5- (3·' -CH3-C6H4) -Thienyl-2
77 5-(2'-CH3-C5H4)-Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5-(3'-CH3O-C6H4)-Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5-14' -NO2-C6H4) -Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
83 5- (2' -NO2-C6H4) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4' -C1-C6H4) -Thienyl-2
88 5- (3 · -CI-C6H4) -Thienyl-2
89 5-(2'-C1-C6H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 4-C6H5-Thienyl-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4- (2 '-CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3 ' -CH3O-C6H4) -Thienyl-2
97 4- (2' -CH3O-C6H4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
-182CZ 288922 B6
Číslo B
99 4- (3 ' -NO2-C6H4) -Thienyl-2
100 4- (2' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- (3'-CN-C6H4)-Thienyl-2 .
103 4- (2 '-CN-C6H4)-Thienyl-2
104 4- (4' -Cl-CgH4) -Thienyl-2
105 4- (3 '-C1-C6H4)-Thienyl-2
106 4- (2 · -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
no x 5- (4' -CH3-C6H4) -Thienyl-3
-111 5-(3'-CH3-C6H4)-Thienyl-3
112 5- (2 '-CH3-C6H4)-Thienyl-3 .
113 5- (4' - CH3O- CgH4)-Thienyl-3
114 5-(3 '-CH3Ó-C6H4)-Thienyl-3
115 5- (2 ' -CH3O-C6H4) -Thienyl-3
116 5- (4 · -NO2-C6H4) -Thienyl-3
117 5- (3' -NO2-C6H4) -Thienyl-3
118 5-(2'-NO2-C6H4)-Thienyl-3
119 . 5-(4’-CN-C6H4)-Thienyl-3
120 5- (3 · -CN-C6H4) -Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' - Cl-CgH4) -Thienyl-3
123 5- (3' -C1-C6H4) -Thienyl-3
124 5-(2'-cl-CeH4)-Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CgH5-Pyrazolyl-4
128 N- (4' —CH3—CgH4) -Pyrazolyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2 '-CH3O-C6H4) -Pyrazolyl-4
134 N- (4' -NO2-CéH4) -Pyrazolyl-4 .
-183CZ 288922 B6
Číslo B
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N- (2' -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-CeH4) -Pyrazolyl-4
138 N- (3 '-CN-CgH4) -Pyrazoly 1-4
139 N-(2'-CN-C6H4)-Pyrazolyl-4
140 N- (4Cl—CgH4) -Pyrazolyl-4
141 N- (3' -Cl-CgH4) -Pyrazolyl-4
142 N- (2' -Cl-CgH4) -Pyrazolyl-4
143 3-CH3-N-Methy lpyrazoly 1-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4' -CH3-C6H4) -N-Methy lpyrazoly 1-4
146 - 3- (3'-CH3—C5H4) -N-Methylpyrazoly\-4
147 3- (2' —CH3—CgH4) -N-Methy lpyrazólyl-4
148 3- (4' -CH3O-CgH4) -N-Methy lpyrazoly 1-4
149 3- (3'-CH3O-C6H4) -N-Methylpyrázolyl-4
150 3- (2' -CH3O-C6H4) -N-Methy lpyrazoly 1-4
151 3- (4' -NO2-CgH4) -N-Methy lpyrazolyl-4
152 3 — (3' -NO2-C6H4) -N-Methy lpyrazoly 1-4
153 3- (2' - NO2- C6H4) -N-Methy lpyrazoly 1-4
154 3- (4' -CN-CeH4) -N-Methy lpyrazoly 1-4
155 3- (3' -CN-C6H4) -N-Methy lpyrazoly 1-4
156 3- (2' -CN-C6H4) -N-Methy lpyrazoly 1-4
157 3- (4' -CI-C6H4) -N-Methy lpyrazoly 1-4
158 3 — (3 * -CI-C6H4) -N-Methy lpyrazoly 1-4
159 3- (2' —Cl—CgH4) -N-Methy lpyrazoly 1-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 S-CgHs-Isoxazolyl-S
163 3- (4'-CH3-C6H4) -Isoxazolyl-5
164 3- (3' -CH3-C6H4) -Isoxazolyl-5
165 3- (2 '-CH3-CgH4) -Isoxazolyl-5
166 3- (4 ’ -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' -CH3O-CeH4) -Isoxazolyl-5
169 3- (4' -NO2-CgH4) -Isoxazoly 1-5
170 3- (3 '-NO2-C6H4)-Isoxazoly 1-5
- 184CZ 288922 B6
Číslo B
171 3- (2'-NO2-C6H4) -Isoxazolyl-5
172 3- (4 '-CN-C6H4)-Isoxazolyl-5
173 3- (3 '-CN-C5H4)-Isoxazolyl-5
174 3- (2 '-CN-C6H4)-lsoxazolyl-5
175 3- (4’-Cl-C6H4)-Isoxazolyl-5
176 3-(3'-Cl-Cgfy)-Isoxazolyl-5
177 3- (2 ' -CI-C6H4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5~4-Chlorisoxazolyl-5
181 3- (4' -CH3-C6H4) -4-Chlorisoxazolyl-5
182 3- (3 '-CH3-C6H4) -4-Chlorisoxazolyl-5
183 3- (2' -CH3-C6H4) -4-Chlorisoxazolyl-5
184 3- (4' -CH30-C6H£).-4-Chlorisoxažolyl-5
18.5 3- (3'-CH3O-CjsH4 ) -4-Chlorisoxazolyl-5.-
186 3- (2 ' —CH3O—ΟςΗ4) -4-Ch.lorisoxazolyl-5
187 3- (4' -NO2-C6H4) -4-Chlorisoxazolyl-5
188 3- (3' -NO2-C6H4) -4-Chlor isoxazolyl-5
189 3- (2' -NO2-C6H4) -4-Chlorisoxazolyl-5
190 3- (4' -CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2 '-CN-Cgfy )-4-Chlorisoxazolyl-5
193 3- (4 '-Cl-C6H4)-4-Chlorisoxazolyl-5
194 3- (3 '-CI-C6H4)-4-Chlorisoxazolyl-5
195 3- (2 / -CI-C6H4) -4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3 .
198 · 5-CfiH5-Isoxazolyl-3
199 5- (4' -CH3-C6H4) -Isoxazolyl-3
200 5- (3' -CH3-C6H4) -Isoxazolyl-3
201 5- (2' -CH3-C6H4) -Isoxazolyl-3
202 5— (4' -CH3O-C6H4) -Isoxazolyl-3
203 5- (3' -CH3O-C6H4) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 5- (4 '-NO2-C6H4) -Isoxazolyl-3
206 5- (3'-NO2-C6H4) -Isoxazolyl-3
- 185CZ 288922 B6
Číslo B
207 5- (2 '-NO2-C6H4) -Isoxazolyl-3
208 5- (4 '-CN-C6H4) -Isoxazólyl-3
209 5- (3 '-CN-C6H4)-Isoxazolyl-3
210 5- (2 · -CN-C6H4) -Isoxazolyl-3
211 5-(4'-CI-C6H4)-Isoxazolyl-3
212 5-(3'-CI-C6H4)-Isoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3~Isothiazolyl-5
216 S-CgHs-Isothiazolyl-S
217 3-(4'-CH3-CeH4)-Isothiazolyl-5
218 3- (3' -CH3-C6H4) -Isothiazolyl-5
219 3- (2' -CH3-C6H4) -Isothiazolyl-5
220 3 — (4' -CH3O-C6H4) -Isothiazolyl-5
221 3- (3 ' -CH3O-C5H4) -Isothiazolyl-5
222 3- (2' -CH3O-C6H4) -Isothiazólyl-5
223 3- (4 '-NO2-C6H4) -Isothiazolyl-5
224 3- (3 '-NO2-C6H4) -Isothiazolyl-5
225 3- (2' -NO2-C6H4) -Isothiazolyl-5
226 3-(4'-CN-C6H4)-Isothiazolyl-5
227 3- (3 '-CN-C6H4)-Isothiazolyl-5
228 3- (2 · -CN-C6H4) -Isothiazolyl-5
229 3- (4* -CI-C6H4) -Isothiazolyl-5
230 3- (3' -CI-C6H4) -Isothiazolyl-5
231 3- (2' -CI-C6H4) -Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2- (4' -CH3-C6H4) -Oxazolyl-4
236 2-(3'-CH3-C6H4)-Oxazolyl-4
237 2-(2'-CH3-C6H4)-Oxazolyl-4
238 2- (4 · -CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2- (2' -CH3O-C6H4 j -Oxazolyl-4
241 2- (4' -NO2-C5H4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxazolyl-4
-186CZ 288922 B6
Číslo B
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-C6H4) -Oxazolyl-4
245 2- (3'-CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2-(4'-CI-C6H4)-Oxazolyl-4
248 2-(3'-CI-C6H4)-Oxazolyl-4
249 2- (2 '-CI-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2-(4 *-CH3-C6H4)-Thiazolyl-4
254 2- (3 '-CH3-C6H4) -Thiazolyl-4
255 2- (2 · -CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3O-CgH4) -Thiazolyl-4
267 2- (3' -CH3O-C6H4) -Thiazolyl-4
258 2- (2' -CH3O-C6H4) -Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3 '-NO2-C6H4) -Thiažolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2- (4 '-CN-C6H4) -Thiazolyl-4
263 2- (3 ’ -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2 - (4' -CI-C6H4) -Thiazolyl-4
266 2- (3' -CI-C6H4) -Thiazolyl-4
267 2- (2' -CI-C6H4) -Thiazolyl-4
268 N-CH3-1,2,4-Triazoly1-5
269 3-CH3-N-CH3-l, 2,4-Triazolyl-5
270 - 3-C6H5-N-CH3-1,2,4-Triazolyl-5
271 3- (4 · -CH3-C6H4) -N-CH3-1,2,4-Triazoly 1-5
272 3- (3 '-CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Triazoly1-5
275 3- (3' -CH3O-C6H4) —N—CH3—1,2,4-Triazolyl-5
276 3- (2' -CH3O-C6H4) -N-CH.-l, 2,4-Triazoly1-5
277 3- (4' -NO2-CeH4) -N-CH3-1,2,4-Triazoly 1-5
278 3- (3' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
-187CZ 288922 B6
Číslo B
279 3- (2 ' -NO2-C6H4) -N-CHs-l, 2,4-Triazolyl-5
280 3- (4 '-CN-CgH4 )-N-CH3-l,2,4-Triazolyl-5
281 3- {3 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3 '-C1-C6H4)-N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly 1-2
288 5-C6H5-I,3,4-Oxadiazolyl-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
290 5- (3' - CH3- C6H4 )-1,3,4-Oxadiazoly 1-2
29.1 5-12' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
292 5- (4' -CH3O-CgH4 )-1,3,4-Oxadiazoly 1-2
293 5- (3' - CH3O-C6H4 )-1,3,4-Oxadiazolyl-2
294 5- (2' —CH3O—CgH4 )-1,3,4-Oxadiazoly 1-2
295 5- (4' —NO2—CgH4 )-1,3,4-Oxadiazoly 1-2
296 5- (3' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2' -ŇO2-C6H4 )-1,3,4-Oxadiazolyl-2
298 5- (4' —CN—C5H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-CsH4) -1,3,4-Oxadiazoly 1-2
300 5- (2 '-CN-C6H4 )-l, 3,4-Oxadiazoly 1-2
301 5- (4' -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
302 5- (3' -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
303 5- (2' -CI-C6H4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-1,2,4-Oxadiazoly 1-3
306 5tC6H5-1,2,4-Oxadiazolyl-3
307 5— (4' - CH3-C6H4 )-1,2,4-Oxadiazoly1-3
308 5- (3' - CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
309 . 5- (2' -CHj-QHí )-1,2,4-Oxadiazoly 1-3
310 5- (4' —CH3O—CgH4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-CgH4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4'-NO2-CgH4)-1,2,4-Oxadiazoly 1-3
314 5- (3' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
- 188CZ 288922 B6
Číslo B
315 5- (2 ' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
316 5- (4' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
317 5- (3 ' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
318 5- (2 '-CN-C6H4)-1,2,4-Oxadiazolyl-3
319 5- (4 '-CI-C6H4 )-1,2,4-Oxadiazolyl-3
320 5- (3' -C1-C$H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2 '-C1-C6H4 )-1,2,4-Oxadiazolyl-3 .
322 1,2,4-Oxadiazolyl-5
323 3-CH3-1,2,4-Oxadiazolyl-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
326 3- (3 *—CH3—CgH4 )-1,2,4-Oxadiazolyl-5
327 3- (2' - CH3- C6H4 )-1,2,4-Oxadiazolyl-5
328 3- (4' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-5
329 3- (3 ,V-CH3O-C6H4) -1,2,4-Oxadiazolyl-5
3.30 3-(2 '-CH3O-C6H4 )-1,2,4-Oxadiazolyl-5
331 3-(4'-NO2-C6H4)-1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
333 3- (2' -N02—CgH4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
335 3- (3' -CN-C6H4 )-1,2,4-0xadiazolyl-5
336 3- (2' -CN-C6H4)-1,2,4-Oxadiazolyl-5
337 3- (4' - C1-C6H4 )-1,2 r4-Oxadiazolyl-5
338 3- (3' -C1-C6H4 )-1,2,4-Oxadiazolyl-5
339 3- (2'-Cl-C6H4)-l,2,4-Oxadiazolyl-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-l, 2,4-Thiadiazolyl-3
342 5-C6H5-1,2,4-Thiadiazoly1-3
343 5- (4' —CH3—CsH4 )-1,2,4-Thiadiazoly 1-3
344 5- (3 ’ -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4' - CH3O- C6H4 )-1,2,4-Thiadiažolyl-3
347 5- (3' -CH3O-CgH4 )-1,2,4-Thiadiazolyl-3
348 5- (2 '-CH3O-C6H4 )-1,2,4-Thiadiazolyl-3 ·
349 5- (4' -NO2-CeH4 )-1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
- 189CZ 288922 B6
Číslo B
351 5- (2 '-NO2-C6H4) -1,2,4-Thiadiazoly1-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5- (3 ' -CN-C5H4 )-1,2,4-Thiadiazolyl-3
354 5- (2 ' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
355 5- (4' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
356 5- (3' -CI-C6H4 )-1,2,4-Thiadiazoly1-3
357 5- (2 '-CI-C6H4) -1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3,4-Thiadiazoly1-2
360 5-C6H5-1,3,4-Thiadiazoly1-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly1-2
362 5- (3' -CH3-C6H4) -1,3,4-Thiadiazoly 1-2
363 5- (2 '-CH3—CgH4 )-1,3,4-Thiadiazoly 1-2
364 5- (4 * -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
365 5- (3 '-CH3O-C6H4)-1,3,4-Thiadiazolyl-2
366 5- (2 ' -CH3O-C6H4 )-1,3,4-Thiadiázolyl-2
367 5- (4' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3 ' -NO2-C6H4)-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-C6H4) -1,3,4-Thiadiazolyl-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' -ČN-C6H4 )-1,3,4-Thiadiazoly 1-2
373 5- (4' -CI-C6H4 )-1,3,4-.Thiadiazolyl-2
374 5- (3' -C1-C6H4 )-1,3,4-Thiadiazoly 1-2
375 5- (2' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidiny 1-4
382 Pyrimidinyl-5
383 Pyrimi din.yl-2
384 Pyridyl-3
385 1-Naftyl
386 . 2-Naftyl
- 190CZ 288922 B6
Tabulka 10
O
I: R1 = CH3
II: R1 = CH2-CH3
Číslo
1 H
2 2-F' \
3 -v 3-F
4 4-F-
5 . 2,4-F2
6 2,4,.6-F3
7 2,3,4,5,6-Fs
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2 ·
13 2,4-Cl2
14 2,5-Cl2
15. 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-CI3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
-191 CZ 288922 B6
Číslo Xm
26 2,3,4,5,6-Cls
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2, 5-Br2
32 2,6—Br2
33 2,4,6—Br3
34 2,3,4,5,6-Br=.
35 2-J
36 3-J
37 4-J ' ·
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 . 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F ·
51 2-Br., 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-Cl, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
-192CZ 288922 B6
Číslo Xm
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-012, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 . 2,6-(CH3)2
73 3,4-(CH3)2 \
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(ΟΗ3)4
82 2,3,5,6- (CH3) 4
83 2,3,4,5,6-(CH3)5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5- (C2Hs)2
90 2,4,6-(02^15)3
91 2-11-C3H7
92 3-II-C3H7
93 4-n-C3H7
94 2-1-C3H7
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4- (i-C3H7)2
- 193CZ 288922 B6
Číslo Xm
98 2,6-(í-CjHt)2
99 3,5-(i-C3H7)2
100 2,4,6-(i-C3H7)3
101 2—s—C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9)2
108 2,4-(t-C4H9)2
109 '2,5- (t-C4H9) 2
110 2,6- (t-C4H9) 2
111 3,4-(t-C4H9.)2
112 2,4,6-(t-C4H9)3
113 4—n-C9H19
114 4-n-C12H25
115 4-n-Ci5H31
116 4-(1,1,3,3-Tetramethylbuty1)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6-(t-C4H9)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-t-C4H9 x
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 · 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CeHn
133 3-cyklo-CeHn
- 194CZ 288922 B6
Číslo Xm
134 4-cyklo-C6Hn
135 2,4-(cyklo-C6Hn)2, 6-CH3
136 2-CH3, 4-cyklo-CeHii
137 2-CH2-C6H5
13.8 3-ch2-C6h5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-CgHs
144 4-C6H5
145 4- (2-Í-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-CgH5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklO-C6Hn, 4-C1
156 2-cyklo-CeHn·, 4-Br
157 2-C1, 4-cyklo-CgHii
158 2-Br, 4-cyklo-C6ÍHii
159. 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—0—n—C3H7
166 3—0—D—C3H7
167 4-O-I1-C3H7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
- 195CZ 288922 B6
Číslo Xm
170 4-O-Í-C3H7
m 2-O-n-C6Hi3
172 3-O-n-C6Hi3
173 4 O-n-C6Hi3
174 2-O-n-CgHi7
175 3— 0—n—CgHi7
176 4— 0— n—CgHi7
177 2-O-CH2C6H5
178 3- 0-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C5H5
181 3-0-(CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 ’ 2-CF3
185 3-CF3
186 4-CF3
187 2—OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4—CN
197 2-CH3, 3-Cl
198 2-CH3, 4-Cl
199 2-CH3. 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
- 196CZ 288922 B6
Číslo
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-Cl
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2» 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2» 6-CH3
237 2,6-(CH3)2/ 4-F
238 2,6-(CH3)2, 4-Cl
239 2,6-(CH3)2» 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl
- 197CZ 288922 B6
Číslo Xtn
242 - 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3. 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-Cl, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2 ·
253 x 2,4-Cl2,. 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2 ,
257 2,6-J2, 4-NO2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3 ·
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2 (C2H5)
263 3-CO2 (C2H5)
264 4-CO2(C2H5)
265 2-CO2 (n-C3H7)
266 3-CO2 (n-C3H7)
267 4-CO2 (n-C3H7)
268 2-co2 (í-c3h7)
269 3-co2 (i-C3H7)
270 4-CO2(i-C3H7)
271 2-CO2(n-C6H13)
272 3-CO2 (n-C6H13)
273 4-CO2 (n- C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
- 198CZ 288922 B6
Číslo Xm
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O (11-C3H7)
281 3-CH2O (n-C2H7)
282 4-CH2O (n-C3H7)
283 2—CH2O (Í-C3H7)
284 3-CH2O (Í-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 . 3-CO-CH2-CH3 .
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO—CH2-CH2-CH3
297 . 4-CO—CH2-CH2-CH3
298 2-CO-CH (CH3)-CH3
299 3-CO-CH (CH3)t»CH3 ' '
300 4-CO-CH(GH3)-CH3
301 2-Me-4-CHO
302 . 2-Me-4-CH3-CO \
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2—CO
305 2-Me-4-CH3-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-CI-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
-199CZ 288922 B6
Číslo
314 2-CI-4-CH3-CH(CH3)-co
315 2,5-C12-4-CHO
316 2,5-CI2-4-CH3-CO
317 2,5-Cl2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH(CH3)-CO
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C{=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C{=NO-n-C3H7)-CH3 . .
328 4-C (=NO-n-C3H7) —CH3 -
329 2-C (=NO-Í-C3H7) -CH3
330 3-C (=NO-i-C3H7) -CH3
331 4-C (=NO-i-C3H7) —CH3
332 2-C(=NO-Ally1)-CH3
333 3-C(=NO—Allyl)—CH3
334 4-C(=NO-Allyl)-CH3
335 2*C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorally 1)-CH3
337 .. 4-C(=NO-trans-Chlorallyl) -CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propargy1)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO—n—C4Hg) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5)-CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H-
-200CZ 288922 B6
Číslo Xm
350 2-CH3—4-CH=NO-Í—C3H7
351 2-CH3-4-CH=NO-Al ly 1
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2—CH3-4-(CH3-C=NOCH3)
357 2-CH3-4-(CH3-C-NOC2H5)
358 2-CH3-4- (CH3—C=NO—II-C3H7)
359 2-CH3-4-(CH3-C=NO-Í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (pH3-CsNO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363. 2-CH3-4-(CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3-C=ŇO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5—C=NO—C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-Í-C3H7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2—CH3—4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2—CH3—4- (C2H5-C=NO-CH2-C6H5)
374 2,5-(CH3) 2-4 - (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5) .
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5-(CH3) 2-4-(CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4-C6H5
-201 CZ 288922 B6
Číslo Xm
386 2-(2'-F- C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-F-CgH4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4 '-F-CgH4)
392 4- (2 ’-F-CSH4)
393 4-(3'-F-C6H4)
394 4-(4 '-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6HA) χ „
397 2-(4'-Cl-C6H4) ’ '
398 3-(2'-Č1-C6H4)
399. 3-(3 '-C1-C6H4)
400 3-(4 '-C1-C6H4)
401 - 4- (2C1-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4' —Cl-CgH4)
405 2- (2CH3-C6H4)
406 2-(3'-CH3-CeH4)
407 · 2- (4 '-CH3-C6H4)
>408 3-(2'-CH3-C6H4) .
409 3-(3'-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-CgH4)
412 4-(3'-CH3-C6H4)
413 4-(4 '-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-{3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3- (2 '-CH3-CO-C6H4)
418 3-(3'-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4-(2' -CH3~CO-C6H4)
421 4-(3’-CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4)
-202CZ 288922 B6
Číslo Xm
423 2- (2 ' - (CH3-C (=N0Ally1)) -CgH4)
424 2- (3 ' - (CH3-C (=N0Ally 1)) -CgH4)
425 2- (4 ' - (CH3-C (=NOAllyl) ) -CeH4)
426 3-(2'-(CH3-C(=NQAllyl))-CgH4)
427 3—(3' — < CH3—C(=NQAllyl)) -CgH4)
428 3-(4(CH3-C (=NQAllyl))-CgH4)
429 4- (2 ' - (CH3-C (=N0Allyl)) -CgH4)
430 4- (3 '- (CH3-C (=N0Allyl)) -CgH4)
431 4-(4 '- (CH3-C (=NOAllyl))-CgH4)
432 2- (2 '-CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4)
434 2-(4'-CH3O2C-C6H4)
435 3-(2'-CH3O2C-Č6H4)
436 3-(3'-CH3-CO-C6H4)
437 3- (4 ’-CH3O2C-C6H4)
438 4- (2 ' -CH3O2C-C6H4)
439 4- (3' -CH3O2C-C6H4)
440 4-(4'-CH3O2C-C6H4)
441 2- (2 '-CH3O-CgH4)
442 2-(3’-CH3O-CgH4)
443 2- (4 '-CH3O-CgH4)
444 3- (2 ’-CH3O-CgH4)
445 3- (3 '-CH3O-C6H4)
446 3-(4'-CH3O-CgH4) · .
447 4-(2'-CH3O-C6H4) \
448 4-(3'-CH3O-CgH4)
449 4- (4CH3O-C6H4)
450 . 2-(2'.-O2N-CeH4)
451 2-(3’-O2N-CgH4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-CgH4)
455 3-(4'-O2N-C6H4)
456 4-(2'-O2N-C6H4)
457 4-(3'-O2N-CgH4)
458 4-(4'-O2N-CgH4)
-203CZ 288922 B6
Číslo Xrr.
459 2-(2'-NC-C6H4)
460 2-(3'-NC-C6H4)
461 2- (4'-NC-C6H4)
462 3-(2'-NC-CsH4)
463 3-(3'-NC-C6H4)
464 3- (4 ' -NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-CsH4)
468 2-{2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-CsH4)
471 3- (2-'-CF3-C6H4)
472 3* (3 '-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 . 4- (2 '.-CF3-C6H4)
475 4-(3'-CF3-C6H4)
4?6 4-(4'-CF3-C6H4)
477 2-Q-C6H5
. 475 3-0- C5H5
476 4-0- C6H5
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-o-(4'-F-C6H4)
481 3-O-(2'-F-CsH4) .
482 3-O-(3'-F-.C6H4)
483 3-O-(4'-F-C6H4)
484 4-O-(2'-F-CsH4)
485 4-O-(3'-F-C6H4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-CeH4)
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
-204CZ 288922 B6
Číslo
493 3-0-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-0-(3'-Cl-CgH4)
496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3-0- (3 '-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-0-(2'-CH3-C6H4)
504 4-0-(3'-CH3-C6H4)
505 4-0-(4'-CH3-C6H4)
506 2-0- (2 '—CH3—CO—C$H4)
507 2-0-(3'-CH3-C0-CgH4)
508 2-0-(4'-CH3-C0-C6H4)
509 3-0-(2'-CH3-CO-C6H4)
510 3-0-(3'-CH3-C0-C6H4)
511 3-0- (4' —CH3—CO—CgH4)
512 4-0- (2'-CH3-CO-C6H4)
513 4-0- (3 '-CH3-CO-C6H4)
514 ;,4x-O- (4 ' -CH3-CO-C6H4 )
515 2-0-(2'-(CH3-C (=N0Ally 1)) -C6H4)
516 2-0-(3'-(CH3-C(=N0Allyl))-C6H4)
.517 2-0-(4(CH3-C(=NOAllyl) )-C6H4)
518 3-0-(2 ' - (CH3-C (=N0Allyl))-C6H4)
519 3-0- (3 ' - (CH3-C (=NQAllyl)) -C6H4)
520 3-0- (4'- (CH3-C (=N0Allyl))-C6H4)
521 4-0- (2' - (CH3-C (=N0Allyl)) -C6H4)
522 4-0- (3 '- (CH3-C (=N0Allyl)) -C6H4) .
523 4-0-{4 ' - (CH3-C (=N0Allyl))-C6H4)
524 2-0-(2'-CH302C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
526 2-0- (4 '-CH3O2C-C6H4)
527 3-0-(2'-CH302C-C6H4)
528 3-0- (3 '-CH302C-C6H4)
-205CZ 288922 B6
Číslo
529 3-O-(4'-CH3O2C-C6H4)
530 4-O-(2'-CH3O2C-C6H4)
531 4—0—(3'-CH3O2C—C6H4)
532 4-0-(4 '-ΟΗ3Ο2Ο-Ο6Η4)
533 2-0-(2'-ΟΗ3Ο-Ο6Η4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-0-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-0-(3'-CH3O-C6H4)
541 4-0-(4'-CH3O-C6H4).
542 . 2-O-(2'-O2N-C6H4) ,
543 2-0- (3 '-O2N-C6H4)
544 2-Ο-(4'-θ2Ν-06Η4)
545 . 3-0-(2'-02N-C6H4)
546 3-0-(3'-02Ν-0δΗ4)
547 3-0-(4'-02Ν-06Η4)
548 4-Or-(2'-O2N-C6H4)
549 4-0-(3^0^-061¼)
550 4-O-(4.'-O2N-C6H4)
551. 2-Ο-(2'-ΝΟ-ΟβΗ4)
552 2-Ο-(3'-ΝΟ-ΟβΗ4)
553 2-O-(4'-NC-Č6H4)
554 3-0- (2 ’-Ν0-06Η4 Γ
555 3-Ο-(3'-ΝΟ-Ο6Η4)
556 3-Ο-(4'-ΝΟ-ΟβΗ4)
557 4-0-(2'-ΝΟ-Ο6Η4)
558 4-Ο-(3'-ΝΟ-Ο6Η4)
559 4-Ο-(4'-Ν0-Ο6Η4) '
560 2-O-(2'-CF3-CeH4)
561 2-O-(3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-0- (2 '-CF3-C6H4)
564 3-O-(3'-CF3-C6H4)
-206CZ 288922 B6
Číslo Xm
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2’
570 2-Pyridyl-3 ’
571 2-Pyridyl-4’
572 3-Pyridyl-21
573 3-Pyridyl-3’
574 3-Pyridyl-4·
575 4-Pyridyl-2'
576 4-Pyridyl-31
577 4-Pyridyl-4’
578 2-pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4' . r
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-pyrimidinyl-2'
585 4-Pyrimidinyl-3'
58C> 4-Pyrimidinyl-4'
587 2-Pyrazoly1-1'
58.8 2-Pyrazolyl-3 *
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3’
592 · 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595' 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazoly1-3'
600 . 3-Isoxazolyl-4'
-207CZ 288922 B6
Číslo Xm
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5’
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-lsothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-isothiazolyl-5'
614 2-Imidazolyl-l
615 2-Imidazolyl;-2'
616 2-Imidazolyl-4'
617 3-Imidažolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-lmidazolyl-l'
621 4-Imidazolyl-2'
622 4 - Imidazoly 1-4Jj>
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2*
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
-208CZ 288922 B6
Číslo Xm
637 3-Thiazolyl-5'
638 4-Thiazolyl-2·
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3—C=N—0—CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-í-C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-A.llyl)
649 2-CH3-4- (n-C3H7-C=N-0-trans-Chlorally 1)
650 2-CH3-4- (n-C3H7-C=N-O-Propargy 1)
651 2-CH3-4-(n-C3H7-C=N-O-n-C4Hs)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (Í-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i—C3H7-C=N—O-i—C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-CsH-ř-CsN-O-ťrans-Chlorally 1)
659 . 2-CH3-4- (i-C3H7-C=N-O-Propargyl)
660 2-CH3-4- (i—C3H7—C=N-0-n—C4H9)
661 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 2-0-11-C4H9
663 2—0—i—C4H9
664 2-0-S-C4H9
665 2-0-t—C4H9
666 2-Neopentyloxyskupina.
667 3-O-n-C4H9
668 3-O-Í-C4H9
669 3-O-S-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4—0—n—C4H9
-209CZ 288922 B6
Číslo Xrr.
673 4-O-i-C4Hg
674 4-O-S-C4H9
675 4-O-t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3-4-O-i-C4H9
682 3-CH3-4-O—S-C4H5
683 3-CH3-4-O-t-C4Hg
684 3-CH3- 4-Neopentyloxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-ÓCH3 '
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-i-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-C1-3-OCH3
706 2-C1-4-OCH3
707 2-C1-5-OCH3
708 2-CI-6-OCH3
-210CZ 288922 B6
Číslo
709 3-C1-4-OCH3
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-211 CZ 288922 B6
Tabulka 11
O
I: R- = CH3
II: R1 = CH2-CH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-CgH5-Pyrrolyl-3
4 N- (4' -CH3-C6H4)-Pyrrolyl-3
5 N-(3,’-ch3-C6h4)-Pyrrolyl-3
6 N-(2'-CH3-C6H4)-Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3 '-CH3O-C6H4) -Pyrrolyl-3 .
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4' -NO2-C6H4) -Pyrrolyl-3
11 N- (3' -NO2-C6H4) -Pyrrolyl-3
12 N- (2' -NO2-C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrťolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N-(2'-CN-C6H4)-Pyrrolyl-3
16 N- (4' - Cl- CgH4) -Pyrrolyl-3
17 N- (3' -C1-C6H4) -Pyrrolyl-3
18 N-(2'-C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3 -Py rr olyl-2
21 N-CgHs-Pyrrolyl-2
22 N- (4' -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3 '-CH3O-C6H4) -Pyrrolyl-2
-212CZ 288922 B6
Číslo B
27 N- (2' -ch3o-c6h4 ) -Pyrrolyl-2
28 N- (4 ' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrroly 1-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- {3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolýl-2
34 N- (4' -C1-C6H4} -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2 ‘ -C1-C6H4) -Pyrrolyl-2
37. Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 ' j 5- (4' -CH3-C6H4) -Furyl-2
41 5-(3'-CH3-C6H4)-Fůry 1-2
42 5- (2 ' -CH3-C6H4)-Furyl-2
43 5- (4' -CH3O-C6H4) -Furyl-2
44 5- (3'-CH3O-C6H4)-Furyl-2
45 .5-(2' -CH3O-C6H4) -Furyl-2
46 5- (4' -NO2-CgH4 ) -Furyl-2
47 5- (3 ' -NC>2-C6H4) -Furyl-2
48 - - 5- (2' —NO2—CgH4) -FÚryl-2
49 5(4/ -CN-C6H<ť-Fůry 1-2.
50 5- (3' -CN-C6H4) -Fůry 1-2
51 5- (2' -CN-CgH4) -Furyl-2 ·
52 5- (4' -C1-C6H4) -Furyl-2
53 5-(3'-C1-C6H4)-Fůry 1-2
54 5- (2 · -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2 .
56 4-CgH5-Furyl-2
57 4- (4' -CH3-C6H4) -Furyl-2
58 4- (3 ' -CH3-C6H4) -Furyl-2
59 4-(2'-CH3-C6H4)-Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4-(2'-CH3O-C6H4)-Furyl-2
-213CZ 288922 B6
Číslo B
63 4- (4' -NO2-C6H4) -Fůry 1-2
64 4- (3' -NO2-C6H4) -Furyl-2
65 4- (2 ' -NO2-C6H4) -Furyl-2
66 4- {4 ' -CN-CgH4) -Furyl-2
67 4-13' -CN-C6H4) - Furyl-2
68 4- (2' -CN-C6H4) -Furyl-2
69 4- (4'-C1-C6H4) -Furyl-2
70 4- (3' -C1-C6H4) -Furyl-2
71 4- (2 ' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2
75 5-(4'-CH3-C6H4)-Thienyl-2
76 5-(3’-CH3-C6H4)-Thienyl-2 .
77 ’ 5-(2'-CH3-C6H4)-Thienyl-2 ' ·
78 5-(4 '-CH3O-C6H4)-Thienyl-2
79 5- (3' -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82 5- (3 ’ -NO2-C6H4) -Thienyl-2
83 5- (2 '-NO2-C6H4) -Thienyl-2
84 5- (4 ' -CN-C6H4) -Thienyl-2
85 5- (3 · —CN—CgH4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4' -Cl-CeH4) -Thienyl-2
88 5- (3' - Cl-CgH4) -Thienyl-2
89 5- (2 · -C1-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4- (2' —CH3—CgH4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2 ’ -CH3O-C6H4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
-214CZ 288922 B6
Číslo B
99 4- (3' -NO2—CgH4) -Thienyl-2
100 4- (2' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- {3' -CN-C6H4) -Thiényl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4' -C1-C6H4) -Thienyl-2
105 4- (3' -C1-C6H4) -Thienyl-2
106 4- (2 '-C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5-(4'-CH3-C6H4)-Thienyl-3
111 5- (3 ’ -CH3-C6H4) -Thienyl-3
112 5- C 2' -CH3-CgH4) -Thienyl-3
113 5-(4 ’-CH3O-C6H4)-Thienyl-3
114 5— (3 '-CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3 '
116 5-(4'-NO2-C6H4)-Thienyl-3
117 5- (3' - NO2-C6H4) -Thienyl-3
118 5- (2 ’ -NO2-C6H4) -Thienyl-3
119 5-(4 ’-CN-C6H4)-Thienyl-3
120 5-(3’-CN-C6H4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' —Cl—C$H4) -Thienyl-3
123 x 5- (3' -C1-C6H4) -Thienyl-3
124 5- (2' -C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 ' N-CH3-Pyrazolyl-4
127 N-CgH5-Pyrazolyl-4
128 N- (4 '-CH3-C6H4) -Pyraz01yl-4
129 N- (3 '-CH3-C6H4) -Pyrazolyl-4
130 N- (2 '-CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-CeH4) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2' -CH3O-C6H4) -Pyrazolyl-4
134 N- {4' -NO2-C6H4) -Pyrazolyl-4
-215CZ 288922 B6
Číslo B
135 N- (3' -NO2-CSH4) -Pyrazolyl-4
136 N- (2 ’-NO2-C6H4)-Pyrazolyl-4
137 N- (4 ' -CN-C6H4) -Pyrazolyl-4
138 N- (3 ' -CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-C5H4) -Pyrazolyl-4
140 N- (4' -CI-C6H4) -Pyrazolyl-4
141 N- (3 ' -CI-C6H4) -Pyrazolyl-4
142 N- (2' -CI-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 '-CH3-C6H4) -N-Methylpyrazolyl-4
146 3- (3' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3 - (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3 ' -CH3O-C6H4) -N-Methylpyrazolyl-4
150 3- (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-CgH4) -N-Methylpyrazolyl-4
153 3- (2' -NO2- CsH4 ) -N-Methylpyrazolyl-4
154 3- (4' -CN-C5H4) -N-Methylpyrazolyl-4
155 3 — (3' -CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -CI-C6H4) -N-Methylpyrazolyl-4
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3- (2' -CI-C6H4) -N-Methylpyrazolyl-4
160 isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 - 3-C6H5r-isoxazolyl-5
163 3- (4' -CH3-C6H4) -Isoxazolyl-5
164 3- (3' -CH3-C6H4) -Isoxazolyl-5
165 3- {2 ' -CH3-C6H4) -Isoxazolýl-5
166 3 — 14' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' -CH3O-C6H4) -Isoxazolyl-5
169 3- (4'—NO2—C6H4) -Isoxazolyl-5
170 3- (3 '-NO2-C6H4) -Isoxazolyl-5
-216CZ 288922 B6
Číslo B
171 3- (2 ' -NO2-C6H4) -Isoxazolyl-5
172 3-(4'-CN-C6H4)-lsoxazolyl-5
173 3- (3' -CN-C6H4) -Isoxazolyl-5
174 3- (2 ' -CN—CgH4) -Isoxazolyl-5
175 3- (4'-C1-C6H4)-Isoxazolyl-5
176 3- (3 '-C1-C6H4)-Isoxazolyl-5
177 3- (2'-C1-C6H4)-Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4 ' -CH3-C6H4)-4-Chlorisoxazolyl-5
182 3- (3 '-CH3-C6H4)-4-Chlorisoxazolyl-5
183 3- (2 '-CM3-C6H4)-4-Chlorisoxazolyl-5
184 3- (4 '-CH3O-C6H4)-4-Chlorisoxazolyl-5
Ϊ85 3- (3' - CH3O- C6H4) -4-Čhlorisoxazolyl-5
Í86 3- (2' -CH3O-C6H4 j-4-Chlorisoxazolyl-5
187 3- (4'-NO2—C6H4) -4-Chlorisoxázolyl.-5
188 3- (3' —NOj—CgH4) -4-Chlorisoxazolyl-5
189 3- (2' —NO2—CgH4) -4-Chlorisoxazolyl-5
190 3- (4' - CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3'—CN-C$H4) -4-Chlorisoxazolyl-5
.192 3- (2' -CN-CeH4) -4-Chlorisoxazolyl-5
193 3- (4' -Cl-CeH4) -4-Chlorisoxazolyl-5
194 3- (3' - Cl-C6H4) -4-Chlorisoxazoly 1-5
195 3-(2'-Cl-C6H4)-4-Chlorisoxazolyl-5 '
196 lsoxazolyl-3
197 5-CH3-lsoxazolyl-3
198 . 5-C6Hs-Isoxazolyl-3
199 5-(4'-CH3-C6H4)-Isoxazolyl-3
200 5- (3' -CH3-C6H4) -Isoxazolyl-3
201 5-(2'—CH3—CgH4) -Isoxazolyl-3
202 5- (4' -CH3O-C6H4) -Isoxazolyl-3
203 5-(3'-CH3O-CgH4) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 5-(4'—NO2—CeH4) -Isoxazolyl-3
206 5- (3 ’-NO2-C6H4) -Isoxazolyl-3
-217CZ 288922 B6
Číslo B
207 5- (2 '-NO2~C6H4) -Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxazolyl-3
209 5- (3' -CN-CSH4) -Isoxazolyl-3
210 5- (2 ' -CN-C6H4) -Isoxazolyl-3
211 5- (4' -Cl-CgH4) -Isoxazolyl-3
212 5- (3' -CI-C6H4) -lsoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-lsothiazolyl-5
216 3-C6Hs-Isothiazolyl-5
217 3-(4'-CH3-C6H4)-Isothiazolyl-5
218 ' 3- (3 '-CH3-C6H4) -Isothiazolyl-5 '
219 3- (2' -CH3-C6H4) -Isothiazolyl-5
220 3-(4'-CH3O-C6H4)-Isothiazolyl-5
221 3- (3' -CH30tC6H4 ) -Isothiazolyi-5 >
222 ; 3- (2'-CH3O-CSH4) -Isothiazolyl-5
223 3-(4'-NO2-C6H4)-Isothiazolyl-5
224 3- (3' -NO2-C6H4) -Isothiazolyl-5
225 3- (2' -NO2-C6H4) -Isothiazolyl-5
226 3- (4'—CN—CgH4)-Isothiazolyl-5 .
227 3- (3' -CN-C6H4) -Isothiazolyl-5
228 3-(2'-CN-C6H4)-Isothiazolyl-5
229 3- (4' -Cl-CeH4) -Isothiazolyl-5
230 3-H 3' -C1-C6H4) -Isothiazolyl-5
231 3-(2'><-Cl-C6H4)-Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2- (4' -CH3-C6H4) -Oxazolyl-4
236 2-(3'-CH3-CgH4)-Oxazolyl-4
237 2- (2' -CH3-C6H4) -Oxazolyl-4
238 2- (4 '-CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2-(2'-CH3O-CgH4)-Cxazolyl-4
241 2-14' -NO2-C6H4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxazolyl-4
-218CZ 288922 B6
Číslo B
243 2- (2 '-NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-C6H4) -Oxazolyl-4
245 2- (3 '-CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2-(4’-Cl-C6H4)-Oxazolyl-4
248 2- (3' -C1-C6H4) -Oxazolyl-4
249 2- (2 ' -C1-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6Hs-Thiazolyl-4
253 2- (4 '-CH3-C6H4) -Thiazolyl-4
254 2-13' -CH3-Č6H4) -Thiazolyl-4
255 2- (2' -CH3-C6H4) -Thiazolyl-4
256 2-14' -CH3O-C6H4) -Thiazolyl-4
267 2- (3'-CH3O-C6H4)-Thiazoly 1-4 .
258 - 2- (2 '-CH3O-C6H4) -Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3' -NO2-C6H4) -Thiazolyl-4
261 2- (2' -ΝΟ2-Ο6Η4) -Thiazolyl-4
262 2- (4' -CN-C6H4) -Thiazolyl-4
263 2- (3 ’ -CN-C6H4) -Thiazolyl-4
264 2- {2' -CN-C6H4) -Thiazolyl-4
265 2- (4' -CI-C6H4) -Thiazolyl-4
266 2-(3'-C1-C6H4)-Thiazolyl-4
267 2-(2'-CI-C6H4)-Thiazolyl-4
268 , . N-CH3-I,2,4-Triazolyl-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2.4-Triazolyl-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
272 3- (3 '-CH3-C6H4)-N-CH3-l,2,4-Ťriazolyl-5
273 3- (2' -CH3-C6H4) —N—CH3—1.2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Tr iazolyl-5
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
276 3- (2' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
277 3- (4 '-NO2-CeH4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3 '-NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
-219CZ 288922 B6
Číslo B
279 3- (2 ' -NO2-CeH4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3 — (4 ' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3 '-C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-I,3,4-Oxadiazoly1-2
288 5-C6H5-1,2,3-Oxadiazolyl-2
289 5- (4' —CH3—CeH4 )-1,3,4-Oxadiazoly 1-2
290 5- (3 ' -CH3-'C-6H4 )-1,3,4-Oxadiazolýl-2
291 5- (2 '—CH3—CeH4) -1,3,4-Oxadiazolyl-2
292 5- (4 ‘-CH3O-'C6H4) -1,3,4-Oxadiazoly 1-2
293 5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2 '-CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
295 5- (4'-NO2.-C6M4)-1,3,4-Oxadiazoly 1-2
296 5- (3 NO2-C$H4 )-1,3,4-Oxadiazolyl-2·
297 5- (2 ' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
298 5- (4 * -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' - CN-C6H4 )-1,3,4-Oxadiazolyl-2
300 5- (2' —CN—C5H4 )-1,3,4-Oxadiazoly 1-2
301 5-(4'—Cl—CeH4 )-1,3,4-Oxadiazoly1-2
302 5-(3'-Cl-CgH4 )-1,3,4-Oxadiazoly1-2
303 5-(2'-Cl-C6H4 )-1,3,4-Oxadiazoly1-2
304 . 1,2,4-Oxadiazoly1-3
305 5-CH3-I,2,4-Oxadiazoly1-3 ’
306 5-CgH5-l, 2,4-Oxadiazoly 1-3
307 5- (4' - CH3- C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-CeH4 )-1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' - CH3O-CgH4 )-1,2,4-Oxadiazoly1-3
311 5- (3 '-CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
313 5- (4' -NO2-CgH4 )-1,2,4-Oxadiazoly 1-3
314 5- (3 '-NO2-CgH4 )-1,2,4-Oxadiazolyl-3
-220CZ 288922 B6
Číslo B
315 5- (2'-NO2-C6H4)-1,2,4-Oxadiazolyl-3
316 5- (4 '-CN-C6H4 )-1,2,4-Oxadiazolyl-3
317 5- (3 '-CN-CgH4 )-1,2,4-Oxadiazolyl-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
319 5-(4'-CI-C6H4)-1,2,4-Oxadiazolyl-3
320 5-(3'-CI-C6H4)-1,2,4-0xadiazoly1-3
321 5- (2 '-CI-C6H4 )-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazolyl-5
323 3-CH3-I,2,4-Oxadiazolyl-5
324 3-CgHs-l, 2,4-Oxadiazolyl-5
325 . 3- (4' -CH3-C6H4 )-1,2,4-0xadiazolyl-5
326 3- (3 '-CH3-C6Ř4)-rl,2,4-Ox^d^.azolyl-5
327 3- (2 '-CH3-C6H4f-l,2,4-Oxadiáiolyl-5
328 3- (4' -CH3O-C6H4) -1,2ς 4-Oxadiazoly-l-5
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4 '-N02-C6H4)-l,2,4-0xádiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
333 3- (2' -NO2-C6H4) -1,2,4-Oxadiazolyl-5
334 3- (4 ' -CN-CgH4 )-1,2,4-Oxadiazolyl-5
335 3- (3 '-CN-C6H4 )-1,2,4-Oxadiazolyl-5
336 . 3- (2 '-CN-C6H4 )-1,2,4-Oxadiazolyl-5
337 3-(4'-CI-C6H4)-1,2,4-Oxadiazolyl-5
338 3- (3'—ČI—C6H4)-1,2,4-0xadiažolyl—5
339 3 - (2'-CI-Č6H4 )-1,2,4-0xadiazolyl-5 .
340 1,2,4-Thiadiazolyl-3
341 5-CH3-I ,.2,4-Thiadiazolyl-3
342 ’ 5-C6H5-1,2,4-Thiadiazolyl-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3 -
346 5- (4' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
348 5- (2' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
349 5- (4 ‘ -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
-221 CZ 288922 B6
Číslo B
351 5- (2 ' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5-.(3'-CN-C6H4)-1,2,4-Thiadiazolyl-3
354 5- (2 ' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
355 5- (4' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
356 5- (3 ' -C1-C6H4 )-1,2,4-Thiadiazolyl-3
357 5- (2' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazoly 1-2
361 5- (4' - CH3- C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-CgH4) -1,3,4-Thiadiazoly 1-2
3^3- 5- (2'-CH3-C6H4)-1,3,4-Thiadiazoly 1-2
364 5- (4' —CH3O—CgH4 )-1,3,4-Thiadiazolyl-2
365 5- (3 '-CH3O-C6H4) -1,3,4'-Thiadiazolyl-2
366 5- (2'—CH3O-CgH4) -1,3,4-Thiadi.azoly 1-2
367 5- (4' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4)-1,3,4-Thiadiazoly 1-2
369 5- (2'-NO2-C6H4)-l-,3,4-Thiadiazoly 1-2 .
370 5- (4' -CN-CgH4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2.
372 5- (2' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
373 5- (4' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
374 5- (3 ’ -Cl-Cety) -1,3,4-Thiadiazolyl-2
375 5- (2 '-CI-C6H4) -1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyr imidiny 1-5
383 Pyrimi diny 1-2
384 Pyridyl-3
385 1-Naftyl
386 2-Naftyl
-222CZ 288922 B6
Tabulka 12
I: R1 = CH3
II: R1 = CH2-CH3
Číslo Xm
1 H
2 2-F
3. 3-F
4 4-F -
5 2/,4-F2 x
6 2,4,6-F3
7 2,3,4,5,6-F5
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2. .
14 2,5-Cl2 '
15 2>6-Cl2
16 3,4—Cl2 ‘
17 · 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-CI4
25 2,3,5,6-Cl4
26 2,3,4,5,6-CI5
-223CZ 288922 B6
Číslo Xm
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
41' 2-C1, 5-F-
42 2-C1, 6-F ·
43 2-Cl, 3-Br
44 2-Cl, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F . «
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
-224CZ 288922 B6
Číslo Xjn
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3 .
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3 .
80 3,4,5-(CH3)3 .
81 2,3,4,6-(CH3) 4
82 2,3,5, 6-(CH3) 4 -
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5) 3
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
95 3-i-C3H7
96 4-í-C3H7
97 2,4-(Í-C3H7>2
98 2,6-(i-C3H7)2
-225CZ 288922 B6
Číslo Xrr.
99 3,5-(Í-C3H7)2
100 2,4,6-(Í~C3H7)3
101 2-S-C4H9 ·
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4Hg
105 3-t-C4Hs
106 4-t-C4Hg
107 2,3-(t—C4H9)2
108 2,4-(t-C4Hg)2
109 2,5-(t-C4Hg)2
110 2,6—(t—C4H9) 2
ni 3,4-(t-C4Hg) 2
112 2,4,6-(t—C4H9) 3
113 . 4-11-C9H19
114 4-11-CÍ2H25·
115 4-n-CisH3i
116 4-(1,1,3,3-Tétramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6- (t—C4H9 >2 t 4-CH3
121 2-CH3, 4-t—C4H9
122 2-CH3, 6-t-C4H9 ' .
123 2-CH3, 4-i-C3H7
124 2-CH3, 5-í-C3H7
125 3-CH3, 4-i-C3H7
126 ‘ 2-í-C3H7, 5-CH3
127 2,4-(t-C4H9)2, 6-í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hn
134 4-cyklo-C6Hn
-226CZ 288922 B6
Číslo Xm
135 2,4-(cyklo-C6Hii)2, 6-CH3
136 2-CH3, 4-cyklo-C6Hn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145. 4- (2-Í-C3H7-C6H4)
146 4-C6H5, 2,6~(CH3)2
147 2-C1, 4-CgHs
148 2-Br, -4-C6H5
149 2-C6H5, 4-Cl . ' '
150 2-CeH5, '4-Br
151 2-CH2C6H5, 4-Cl
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hii, 4-Cl
156 2-cyklo-CgHii, 4-Br
157 2-C1, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-C6Hn
159 2-OCH.3
160. 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-Q-C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-11-C3H7
167 4-O-IÍ-C3H7
168 2-0-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
-227CZ 288922 B6
Číslo Xm
171 2-O-n-C6H-3
172 3-O-n-CgHi3
173 4-O-n-C6Hi3
174 2-O-n-CeHi7
175 3-0-n-C8H17
176 4-O-n-C8Hi7
177 2-O-CH2C8H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5 ...
183 2,4-(0CH3)2
184 . - 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192. 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 ' 2-CH3, 4-C1
199. 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
-228CZ 288922 B6
Číslo Xm
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-Cl, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 v ' 3-CH3, 4-C1 ' v
219 3-CH3,.5-C1
220 3-..CH3, 4-F
221 3-CH3, 5-F .
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-Cl, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-CI2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6—Br2, 4—CH3
234 · 2,4-Br2, 6-CH3
235 2,4-Fj, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
-229CZ 288922 B6
Číslo Xm
243 2,3,6-(CH3)3. 4-F
244 2,3,6- (CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)?, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
2'54 2,4-Cl2,'6-NO2
255. 2,6-Cl2, 4-NC^
256 2,6-Br2, 4-NOz
257 2,6-J2/, 4-NO2
258 2-CH3,· 5-i-C3H7, 4-C1
259 2-CO2CH3
260 3-CO.2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5) x - z '
265 2-CO2(n-C3H7)
266 3-CO2(n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(í-C3H7)
269 3-CO2 (í-C3H7)
270 4-co2(í-c3h7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
-230CZ 288922 B6
Číslo
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O (IÍ-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(Í-C3H7)
284 3-CH2O (Í-C3H7)
285 4-CH2O (Í-C3H7) .
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3' \
291 4-CO-CH3
292 2-co~ch2-ch3 ;
293 3-CO-CH2-CH3
294 4-CÓ-CH2-CH3 .
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2—CO—CH(CH3)—CH3
299 3-CO-CH(CH3)-CH3
300 4—CO—CH(CH3)-CH3
301 2—Me-4—CHO
302 2-Me-4-CH3-CO χ
303 2-Me-4-CH3-CH2-CO
304 2-Me-4 -CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH(CH3)-CO
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2 -Cl-4 -CH3 -CH (CH3) -CO
-231 CZ 288922 B6
Číslo Xm
315 2,5-C12-4-CHO
316 2,5-C12-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-C12-4-CH3-CH(CH3)-CO
320 2-C (=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C (=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7)-CH3
327 3-C(=NO-n-C3H7)-CH3
328 ' 4-C(=NO-n-C3H7)-CH3 .
329 2-C (=NO-i-C3H7)-CH3 .
330 3-C (=NO-i-C3H7) -CH3
331 4-C (=NO—i-C3H7)-CH3
332 2-C(=N0-Allyl)-ČH3
333 3-C(=NO-Ally1)-CH3
334 4-C(=NO—Ally 1)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C (=NO-trans-Chlorállyl.)-CH3
337 4-C(=NO-trans-Chlorállyl)-CH3
338 2-C(=NO-Propargy 1)-CH3
339 3-C(=NO-Propar gyl)-CH3
340 4-C(=NO-Propargy 1)-CH3
341 2-C(=NO-n-C4H9)-CH3
342 ‘ 3-C (=NO-n-C4Hg) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-CeHs)-CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-CSH5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2Hs
349 2—CH3—4-CH=NO—n—C3H7
350 2-CH3-4-CH=NO-Í-C3H7
-232CZ 288922 B6
Číslo Xm
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2Hs)
358 2-CH3-4- {CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- {C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4-(CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3} 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6 h5
385 4-C6H5
386 2-(2'-F-C6H4)
-233 CZ 288922 B6
Číslo
387 2-(3'-F-C6H4)
388 2-(4'-F-CgH4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4)
398 3-(2'-C1-C6H4)
399 3-(.3 '-C1-CšH4)
400 3-(4'-Cl-C6H4)
401 4-(2'-C1-C6H4) .
402 4-(3'-Cl-C6H4)
403. 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2- (4 ’-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4- (3 '-CH3-C6H4)
413 4- (4' -CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2- (3' -CH3-CO-C6H4)
416 2- (4 '-CH3-CO-C6H4)
417 3-(2'~CH3-CO-CgH4)
418 3- (3 '-CH3-CO-C6H4)
419 3- (4 ’-CH3-CO-C6H4)
420 4- (2 '-CK3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4- (4' -CH3-CO-C6H4)
423 2- (2 ' - (CH3-C (=NOAllyl)) -C6H4)
-234CZ 288922 B6
Číslo Xm
424 2-(3(CH3-C(=NQAllyl))-CeH4)
425 2- (4' - (CH3-C (=N0Allyl)) -C6H4)
426 3-(2(CH3-C(=NQAllyl) )-C6H4)
427 3-(3'-(CH3-C (=NQAllyl)) -C6H4)
428 3-(4'- (CH3-C (=NOAllyl))-C6H4)
429 4- (2'- (CH3-C (=NQAllyl)) -C6H4)
430 4- (3 (CH3-C (=NOAllyl)) -C6H4)
431 4-(4' - (CH3-C (=NQAllyl))-C6H4)
432 2- (2' -CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2-(4'-CH3O2C-C6H4)
435 3-(2'-CH3O2C-C6H4) ·
436 3-(3'-CH3O2C-C6H4)
437 -- 3- (4 '-CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 4-(3'-CH3O2C-C6H4)
440 . 4- (4 '-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 2-(3'-CH3O-C6H4)
443 2- (4CH3O-C6H4)-
444 3-(2'-CH3O-C6H4)
445 3- (3 '-CH3O-C6H4)
446 3-(4'-CH3O-C6H4) x
447 4- (2 ’-CH3O-C6H4)
448 4-(3'-CH3O-C6H4)
449 4- (4 '-CH3O-C6H4J
450 2- (2 '-O2N-C6H4)
451 · 2-(3'-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3’’-O2N-CeH4)
455 3-(4'-O2N-C6H4)
456 4- (2 '-O2N-C6H4)
457 4-{3'-O2N-C6H4)
458 4-(4'-O2N-C6H4)
459 2-(2'-NC-C6H4)
-235CZ 288922 B6
Číslo Xm
460 2-(3'-NC-CSH4)
461 2-(4'-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-CgH4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-CsH4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4) ·
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-CsH4)
473 3-(4'-CF3-C6H4)
474. 4-(2'-CF3-C6H4)
475 4- (3 ’-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3- O-C6H5
476 4- O-C6H5
478 2-0-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
481 3 o(2'-F-C6H4)
482 3-0-(3 '-F-C6H4)
483 3-O-(4'-F-CeH4)
484 4-O-(2'-F-CeH4)
485 4-0-(3'-F-CgH4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-C6H4)
490' 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
-236CZ 288922 B6
Číslo Xm
494 4-O-(2'-Cl-C6H4)
495 4-0-(3 '-Cl-C6H4)
496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2-0- (2 ' -CH3-CO-CsH4 )
507 2-0- (3 ' -CH3-CO-CeH4)
508 · 2-0-(4'-CH3-CO-C6H4)
509 3-0-(2 '-CH3-CO-C6H4)
.510 3-0-(3'-CH3-C0-C6H4)
511 3-0-(4 '-CH3-C0-C6H4)
512 4-0- (2 '-CH3-CO-C6H4)
513 4-0- (3 '-CH3-CO-C6H4)
514 4-0-(4'-CH3-CO-C6H4)
515 2-0- (2 ' - (CH3-C (=N0Allyl)) -C6H4)
516 2-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
517 2- 0-(4 * -(CH3-C (=N0Ally 1)) -C6H4)
518 3-0- (2 ' - (CH3-C (=NQAllyl)) -C6H4)
519 3-0-(3'-(CH3-C(=N0Allyl) )-C6H4)
520 3-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
521 · 4-0-(2'- (CH3-C (=N0Allyl)) -C6H4)
522 4-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
523 4-O-(4'-(CH3-C(=NOAllyl) )-C6H4)
524 2-0-(2' -CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
526 2-O-(4'-CH3O2C-C6H4)
527 3-0- (2 *-CH3O2C-C6H4)
528 3-0-13' -CH3O2C-C6H4)
529 3-0- (4 ' -CH3O2C-C6H4)
-237CZ 288922 B6
Číslo
530 4-0-(2 '-ΟΗ3020-06Η4)
531 4-0-(3' -CH3O2C-CSH4)
532 4-O-(4'-CH3O2C-C6H4)
533 2-o-(2'-CH3O-CeH4)
534 2-O-(3'-CH3O-C6H4)
535 2-0-(4'-CH30-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-0-(3 '-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-0-(3'-CH3O-CgH4)
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4)
543 2-o-(3'-O2N-C6H4) .
544 ' 2-ο-(4'-Ο2Ν-Ο6Η4)
545 3-0-(2'-O2N-C6H4)
546 3-0-(3^0^-06)¼) .
547 3-O-(4'-O2N-C6H4)
548 4 q (2OjN—C6H4)
549 4-0-(3'-02Ν-06Η4)
550 4-0-(4'-02Ν-06Η4)
551 2-0-(2'-NC-CeH4)
552 2-O-(3’-NC-C6H4)
553 2-Ο-(4'-ΝΟ-ΟβΗ4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-0-(2'-NC-C6H4)
558 4-0-(3'-ΝΟ-Ο6Η4)
559 4-0-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 2-O-(3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-O-(3'-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
-238CZ 288922 B6
Číslo Xm
566 4—0-(2CF3—CgH4)
567 4-Ó-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2'
570 2-Pyridyl-3'
571 2-Pyridyl-4'
572 3-Pyridyl-2’
573 3-Pyridyl-3’
574 3-Pyridyl-4·
575 4-Pyridyl-2'
576 4-Pyridyl-3’
577 4-Pyridyl-4'
578 2-Pyrimidinyl-2·
579 2-Pyrimidinyl-3'
580 2-Pyrimidiny Ϊ-4 2,
581 3-Pyrimidíny1-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyriniidinyl-2’
585 4-Pyrimidiny1-3' -
586 4-Pyrimidinyl-4'
587 2-pyrazolyl-l'
58.8 2-Pyrazolyl-3'
589 2-pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 · 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-lsoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-lsoxazolyl-4'
601 3-Isoxazolyl-5'
-239CZ 288922 B6
Číslo Xm
602 4-lsoxazolyl-3'
603 4-lsoxazolyl-4‘
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-lsothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4' .
613 4-Isothiazolyl-5' \
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4’ .. 'r
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2—Oxazoly 1-5' X
626 3-Oxazolyl-2' - 1
627 3-Oxazolyl-4'
628 3-Oxazolyl-5·
629 ’ 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Tniazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2’
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
-240CZ 288922 B6
Číslo Xm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
-241CZ 288922 B6
Tabulka 13
O
I: R- = CH3
II: R1 = CH2-CH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyr,rolyl-3
3 N-CgH5-:Pyrrolyl-3
4 N- (4 · -CH3-CgH4) -Pyrrolyl-3 . .
5 Ň-(3’-CH3-C6H4)-Pyrrolyl-3
6 N- (2 '-CH3-C6H4) -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6h4 ) -Pyrrolyl-3
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4 · -NO2-C6H4) -Pyrrolyl-3
11 N- (3 '-NO2-C6H4) -Pyrrolyl-3
12 N- (2' -NO2-C6H4) -Pyrrolyl-3
13 N- {4 · -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2 · -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3' -C1-C6H4) -Pyrrolyl-3,
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-CgHs-Pyrrolyl-2
22 N- (4 · -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4' - CH3O- C6H4) -Pyrrolyl-2
26 N- (3 '-CH3O-C6H4)-Pyrrolyl-2
-242CZ 288922 B6
Číslo B
27 N- (2 '-CH3O-C6H4)-Pyrrolyl-2
28 N- (4 ' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2 ' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3' -CI-C6H4) -Pyrrolyl-2
36 N- (2'-C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-i2 ' \ '
39 5-C6H5-Furyl-2-
40 5- (4 · -CH3-C6H4) -Furyl-2
41' 5- (3' -CH3-C6H4) -Furyl-2
42 5-(2'-CH3-C6H4)-Furyl-2 .
43 5- (4' -CH3O-C6H4) -Fůry 1-2
44 5- (3' -CH3O-C6H4) -Furyl-2
45 5- (2 * -CH3O-C6H4)-Furyl-2
46 5- (4 * -NO2-C6H4) -Furyl-2
47 5- (3' -NO2-C6H4) -Furyl-2
48 5- (2' - N02-C6H4) -Furyl-2
49 5- (4' -CN-CsH4 ) -Fůry 1-2
5.0 5-(3'-CN-C6H4)-Furyl-2
51 5- (2' -CN-C6H4) -Furyl-2
52 5-(4'-Cl-CgH4)—Furyl-2
53 5- (3' -C1-C6H4) -Furyl-2
54 5- (2 '-C1-C6H4)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4-(4'-CH3-C6H4)-Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4 '-CH3O-C6H4)-Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4- (2' -CH3O-C6H4)-Furyl-2
-243CZ 288922 B6
Číslo B
63 4 - (4 ' -NO2-C6H4) -Fůry 1-2
64 4- (3 '.-NO2-C6H4) -Furyl-2
65 4- (2' -NO2-CeH4) -Furyl-2
66 4-(4 '-CN-CeHí)-Furyl-2
67 4-(3'-CN-C6H4)-Furyl-2
68 4-(2 '-CN-C6H4)-Furyl-2
69 4-14' -C1-C6H4) -Furyl-2
70 4- (3' -C1-C6H4) -Furyl-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thieny1-2
74 5-CgH5-Thienyl-2
5-(4'-CH3-C6H4)-Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 .. 5- (2'-CH3-C6H4) -Thieny 1-2 '
78 5- (4'-CH3O-C6H4)-Thienyl-2 .
79 5-(3'-CH3O-C6H4)-Thienyl-2
80 5-(2'-CH3O-C6H4)-Thienyl-2
81 5- (4' —NO2-C§H4) -Thienyl-2
82 5- (3' - NO2- CgH4) -Thienyl-2
83 5- (2' -NO2-C6H4) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2
85 . 5- (3' -CN-C6H4) -Thieny 1-2
86 5- (2 · -CN-C6H4) -Thienyl-2
87 5-(4'-Cl-CgH4)-Thieny 1-2
88 5- (3' —Cl—C6H4) -Thienyl-2
89 5- (2' -C1-C6H4) -Thienyl-2
90 4-CH3-Thieny 1-2
91 4-CeH5-Thienyl-2
92 4- (4 '-CH3-C6H4) -Thienyl-2
93 4- (3 ’ -CH3-C6H4) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2' -CH3O-C6H4) -Thienyl-2
98 4- {4' -NO2-C6H4) -Thienyl-2
-244CZ 288922 B6
Číslo B
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- {2 ' -NO2-C6H4) -Thienyl-2
101 4- (4 ’ -CN-C6H4) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4- {2 ' -CN-C6H4) -Thienyl-2
104 4- (4' -CI-C6H4) -Thienyl-2
105 4-(3'-C1-C6H4)-Thienyl-2
106 4- (2 ' - Cl- C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- (3' -CH3-C6H4) -Thienyl-3
112 5-(2'-CH3-C6H4)-Thienyl-3
113 .> 5- (4 '--CH3O-C6H4) -Thienyl-3
114 5-(3'-CH3O-C6H4)-Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienýl-3
116 5-(4'-NO2-C6H4)-Thienyl-3 .
117. 5-(3'.-NO2-C6H4)-Thienyl-3
118 5- (2 ' -NO2-C6H4) -Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 7 5- (3 ’ -CN-C6H<) -Thienyl-3 '
121 5- (2' -CN-~C5H4) -Thienyl-3
122 5-(4'-CI-C6H4)-Thienyl-3
123 5- (3 · -CI-C6H4) -Thienyl-3
124 5- (2' -CI-C6H4)-Thienyl-3
125 Pyrazolyl-4
126 · N-CH3-Pyrazolyl-4
127 N-CgH5-Pyrazolyl-4
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3 '-CH3O-C6H4) -Pyrazolyl-4
133 N-(2'-CH3O-C6H4)-Pyrazolyl-4
134 N- (4'- NO2-C6H4) -Pyrazolyl-4
-245CZ 288922 B6
Číslo B
Ϊ35 N- (3 '-NO2-C6H4)-Pyrazolyl-4
136 N- (2' -no2-C6H4 ) -Pyrazolyl-4
137 N- (4' -CN-CSH4) -Pyrazolyl-4
138 N- (3 ' -CN-C6H4) -Pyrazolyl-4
139 N- (2 ’ -CN-C6H4) -Pyrazolyl-4
140 N— (4' -CI-C6H4) -Pyrazolyl-4
141 N-(3 '-CI-C6H4)-Pyrazolyl-4
142 N- (2' -CI-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazoly1-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4' —CH3—C5H4) -N-Methylpyrazolyl-4
146 3- (3' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3 — (2 * -CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-C6H4) -N-Methy lpyrazoly 1-4
149 . 3- (3' -CH3O-Č6H4) -N-Methylpyrazólyl-4
150 3-(2'-CH3O-C6H4)-N-Methylpyrazolyl-4 .
151 3 — (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3- (3 '-NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2 '-NO2-C6H4) -N-Methylpyrazolyl-4
154 3- (4' -CN-Č6H4) -“N-Methylpyrazolyl-4
155 3- (3' -CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -Cl-CeH4) -N-Methylpyrazolyl-4
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3- (2' -CI-C6H4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6Hs-Isoxazolyl-5
163 3- (4 CH3—CgH4) -Isoxazolyl-5
164 3- (3 '-CH3-C6H4) -Isoxazolyl-5
165 3- (2' -CH3-C6H4) -Isoxazolyl-5
166 3- (4' -CH3O-CeH4) -Isoxazolyl-5
167 3- (3 '-CH3O-C6H4)-Isoxazolyl-5
168 3- (2 '-CH3O-C6H4)-Isoxazolyl-5
169 3- (4 '-NO2-C6H4) -Isoxazolyl-5
170 3- (3 '-NO2-C6H4) -Isoxazolyl-5
-246CZ 288922 B6
Číslo B
171 3- (2 '-NO2-C6H4)-Isoxazolyl-5
172 3- (4' -CN-C6H4) -Isoxazolyl-5
173 3- (3' -CN-CgHí) -lsoxazolyl-5
174 3- (2' -CN-C6H4) -Isoxazolyl-5
175 3- (4' -CI-C6H4) -Isoxazolyl-5
176 3- (3' -CI-C6H4) -Isoxazolyl-5
177 3- (2'-CI-C6H4) -lsoxazolyl-5
178 4-Chlorisoxazoíyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6Hs-4-Chlorisoxazolyl-5
181 3- (4 '-CH3-C6H4)-4-Chlorisoxazolyl-5
182 3- (3 '-CH3-C6H4) -4-Chlorisoxazolyl-5
183 .3-(2' -CH3-C6H4) -4-Chlorisoxazolyl-5
184 3- (4' -CH3O-CeH4) -4-Chlorisoxazolyl-5
185 . 3- (3' -CH3O-C6H4) -Á^Chlorisoxazolyl-S
186 3- (2 '-CH3O-C6H4) -4-Chlorisoxazolýl-5
187 3- (4' —ΝΟ2—CgH4) -4-Chlorisoxazolyl-5
188 3- (3 '-NO2-C6H4 )-4-Chlorisoxazolyl-5
189 3- (2 ·-NO2-C6H4) -4-Chlorisoxazolyl-5 .
190 3- (4' -CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2' -CN-CeH4) -4-Chlorisoxazolyl-5
193 3- (4 '-Cl-C6H4)-4-Chlorisoxazolyl-5
194 3-13' -CI-C6H4) -4-Chlorisoxazoly 1-5
195 3- (2' -CI-C6H4) -4-Chlorisoxazoly 1-5
196 Isoxazolyl-3 j - .
197 5-CH3-Isoxazolyl-3
198 · 5-C6H5-Isoxazolyl-3
199 5- (4 '-CH3-C6H4)-Isoxazolyl-3
200 5- (3' -CH3-CeH4) -Isoxazolyl-3
201 5- (2' — CH3—C5H4) -Isoxazolyl-3
202 5- (4' —CH3O—C5H4) -Isoxazolyl-3
203 5- (3' -CH3O-C6H4) -Isoxazolyl-3
204 5- (2' -CH3O-CeH4) -Isoxazolyl-3
205 5- (4' -NO2-C6H4) -Isoxazolyl-3
206 5- (3' -NO2-C6H4) -Isoxazolyl-3
-247CZ 288922 B6
Číslo B
207 5- (2 '-NO2-C6H4) -Isoxazolyl-3
208 5- (4' -CN-CgHí)-Isoxazolyl-3
209 5-(3 '-CN-C6H4)-Isoxazolyl-3
210 5- (2' -CN-CgHí) -lsoxazolyl-3
211 5-(4/ -Cl-CgHí) -Isoxazolyl-3
212 5-(3 '-Cl-CgH4)-Isoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3- (4' -CH3-C6H4) -Isothiazoly1-5
218 · 3- (3 '-CH3-C6H4).-Isothiazoly 1^5
219 3- (2 '-CH3-C6H4) -Isothiazolyl-5
220 •3- (4' -CH3O-C6H4)-Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -Isothiazolyl-5
222 3- (2 '-CH3O-C6H4) -Isothiazolyl-5
223 3- (4 '-NO2-CeH4) -Isothiazolyl-5
224 3-(3'-NO2-CgH4)-lsothiazolyl-5
225 3- (2 '-NO2-C6H4) -Isothiazoly 1-5
226 3- (4' -CN-C6H4 ) -Isothiazolyl-5
227 3- (3 '-CN-Cgfy)-Isothiazolyl-5
228 3- (2' -CN-C6H4) -Isothiazolyl-5
229 3- (4'-CI-C6H4)-Isothiazolyl-5
230 3-(3'-CI-C6H4)-Isothiazolyl-5
231 3- (2' -CI-C6H4) -Isothiazolyl-5 λ
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 ' 2-CgH5-Oxazolyl-4
235 2- (4' -CH3-C6H4) -Oxazolyl-4
236 2- (3' - CH3- C6H4) -Oxazolyl-4
237 2- (2' -CH3-C6H4) -Oxazolyl-4
238 2-(4'-CH3O-C6H4)-Oxazolyl-4
239 2- (3' -CH3O-CSH4) -Oxazolyl-4
240 2 - (2' -CH3 O-CgH4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxazolyl-4
-248CZ 288922 B6
Číslo B
243 2- {2 ' -NO2-C6H4) -Oxazolyl-4
244 2- (4'-CN-CgH4) -Oxazolyl-4
245 2- (3 ' -CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-CgH4) -Oxazolyl-4
247 2-(4 '-C1-C6H4) -Oxazolyl-4
248 2- (3' -Cl-CgH4) -Oxazolyl-4
249 2- {2 · -CI-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CgHs-Thiazolyl-4
253 2- (4'—CH3—CgH4) -Thiazolyl-4
254 2- (3'-CH3-CgH4) -Thiazolyl-4 .
255 2- (2'—CH3—CgH4) -Thiazolyl-4
256 2- (4'-CH3O-C6H4JrThiazolýl-4
267 2-(3'-CH3O-CgH4y-Thiazolyl-4 ...
258 2- (2'-CH3O-tgH4) -Thiazolyl-4
259 2— (4' -NO2- CgH4) -Thiázolyl-4
260 2- (3' - NO2- CgH4) -Thiazolyl-4
261 2- (2 · -NO2-C6H4) -Thiazolyl-4
262 2- (4' -CN-C6H4) -Thiazolyl-4
263 2- (3' -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2- (4'—Cl—CeH4) -Thiazolyl-4
266 2-(3'-CI-C6H4)-Thiazolyl-4
267 2- (2' TCI-C6H4) -Thiazolyl-4
268 N—CH3—1,2,4-Triazolyl-5
269 3-CH3-N-CH3-l, 2,4-Triazolyl-5
270 · 3-C6H5-N-CH3-l, 2,4-Triazolyl-5
271 3- (4'—CH3—CgH4) —N—CH3—1,2,4-Triazolyl-5
272 3- (3' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2 ' -CH3-CgH4) —N—CH3—1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) —N—CH3—1,2,4-Triazoly1-5
275 3- (3' -CH3O-CgH4) —N—CH3—1,2,4-Triazoly1-5
276 3- (2' -CH3O-CgH4) -N-CH3-1,2,4-Triazóly 1-5
277 3- (4 '-NO2-CgH4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3'-NO2-CgH4) -N-CH3-1,2,4-Triazolyl-5
-249CZ 288922 B6
Číslo’ B
279 3- (2 ' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4'-CN-C6H4)-N-CH3-1,2,4-Triazolyl-5
281 3- (3 '-CN-C6H4) -N-CH3-1,2.4-Triazolyl-5
282 3- (2 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3'-C1-C6H4) -N-CH3-1,2,4-Triazolyl-5.
285 3- (2 ' - Cl- C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-I,3,4-Oxadiazolyl-2
288 5-C6H5-1,2,3-Oxadiazolyl-2
289 5- (4' -CH3-CgH4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-CeH4 ).rl, 3,4-Oxadiazoly 1-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
292 5- (4' - CH3O—CgH4 )-1,3,4-0xadiazolyl-2
293 5-(3'-CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2' —CH3O—CgH4 )-1,3,4-Oxadiazoly 1-2
295 5- (4'—NO2—CeH4) -1,3,4-Oxadiazoly 1-2
296 5- (3 '-NO2-C6H4)-1,3,4-Oxadiazoly 1-2
297 5- (2' -NO2-C6H4) -1,3,4-Oxadiazoly 1-2
298 5- (4' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-CgH4 )-1,3,4-Oxadiazoly1-2
300. 5- (2' —CN—CgH4 )-1,3,4-Oxadiazoly 1-2 ·
301 5- (4' - Cl-C6H4 )-1,3,4-Oxadiazoly 1-2
302 5— (3' -Cl-CsH4 )-1,3,4-Oxadiazoly 1-2
303 5- (2' -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazolyl-3
305. 5-CH3-l,2,4-Oxadiazoly 1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' —CH3—CgH4 )-1,2,4-Oxadiazoly 1-3
308 5- (3' - CH3- CgH4 )-1,2,4-Oxadiazoly 1-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' -CH3O-CgH4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-CsH4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4 · -NO2-C6H4) -1,2,4-Oxadiazoly 1-3
314 5- {3' -NO2-CgH4 )-1,2,4-Oxadiazolyl-3
-250CZ 288922 B6
Číslo B
315 5- {2' -NO2-C6H4 )-1,2,4-Oxadiazoly1-3
316 5- (4' -CN-CgHí )-1,2,4-Oxadiazoly1-3
317 5- (3 '-CN-CgHí )-1,2,4-Oxadiazolyl-3
318 5- (2'-CN-C6H4 )-1,2,4-Oxadiazoly1-3
319 5- (4'-CI-C6H4 )-1,2,4-Oxadiazoly1-3
320 5- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly 1-5
323 3-CH3-I,2,4-Oxadiazolyl-5
324 3-C6H5-1,2,4-Oxadiazoly 1-5
325 3- (4 ’ -CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
326 3-(3'-CH3-C6H4)-1,2,4-Oxadiazoly 1-5 .
327 3- (2'-C3i3-C6H4)-1,2,4-Oxadiazolyl-5
328 3- (4' - CH3O-C6H4 )-1,2,4-Oxadiazoly1-5
329 3- (3 '-CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2'-CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-C6H4) -1,2,4-Oxadiazoly 1-5
335 3- (3 ' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly1-5
337 3- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3-(3'-C1-C$H4 )-1,2,4 -Oxadiazoly 1- 5
339 3- (2' -CI-Č6H4 )-1,2,4-Qxadiazolyl-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazoly 1-3
342 5-CgH5-l, 2,4-Thiadiazoly 1-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3 · -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3 .
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4 · -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
348 5- (2' -CH3O-CeH4 )-1,2,4-Thiadiazolyl-3
349 5- (4 '-NO2-CgH4) -1,2,4-Thiadiazoly 1-3
350 5- (3 '-NO2-C6H4 )-1.2,4-Thiadiazoly 1-3
-251 CZ 288922 B6
Číslo B
351 5- (2 '-NO2-CgH4)-1,2,4-Thiadiazoly 1-3
352 5- {4' -CN-CgH4 )-1,2,4-Thiadiazoly 1-3
353 5-(3'-CN-CgH4 )-1,2,4-Thiadiazolyl-3
354 5-(2'-CN-CgH4)-l, 2,4-Thiadiazolyl-3
355 5 —(4'-Cl-CgH4 )-1,2,4-Thiadiazoly1-3
356 5-(3'—Cl—CgH4)-1,2,4-Thiadiazolyl-3
357 5-(2'—Cl—CgH4 )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 5-CgHs-l, 3,4-Thiadiazolyl-2
361 5- (4' -CH3-CgH4 )-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-CgH4 )-1,3,4-Thiadiazoly 1-2
3-63 5- (2' -CH3-CgH4) -1,3,4-Thiadiazoly 1-2
364 5- (41 -CH3O-C6H4) -1,3,4-Thiadiazolyl-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4' -NO2-C$H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-CgH4 )-1,3,4-Thiadiazolyl-2
369 5- (2' - NO2- CgH4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-CgH4 )-1,3,4-Thiadiazolyl-2
371 5— (3' -CN-CgH4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' —CN—CgH4 )-1,3 ^i-Thiadi^zolyl-Ž
373 5- (4' -Cl-CgH4 )-1,3,4^-Thiadiazolyl-2
374 5-(3'-Cl-CgH4 )-1,3,4-Thiadiazolyl-2
375 5-(2'-Cl-CgH4 )-1,3,4-Thiadiazoly1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazin.yl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
-252CZ 288922 B6
Tabulka 14
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. Sloučenina iH-NMR (ppm)
1 A XCH3 h3cx Y ox 0 3,8 (s, 3H) ; 3,75 (s, 3H)
2 h3c Y 0 0 - 3,8 (2s, 2 x 3H)
3 013 -CH3 L·, 0 H3Cx Y '0* * 0 3,8 (s, 3H); 3,75 (s, 3H) .
4 ζλ» ’AfvV 0 3,95 (q, 2H, J = 7,5 Hz) ; 3,8 (s, 3H) X
5 Qc· 3C Y o 4,05 (q, 2H, J = 7,5 Hz); 3,85 <s, 3H)
6 CH3 0 4,0 (q, 2H, J = 7,5 Hz); 3,8 (s, 3H)
-253CZ 288922 B6
ČÍS. Sloučenina -H-NMR (ppm)
7 CH3 , 0 CH3 3,8 (s, 3H); 3,75 (s, 3H)
8 ™3 η^Ύ'ο'“3 ^ch3 0 3,8 (s, 3H); 3,75 (s, 3H)
9 .· HsC^y-O-“’ p 3,85 (s, . 3H); 3,8 (s, 3H)
10 <7, ™3 ν^'Αι hsc-VV“’ 0 ·0 1 4,0(s,3H); 3,8(s,3H), 3,75(s,3H)
11 CH3 0*3 - X ^CH3 -CH3 H3C Y 0 ^lí 0 n\oz-X>CH2 3,8 (S, 3H); 3,75 (s, 3H)
12 Η3εχΟγΝ'*ο^σϊ3 0 o 3,8 (s, 3H); 3,75 (s, 3H)
-254CZ 288922 B6
ČÍS. Sloučenina 1 H-NMR (ppm)
13 013 η,οΎ'ο'0113 Μ1 o α 3,8 (S, 3H); 3,75 (s, 3H)
14 013 ^Ý^CHf'Níí^V^S h^V*3 ^Αα o 3,8 (S, 3H); 3,75 (s, 3H) 66
15 AAcH3 0 - t . 3,8 (s, 3H); 3,7S (S, 3H)
16 013 4,0(q,2H, J=7,5Hz); 3,8(s,3H)
17 P-Vy“ H3CO2C 0 3,8 (2s, je 3H)
18 013 W 3,8 (2s/každý; 3H)
19 9-γν XN Ch3 N< N H3CO2C 0 | CHj 3,8 (s, 3H); 3,75 (S, 3H)
-255CZ 288922 B6
Čís. Sloučenina 1H-NMR (ppm)
20 ^n ch3 U] h3co2c ° 3,8 (s, 3H) ; 3,75-(s, 3H)
21 Υ-°γ\_/λ\ /N Ch3 \_J H3CO2C 0 N 3,8 (s, 3H); 3,75 (s, 3H)
22 CH3 N--- H3CO2C 0 T 1 3,8 (s, 3H); 3,75 (s, 3H)
23 Οί3 H3CO2C ° 3,8 (s, 3H); 3,75 (s, 3H)
24 CH3 fe>'CC. H3CO2C 0 3,8 (s, 6H)
25 HsCChC 0 3,75 (2s, každý, 3H)
26 * /N CH3 N N H3CO2C 0 | ch3 3,8 (s, 3H); 3,75 (s, 3H)
-256CZ 288922 B6
ČÍS. Sloučenina -H-NMR (ppm)
27 ^n ch3 OJ H3CO2C ° 3,8 (s, 3H); 3,75 (s, 3H)
28 'kxr« H3CO2C ° \=/ 3,8 (s, 3H); 3,75 (s, 3H)
29 Ch3 .. N H3CO2C 0 s 1 11 . 3,8. (s, 3H) ; 3,75 (s? 3H) ‘
30 k-Ty- Λη'“3 H3CO2C ° 3,8 (s, 6H)
-257CZ 288922 B6
Tabulka 52
Vybrané fyzikální hodnoty jednotlivých sloučenin
Čís. Xm T.t. (•C) íh-nmr (ppm) nebo IČ (cm-1)
1 H . 3,75 (2s, každý 3H)
2 2-CH3 3,75 (2s, každý 3H)
3 3-CH3 3,75 (2s, každý 3H)
4 2,4-(CH3)2 3,75 (2s, každý 3H)
5 4-C2H5 3,75 (2s, každý 3H)
6 4-Í-C3H7 3,75 (2s, každý 3H)
7 4-t-C4Hg 3,75 (2s, každý 3H) .
8 3,4-(CH3)2 3,75 (2s, každý 3H)
9 3-C1 3,75 (2s, každý 3H)
10 3-Br 3,75 (2s, každý 3H)
11 3-CF3 3,75 (2s, každý 3H)
12 4-Br 3,75 (2s, každý 3Hj
13 4-F - - 3,75 (2s, každý 3H)
14 4-CF3 3,75 (2s, -každý 3H)
15 4-OCH3 3,8 (S, 3H); 3,75 (2s, každý 3H)
16 4-CN 3,75 (2s, každý 3H)
17 3-CH3-4-O-i-C3H7 3,75 (2s, každý 3H)
18 . 3,4-Cl2 3,75 (2s, každý 3H)‘
19 3-CH3-4-OCH3 3,85 (S, 3H); 3,75 (2s, každý 3H)
20 4-NO2 112
21 3,5-(CH3)2 3,75 (2s, každý 3H)
22 3-CH3-4-CI 3,75 (2s, každý 3H)
23 3-Cl-4-CH3 3,75 (2s, každý 3H)
-258CZ 288922 B6
Tabulka 53
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. Xm T.t. (’C) 1H-NMR (ppm) nebo IČ (cm-1)
1 2-CH3-4-C (CH3) =N-O-C2H5 3,8 (s, 3H); 3,75 (s, 3H)
2 2-CH3-4-C(CH3)=N-O(trans-CH2-CH=CHCl) 3,8 (s, 3H); 3,75 (s, 3H)
3 2,5- (CH3) 2-4-C (CH3) =N— OCH3 3,95 (s, 3H); 3,8 (s, 3H): 3,75 (s, 3H)
4 2,5- (CH3).2-4-C (CH3) =Noc2h5 ·' 3,8 (S, 3H); 3,75 (s, 3H) ,
5 2,5- (CH3) 2-4-C (CH3) =N-0 - (trans-CH2-CH=CHCl) 3,85 (s, 3H); 3,75 (s, 3H)
6 2-CH3-4-C (C2H5) =n-och3 3,95 (S, 3H); 3,8 (s, 3H); 3,75 (s, 3H)
7 2—CH3—4-C (C2H5) =No-c2h5 3,8 (S, 3H); 3,75 (s, 3H)
8 2-CH3-4-C (C2H5) =N-O-A1Íyi 3,8 (S, 3H); 3,75 (S, 3H)'
9 2-CH3-4-C (C2H5) =N-O- (tr ans-CH2-CH=CHCl) 3,8 (S, 3H); 3,75 (S, 3H)
10 2,5- (CH3) 2-4-C (C2H5) =NOCH3 ' ' L 3,95 (S, 3H); 3,8 (s, 3H); 3,75 (s, 3H)
11 2,5- (CH3) 2-4-C (C2H5) =NO-C2H5 3,8 (s, 3H); 3,75 (s, 3H)
12 2,5- (CH3) 2-4-C (C2H5) =NO-Allyl 3,8 (s, 3H>; 3,75 (s, 3H)
13 2-C1 3,8 (s, 3H); 3,75 (s, 3H)
14 4-C1 3,8 (s, 3H); 3,75 (s, 3H)
15 2-CH3-4-Cl 3,8 (s, 3H)S 3,75 (s, 3H)
16 2-CI-4-CH3 3,8 (S, 3H); 3,75 (s, 3H)
-259CZ 288922 B6
Čís. Xm T.t. (•C) iH-NMR (ppm) nebo IČ (cm-1)
17 2-C1-5-CH3 3,8 (s, 3H); 3,75 (s, 3H)
18 2,5-(CH3) 2-4-C(CH3) =NO-Allyl 3,8 (S, 3H); 3,75 (S, 3H)
19 2,5-(CH3) 2-4-C (C2H5) =N0-(trans-CH2-CH=CHCl) 3,8 (S, 3H); 3,75 (s, 3H)
-260CZ 288922 B6
Tabulka 54
H3CO
O
I: R1 = CH3
II: R1 = C2H5
Číslo B
1 2-Pyridyl
2 3 -Tr i f luormet by 1 - 2 -pyr idy 1
3 5-Trifluormethyl-2-pyridyl
4 3,5-Bis.- (crif luormethyl) -2-pyridyl
5 3,5-Dichlor-2-pyridyl
6 3 -Chlor-5-trif luormethyl-2-pyřidyl
7 3,5-Dichlor-2-pyridyl
8 2-Chlor. -4- trif luormethylfeny 1
9 2-Benzothiazolyl
10 5-Chlor — 4-methyl-2-benzimidazolyl
11 2-Benzoxazolyl
12 l-Methyl-5-trifluormethylimidazo[5,4-a]-pyridin-2-yl
13 5-Chlor -2-pyrimidinyl
14 4-Methy 1-5-f enyl-2-thiazolin-2-y 1
15 4 -Methy 1 - 5 - f enyl. - 2 - oxazo lin- 2 -y 1.
16 7-Tr i f luormethy 1-4-chinolinyl
-261 CZ 288922 B6
Tabulka 55
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. Xm T.t.řC) 1 H-NMR (ppm) nebo IČ (cm-1)
1 H 3,75 (s, 3H); 3,65 (s, 3H)
2 4-OCH3 3,8 (S, 3H); 3,75 (s, 3H); 3,65 (S, 3H)
'3 4-CH3 - 3,75 (s, 3H); 3,65 Cs, 3H)
4 - 4-C1 3-,75 (š, 3H); 3,65 (s, 3H)
5 4-CF3 3,75 (s, 3H)z3,65 (s, 3H) -
6 3,5-(CF3)2 3,75 (S, 3H); 3,65 (s, 3H)
7 2,4-C12 3,75 (s, 3H); 3,65 (s, 3H)
8 3,4-Cl2 3,75 (S, 3H); 3,65 (s, ,3H)
-262CZ 288922 B6
Příklad 6
O-Methyl-N-(2-methylfenyl)-N-propionylhydroxylamin (tabulka 21, číslo 1)
a) N-(2-Methylfenyl)-N-propionylhydroxylamin
K 30 g N-(2-methylfenyl)hydroxylaminu (surový produkt, vyroben jak popsal Bamberger a kol. vAnn. Chem. 316, 278 /1901/, obsah přibližně 80%, to znamená zhruba 0,2 mol) v 500 ml methylenchloridu se za teploty 25 až 30 °C postupně přikape 12,5 g (0,135 mol) chloridu kyseliny propionové a 10,7 g (0,135 mol) pyridinu. Reakční směs se míchá za teploty místnosti po dobu 30 minut a poté se směs extrahuje zředěnou kyselinou chlorovodíkovou a vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Dostane se 22,7 g (0,127 mol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá přibližně 63 % teorie.
'H-NMR (CDClj): δ (široký s, 1H, OH), 7,2 (m, 4H, fenyl), 2,4 (s, 3H, CH3), 2,1 (široký q, 2H, CH2), 1,1 (t, 3H, J = 7 Hz, CH3) ppm.
b) O-Methyl-N-(2-methylfenyl)-N-propionylhydroxylamin (tabulka 21, číslo 1)
K míchané směsi 3,4 g (0,14 mol) natriumhydridu ve 150 ml dimethylformamidu se za teploty 25 až 30 °C přikape roztok 22,7 g (0,127 mol) N-(2-methylfenyl)-N-propionylhydroxylaminu (příklad 6a) v 50 ml dimethylformamidu. Po ukončení vývoje plynu (asi za 15 minut) se k reakční směsi přikape 18,4 g (0,13 mol) methyljodidu a reakční směs se míchá za teploty místnosti přes noc. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Dostane se 18 g (0,081 mol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá přibližně 64 % teorie.
'H-NMR (CDClj): δ 7,2 (m, 4H, fenyl), 3,7 (široký s, 3H, OCH3), 2,6 (velmi široký s, 2H, CH2), 2,3 (s, 3H, CH3), 1,2 (široký s, 3H, CH3) ppm.
Příklad 7
O-Methyl-N-(2-brommethylfenyl)-N-propionylhydroxylamin (tabulka 21, číslo 2)
Směs 10 g (51,8 mmol) hydroxylaminového derivátu z příkladu 1, 11 g (61 mmol) Nbromsukcinimidu a 0,1 g azoizobutyrodinitrilu ve 100 ml chloridu uhličitého se vaří pod zpětným chladičem. K reakční směsi se potom přikape brom a vše se znovu vaří pod zpětným chladičem po dobu 2,5 hodiny. Nakonec se reakční směs ochladí na teplotu místnosti, promyje vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Tímto způsobem se dostane 3,4 g (7,9 mmol, což odpovídá přibližně 15 % teorie) O-methyl-N-(2-brommethylfenyl)-d-(a,a-dibrompropionyl)hydroxylaminu, 3,8 g (10,8 mmol, což odpovídá přibližně 21 % teorie) O-methyl-N(2-brommethylfenyl)-N-(a-brompropionyl)hydroxylaminu, 2,3 g (8,5 mmol, což odpovídá přibližně 16 % teorie) sloučeniny pojmenované v nadpise a 3,5 g výchozí sloučeniny, vždy ve formě hnědých olejů.
a) 0-Methyl-N-(2-brommethylfenyl)-N-(a,a-dibrompropionyl)hydroxylamin
-263 CZ 288922 B6 ‘H-NMR: 5 7,55 (m, 1H, fenyl), 7,4 (m, 3H, fenyl), 4,5 (s, 2H, CH2-Br), 3,8 (s, 3H, OCH3), 2,75 (s, 3H, CH3) ppm.
b) 0-Methyl-N-(2-brommethylfenyl)-N-(a-brompropionyl)hydroxylamin ’HNMR: δ 7,5 (široký s, 1H, fenyl), 7,4 (široký s, 3H, fenyl), 5,15 (široký s, 1H, CH-Br), 4,5 (široký dd, 2H, CHj-Br), 3,8 (s, 3H, 0CH3), 1,85 (široký s, 3H, CH3) ppm.
c) 0-Methyl-N-(2-brommethylfenyl)-N-propionylhydroxylamin ’Η-NMR: δ 7,5 (m, 1H, fenyl), 7,35 (m, 3H, fenyl), 4,5 (široký s, 2H, CH2-Br), 3,75 (s, 3H, OCH3), 2,55 (velmi Široký s, CH2), 1,2 (t, 3H, J = 7 Hz, CH3) ppm.
Příklad 8
O-Methyl-N-/2-(2'-methylfenoxymethyl)fenyl/-N-propionylhydroxylamin (tabulka 21, číslo 3)
Roztok 0,4 g (3,7 mmol) o-kresolu v 5 ml dimethylformamidu se uvede do styku s 0,12 g (5 mmol) natriumhydridu. Poté co ustane vývoj plynu, k reakční směsi se přidá 1 g (3,6 mmol) benzylbromidu z příkladu 2c a vše se míchá za teploty místnosti po dobu 2 hodin. Potom se reakční směs zředí vodou a třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se promyjí vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním Činidlem jednou na oxidu hlinitém a jednou na silikagelu. Dostane se 0,4 g (1,33 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá přibližně 37 % teorie.
’Η-NMR (CDC13): δ 7,7 (široký d, 1H, fenyl), 7,35 (m, 3H, fenyl), 7,1 (m, 2H, fenyl), 6,85 (široký t, 2H, fenyl), 5,05 (s, 2H, OCH3), 3,7 (s, 3H, OCH3), 2,55 (velmi široký s, 2H, CH2), 2,3 (s, 3H, CH3), 1,2 (široký t, 3H, CH3) ppm.
Příklad 9
N-Methyl-N'-methoxy-N'-2-methylfenylmočovina (tabulka 21, číslo 5)
a) Fenylester kyseliny N-hydroxy-N-(2-methylfenyl)karbamové
Směs 2,5 g (20 mmol) N-(2-methylfenyl)hydroxylaminu (surový produkt, vyroben jak popsal Bamberger a kol. v Ann. Chem. 316, 278 /1901/), 3,5 g (25 mmol) uhličitanu draselného a 3,5 g (22 mmol) fenylchlorformiátu ve 20 ml dichlormethanu se míchá za teploty místnosti po dobu 2 hodin. Nakonec se reakční směs extrahuje vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 2,0 g (8,2 mmol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá přibližně 42 % teorie.
Teplota tání: 98 °C.
’Η-NMR (CDC13): δ 7 - 7,6 (m, 10H, fenyl, OH), 2,35 (s, 3H, CH3) ppm.
b) Fenylester kyseliny N-methoxy-N-(2-methylfenyl)karbamové
Směs 2,0 g (8,2 mmol) fenylesteru kyseliny karbamové z příkladu 4a, 2 g (15 mmol) uhličitanu draselného a 1,3 g (10 mmol) dimethylsulfátu ve 20 ml acetonu se míchá za teploty místnosti po dobu 3 hodin. Poté se reakční směs filtruje, odpaří a odparek se čistí sloupcovou chromatografií
-264CZ 288922 B6 se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 1,5 g (5,8 mmol) sloučeniny pojmenované v nadpise ve formě bezbarvého oleje, který pomalu krystaluje. Výtěžek odpovídá přibližně 71 % teorie.
Teplota tání: 60 °C.
Ή-NMR (CDC13): δ 7,1 - 7,5 (m, 9H, fenyl), 3,8 (s, 3H, OCH3), 2,4 (s, 3H, CH3) ppm.
c) N-Methyl-N'-methoxy-N'-2-methylfenylmočovina (tabulka 21, číslo 5)
1,5 g (5,8 mmol) fenylesteru kyseliny karbamové z příkladu 4b ve 20 ml 40% vodného roztoku methylaminu se míchá za teploty 50 °C po dobu 1 hodiny. Nakonec se reakční směs ochladí a extrahuje methylenchloridem. Spojené organické fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 0,6 g (3,1 mmol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá přibližně 53 % teorie.
Teplota tání: 99 °C.
’Η-NMR (CDC13): δ 7,2 (m, 4H, fenyl), 5,9 (široký s, 1H, NH), 3,6 (s, 3H, OCH3), 2,9 (d, 3H, J = asi 2 Hz, N-CH3), 2,3 (s, 3H, CH3) ppm.
Příklad 18
N-Methyl-N'-methoxy-N'-/2-(2',5'-dimethylfenoxymethyl)fenyl/močovina
a) Fenylester kyseliny N-methoxy-N-(2-brommethylfenyl)karbamové
Směs 125 g (0,486 mol) methylesteru kyseliny N-methoxy-N-(2-methylfenyl)karbamové (příklad 4b), 88 g (0,494 mol) N-bromsukcinimidu a 1 g azoizobutyrodinitrilu (AIBN) v 800 ml chloridu uhličitého se vaří pod zpětným chladičem po dobu přibližně 12 hodin. Poté se postupně přidá 10 g N-bromsukcinimidu a vše se vaří pod zpětným chladičem další 4 hodiny. Reakční směs se nato extrahuje vodou a roztokem thiosíranu sodného, organická fáze se vysuší síranem hořečnatým a odpaří za sníženého tlaku. Odparek poté co vykrystaluje, promyje se směsí hexanu a methyl-terc.-butyletheru a odsaje dosucha. Získá se 107 g sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 63 % teorie.
*H-NMR (CDC13): δ 7,1 - 7,6 (m, 9H, fenyl), 4,65 (s, 2H, CH2-Br), 3,9 (s, 3H, OCH3) ppm.
b) Fenylester kyseliny N-methoxy-N-/2-(2',5'-dimethylfenoxymethyl)fenyl/karbamové
Směs 7 g (20 mmol) bromidu z příkladu 5a a 3,3 g (22 mmol) jodidu sodného v 50 ml acetonu se vaří pod zpětným chladičem po dobu 30 minut. Vysrážená tuhá látka se nakonec odfiltruje a organická fáze se odpaří za sníženého tlaku. Jako surová látka se dostane jodid odpovídající sloučenině z příkladu 5a, který se bez dalšího čištění použije v následující reakci.
Výše získaná surová látka se rozpustí ve 100 ml dimethylformamidu. Přidají se 3 g (21,6 mmol) uhličitanu draselného a 7,3 g (60 mmol) 2,5-dimethylfenolu a vše se míchá za teploty místnosti přes noc. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-tercbutyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí methylenchloridu a cyklohexanu v poměru 1:2 jako elučním činidlem na oxidu hlinitém. Získá se 7,3 g sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 94 % teorie.
-265CZ 288922 B6 1 H-NMR (CDC13): δ 7,7 (široký d, IH, fenyl), 7 - 7,6 (m, 9H, fenyl), 6,7 (m, 2H, fenyl), 5,2 (s, 2H, 0CH2), 3,85 (s, 3H, OCHj), 2,3 (s, 6H, 2 x CHj) ppm.
c) N-Methyl-N'-methoxy-N'-/2-(2',5'-dimethylfenoxymethyl)fenyl/močovina (tabulka 1, číslo V 71)
Směs 3,4 g (8,8 mmol) fenylesteru kyseliny karbamové z příkladu 5b a 20 ml 40% vodného roztoku methylaminu se míchá za teploty 50 °C po dobu 2 hodin. Reakční směs se potom nechá ochladit a extrahuje methylenchloridem. Organická fáze se odpaří a získaný odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 1 g sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 36 % teorie.
Teplota tání: 101 °C.
'H-NMR (CDClj): δ 7,75 (m, IH, fenyl), 6,6 - 7,4 (m, 6H, fenyl), 6,0 (široký s, NH) 5,15 (s, 2H, OCH2), 3,65 (s, 3H, OCH3), 2,9 (d, 3H, N-CH3), 2,3 (s, 3H, CH3), 2,25 (s, 3H, CH3) ppm.
Odpovídajícím způsobem se mohou vyrobit sloučeniny uvedené v následujících tabulkách. Sloučenina 1.1 z tabulky 15 má například tento vzorec:
CH3——C—O
-266CZ 288922 B6
Tabulka 15
I: R1 = CH3, Z = CH3
II: R1 = CH2-CH3, Z =CH3 III: R1 = CH3, Z = C2H5 IV: R1 = CH2-CH3, Z = C2H5 V: R1 = CH3, Z = NHCH3
VI: R1 = CH2-CH3, Z = NHCH3
ČÍS1O Xm
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2 z
6 2,4,6-F3 . z-
7 2,3,4,5, 6-F5
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 ' 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2.
18- 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-CI4
25 2,3,5,6-Cl4
26 2,3,4,5,6-CI5
-267CZ 288922 B6
Číslo Xm
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 . 2-C1, 3-F
40 2-C1, ’ 4-F
41' 2-C1, 5-F f. 'J
42 2-C1, 6-F .
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F ' · · '
51 2-Br; 4-F x
52 . 2-Br, 5-F
53 . 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
-268CZ 288922 B6
Číslo Xm
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-{CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2 ,
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78. 2,4,5-(CH3)3
79 2,4,6-(CH3)3
.80 3,4,5-(CH3)3
81 2,3,4,6-(CH3) 4
82 2,3,5,6-(CH3) 4
83 2,3,4,5,6- (CH3)5
84 2-C2H5 · · . ,
85 3-C2H5 '
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5)3
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7 ·
94 2-Í-C3H7
95 3-i-C3H7
96 4-í-C3H7
97 2,4-(i-C3H7)2
98 2,6- (i—C3H7) 2
-269CZ 288922 B6
Číslo Xm
99 3,5-(i-C3H7)2
100 2,4,6-(Í-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t—C4H9
105 3-t-C4H9
106 4-t-C4Hg
107 2,3-(t-C4Hg) 2
108 2,4-(t-C4Hg) 2
109 2,5- (t-C4Hg)2
110 2,6-(t-C4Hg)2 . .
111 3,4-(t-C4Hg)2
112 2,4,6-(t-C4Hg) 3
113 4-IX-ČgHig
114 4-n-Ci2H25
115 4-II-C15H31
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropy1)
118 2—t—C4H9, 4-CH3
119 2—t-C4Hg, 5-CH3
120, 2,6- (t—C4H9) 2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-t-C4Hg '
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127. 2,4-(C-C4H9)2» 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CóHn
133 3-cyklo-CeHn
134 4-cyklo-CeHu
-270CZ 288922 B6
Číslo Xm
135 2,4-(cyklo-C6Hn)2, 6-CH3
136 2-CH3, 4-cyklo-G6Hu
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
A47 2-C1, 4-CgHs
148 2-Br, 4-C6H5
149 2-CgH5, 4-Cl
150 2-CgH5, 4-Br ·
151 - 2-CH2CgH5, 4-C1
152 2-CH2CgH5, 4-Br .
153 2-C1, - 4-CH2C6H5
154 2-Br, 4-CH2CgH5
155 2-cyklo-CgHu, 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-C1, 4-cyklo-CgHn ·,
158 2-Br, 4-cyklo-CgHn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 · 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—0—n—C3H7
166 3-O-11-C3H7
167 4-O-11-C3H7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
-271 CZ 288922 B6
Číslo Xm
171 2-O-n-C6Hi3
172 3-O-n-C5Hi3
173 4-O-n-C6H13
174 2—Q—n-CeHi7
175 3-0—n—CaHi7
176 4-O-n-CeHi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2.) 3C6H5
181 3-0- (CH2) 3C6H5
182. 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3 „
185 3-CF3
186 4-CF3
187 2-OCF3-
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2 , - , ,
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 ’ 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3. 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
-272CZ 288922 B6
Číslo Xm
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 . 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F .
222 3-CH3, 4-Br .
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 . 2,6-Br2, 4-CH3
234 · 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
-273CZ 288922 B6
Číslo Xm
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3. 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-C12, 5-NO2 k .
254 2,4-Cl2, 6-NO2.
255 2,6-Cl2, 4-NO2
256 . . 2,5-ΒΓ2, 4-NO2
257 2.6-J2, 4-NO2
258 2-CH3 , 5-Í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5) ·'
265 2-CQ2(n-C3H7)
266 3-ČO2 (n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2 (Í-C3H7)
269 3-CO2(í-C3H7)
270 4-CO2(1-C3H7)
271 2-CO2(n-C6H13)
272 3-CO2 (n-C6H13)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2o(C2H5)
278 3-CH2O(C2H5)
-274CZ 288922 B6
Číslo Xm
279 4-CH2O(C2H5)
280 2-CH2O (II-C3H7)
281 3—CH2O(H—C3H7)
282 4-CH2O (IÍ-C3H7)
283 2-CH2O(Í-C3H7)
284 3-CH2O (Í-C3H7)
285 4-CH2O(Í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3 · '
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO—CH2—CH3
295 2—CO—CH2—CH2—ČH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2—CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4—CO-ČH(CH3)—CH3 -
301 2-Me-4-CHO
302 2—Me—4—CH3—CO
303 2-Me-4-CH3-rCH2-CO''
304 2 -Me-4-CH3 -CH2-CH2-CO
305 2-Me-4-CH3-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3} -CO
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2-C1-4-CH3-CH(CH3)-CO
-275CZ 288922 B6
Číslo Xm
315 2, 5-Cl2-4-CHO
316 2, 5-C12-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CH3) -CO
320 2-C (=NOCH3) -CH3
321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C (=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7)’-CH3
328 4-C (=NO-n-C3H7)-CH3 .
329 2-C (=NO-i-C3H7) -CH3
330 3-C (=NO-i-C3H7) -CH3
331 4-C (=NO-i-C3H7) -CH3
332 2-C(=NO-Allyl)-CH3
333 3-C (=NÓ-Allyl) -CH3
334 4-C (=NO-Allyl)-CH3
335 2-C (=NO-trans-Chlorallyl) -CH3
336 3-C(=NO-trans-Chlorallyl)-CH3.
337 4-C(=NO-trans-Chlorallyly-CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2 —C (=NO-n-C4H9) -CH3
342 3 -C (=NO-n-C4Hg) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6HS) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-i-C3H7
-276CZ 288922 B6
Číslo Xm
351 2-CH3-4-CH=NO-Allyl
352 2—CH3-4-CH=NO— (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4Hg
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-i-C3H7)
360 2-CH3-4-(CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2—CH3-4~(CH3—C=NO—Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H9)
364 ' 2-CH3-4- (CH3-C=NQ-CH2-C6H5) ·
365- 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5) .
367 2-CH3—4-(C2Hs—C=NO—n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5~C=NO-trans-Chlorallyl)
371 2-CH3-4- {C2H5~C=NO-Propargyl)
372 2-CH3-4- (C2Hs-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5-(CH3) 2-4-(CH3-C=NOCH3)
375 2,5- (CH3) 2-4-(CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7.)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlořallyl)
380 . 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4Hg)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4-C6H5
386 2-(2'-F-C6H4)
-277CZ 288922 B6
Číslo Xm
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2- (2 '-C1-C6H4)
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4) .
398 3-(2 ’-Gl-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 . 4-(2'-Cl-C6H4) ' .
402 4- (3 '-C1-C6H4)
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2-(4'~CH3-CgH4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4) .
410 3-(4 ’-CH3-C6H4)
411 4- (2 '-CH3-C6H4)
412 4-13'-CH3-C6H4) ·
413 4- (4 CH3—C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-CgH4)
416 2- (4 '-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3-(3'-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4- (4 '-CH3-CO-C5H4)
423 2-(2 ' - (CH3-C (=N0Allyl))-C6H4)
-278CZ 288922 B6
Číslo Xm
424 2- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
425 2- (4' - (CH3-C (=NOAlly1)) -C6H4)
426 3- (2 ' - (CH3-C (=N0Allyl)) -C6H4)
427 3-(3(CH3-C(=NOAllyl) )-C6H4)
428 3- {4 ' - (CH3-C(=N0Allyl)) -C6H4)
429 4-(2'-(CH3-C(=NOAllyl) )-C6H4)
430 4-(3(CH3-C(=NOAllyl) )-CgH4)
431 4- (4 (CH3-C (=N0Allyl) )-C6H4)
432 2-{2'-CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4)
434 2- (4 '-CH3O2C-C6H4) ·
435 3-(2'-CH3O2C-C6H4) -
436 3-(3'-CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4- (2 ’-CH3O2C-C6H4) ·
439 4-.(3'-CH3O2C-C6H4) · '
440 4- (4 ’ -CH3O2C-C6H4)
441 2- (2 ' -CH3O-C6H4)
442 2-(3'-CH3O-C6H4)
443 2- (4 ' -CH3O-C6H4)
444 3-(2'-CH3O-C6H4)
445 3-(3--0^0-06¾)
446 3- (4 ' -CH3CFC6H4)
447 4- (2 ’ -ΟΗ3Ο-Ο6Η4)
448 4- (3 '-CH3O-C6H4)
449 4- (4 '-CH3O-C6H4)
450 2-(2--O2N-C6H4)
451 · 2-(3'-02Ν-06Η4)
452 2- (4' -Ο2Ν-0εΗ4)
453 3- (2 '-Ο2Ν-0εΗ4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4- (2 '-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4- (4 '-O2N-C6H4)
459 2-(2'-NC-C6H4)
-279CZ 288922 B6
Číslo Xm
460 2-(3'-NC-C6H4)
461 2-(4 '-NC-CgH4)
462 3-(2'-NC-CeH4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2’-CF3-C6H4)
475 4-(3CF3—CgH4)
476 4-(4z-CF3-C6H4)
477 2-O-C6H5
475 3- O-C6H5
476 4- O-C6H5
478 2-o-(2'-F-C6H4)
479 2-o-(3'-f-C6H4)
480 2-o-(4'-F-C6H4)
481 3 O(2'-F-C6H4)
482 3-O-(3'-F-C6H4)
.483 3-O-(4'-F-C6H4)
484 4-O-(2'-F-C6H4)
485 . 4 O-(3'-f-C6H4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
-280CZ 288922 B6
Číslo Xm
494 4-O-(2'-Cl-C6H4)
495 4-O-(3’-Cl-C6H4)
496 4-0-(4'-Cl-CgH4)
497 2-O-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-o-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3-0-(3'-CH3~CgH4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0-(3'-Οί3-06Η4)
505 4-O-(4’-CH3^e6H4)
506 2-0- (2 · -CH3-CO-C6H4)
507 2-0-(3 '-CH3-CO-CeH4)
508 2-0-(4'-CH3-CO-C6H4) z
509 3-0- (2 CH3-CO—CgH4)
510 3-0- (3 '-CH3-CO-C6H4)
511 3-0- (4 ' -CH3-CO-CgH4).
512 4-0- (2' -CH3-CO-C6H4)
513 4-0- (3 ' -CH3 -CO-C6H4)
514 4-0- (4 ' -CH3-CO—CeH4)
5-15 2-0- (2'- (CH3-C (=N0Allyl)) -C6H4)
516 2-0-(3' - (CH3-C (=N0Allyl))-C6H4)
517 2-0- (4 ' - (CH3-C (=NQAllyl)) -C6H4)
518 3-0-(2(CH3-C (=N0Allyl))-CgH4)
519 3-0-(3 '- (CH3-C (=NQAllyl))-CgH4)
520 3-0- (4' - (CH3-C (=N0Allyl)) -C6H4)
521 4-0-(2(CH3-C (=N0Allyl))-C6H4)
522 4-0-(3'- (CH3-C (=NQAllyl)) -C6H4)
523 4-0-(4 ' - (CH3-C (=N0Allyl))-C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-0- (3 '-CH3O2C-C6H4)
526 2-o-(4'-CH3O2C-C6H4)
527 3-0- (2' -CH3O2C-C6H4)
528 3-O-(3'-CH3O2C-C6H4)
529 3-0-(4 ’-CH3O2C-CgH4)
-281 CZ 288922 B6
Číslo Xm
530 - 4-O-(2'-CH3O2C-C6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-O-(4'-CH3O2C-C6H4)
533 2-0-(2'-CH30-C6H4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-0-(3 '-CH3O-CgH4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-0-Í4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4) ’
543 2-O-(3'-O2N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-0-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-O-(3’-O2N-C6H4)
550 4-0- (4 ’-O2N-C6H4) ,
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-CeH4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4) -
556 3-O-(4'-NC-C6H4)
557 4-0-(2'-NC-CgH4)
558 4-O-(3'-NC-CSH4)
559 4-O-(4'-NC-CsH4)
560 2-O-(2’-CF3-C6H4) '
561 2-0- (3 '-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-O-(3'-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
-282CZ 288922 B6
Číslo Xm
566 4-O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-0-(4'-CF3-CgH4)
569 2-Pyridyl-2·
570 2-Pyridyl-3’
571 2-Pyridyl-41
572 3-Pyridyl-2’
573 3-Pyridyl-3·
574 3-Pyridyl-4·
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-4'
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3’
580 2-Pyrimidinyl-4·
581 3-Pyrimidinyl-2?
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-lsoxazolyl-4'
601 3-Isoxazolyl-5'
-283CZ 288922 B6
Číslo Xm
602 4-Isoxazolyl-3'
603 4-lsoxazolyl-4'
604 4-lsoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4’
613 4-Isothiazolyl-5'
614 2-Imidazoly 1-1
615 2-Imidazolyl-2
616 2-imidazoly ly-4' ' ’
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 . 4-lmidazolyl-l'
621 4-Imidazolyl-2'
622 4-lmidazolyl-4'
623 2-Oxazolyl-2’
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
-284CZ 288922 B6
Číslo Xm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4’
640 4-Thiazolyl-5'
641 2—CH3-4— (CH3—C=N—0—CH2—CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-i-C3H7)
648 2-CH3-4-(n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-O-trans-Chlorallyl)
650 2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4-(n-C3H7-C=N-O-n-C4Hg)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 - 2-CH3-4-(i-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-c3H7—C=N—O—trans—Chlorallyl)
659 <£~CH3-4- (i-C3H7-C=N-0-Propargyl)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661. 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 2—0—n—C4H9
663 2-Oi-C4H9
664 2-O-S-C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3—0—n—C4H9
668 3—0— i—C4H9
669 3—0—s—C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4—O—n—C4H9
673 4-O-í-C4H9
-285CZ 288922 B6
Číslo Xm
674 4-O-S-C4H9
675 4-O-t-C4Hg
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3—CH3—4—0—n—C3H7
680 3-CH3-4-O-11-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O—S-C4H9
683 3—CH3—4-0—t-C4Hg
684 3-CH3- 4-Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-1-C3H7
697 2-CH3-5-O-1-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-1-C3H7
702 4-CH3-5-O-Í-C3H7
703 4—CH3—6—0—i—C3H7
704 5—CH3—6—0—i—C3H7
705 2-CI-3-OCH3
706 2-CI-4-OCH3
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
-286CZ 288922 B6
Číslo Xm
710 3-CI-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-287CZ 288922 B6
Tabulka 16
I: R1 = CH3, Z = CH3 .
II: R1 = CH2-CH3, Z =CH3 III: R1 = CH3, Z = C2Hs IV: R1 = CH2-CH3, Z = C2Hs V: R1 = CH3, Z = NHCH3
VI: R1 = CH2-CH3, Z = NHCH3
Číslo B
1 Pyrrolyl-3
2 · N-CH3-Pyrrolyl-3
3 N-C6Hs-Pyrrolyl-3
4 N-(4'-CH3-^C6H4)-Pyrrolyl-3
5 N- (3' -CH3-C6H4) -Pyrrolyl-3
6 N- (2' -CH3-C5H4) -Pyrrolyl-3
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3
8 N—(3' -CH3O-C6H4) -Pyrřolyl-3.
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4' -NO2-C6H4) -Pyrrolyl-3
11 N- (3 '-NO2-C6H4) -Pyrrolyl-3
12 2 '-NO2-C6H4)-Pyrrolyl-3
13 ‘ N- (4' -CN-C6H4) -Pyrrolyl-3
14 . N- (3' -CN-C6H4) -Pyrrolyl-3
15 ' N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3' -C1-C6H4) -Pyrrolyl-3
18 N- (2 '-C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6H5-Pyrrolyl-2
22 N- (4' -CH3-C(5H4) -Pyrroly 1-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2 '-CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
-288CZ 288922 B6
Číslo B
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4'-NO2-C6H4) -Pyrrolyl-2
29 N- (3 ' -NO2-C6H4) -Pyrrolyl-2
30 N- (2 · -NO2-C6H4) -Pyrrolyl-2
31 N- (4 '-CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2 '-CI-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furýl-2 .
39 3-C6H5-Furyl-2
40 5- (4' -CH3-C6H4) -Furyl-2
41 · 5-(3'-CH3-C6H4)-Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5-(4'-CH3O-C6H4)-Fůry 1-2
44 5-(3'-CH3O-C6H4)-Furyl-2 '
45 5-(2'-CH3O-C6H4)-Furyl-2
4θ 5- (4' -NO2-C6H4) -Furyl-2
47 5- {3 ' -NO2-C6H4) -Furyl-2
48 5- (2 ' -NO2-C6H4) -Furyl-2
49 5- (4 ' -CN-C6H4) -Furyl-2
50 5- (3 ' -CN-C6H4) -Furyl-2
51 5- (2 ' -CN-C6H4) -Furyl-2
52 5- (4' -CI-C6H4) -Furyl-2
53 5- (3' -C1-C6H4) -Furyl-2
54 5- (2 ' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4- (4 '-CH3-C6H4)-Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4 '-CH3O-C6H4)-Furyl-2
61 4- (3 ' -CH3O-C6H4) -Furyl-2
62 4- (2 ' -CH3O-C6H4) -Furyl-2
-289CZ 288922 B6
Číslo 3
63 4- (4 ' -NO2-C6H4) -Furyl-2
64 4- (3 ' -NO2-C6H4) -Furyl-2
65 4- (2 ' -NO2-CgH4) -Furyl-2
66 4- (4 ' -CN-C6H4) -Fůry 1-2
67 4- (3' -CN-C6H4) -Furyl-2
68 4-(2 '-CN-C6H4)-Furyl-2
69 4- (4 ' -C1-C6H4) -Furyl-2
70 4- (3 '-C1-C6H4) -Furyl-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2 k ..
75 '5- (4.'-CH3-C6H4) -Thienyl-2
76 5-(Τ’-CH3-C6H4)-Thienyl-2
77 5- (2' -CH3-C5H4) -Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 . 5- (3' -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82 5-(3'-NO2-C6H4)-Thienyl-2 .
83 .> 5- (2' -NO2-C6H4) -Thienyl-2
>84 5- (4' -CN-CSH4) -Thienyl-2
85 5- (3 · -CN-C6H4) -Thiényl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 '-C1-C6H4) -Thienyl-2
88 5- (3' -Cl-CeH4) -Thienyl-2
89 5- (2 *-Cl-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4- (4 '-CH3-C6H4) -Thienyl-2
93 4- (3 '-CH3-C6H4) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2 · -CH3O-C6H4) -Thienyl-2
98 4- (4 ’-NO2-CeH4) -Thienyl-2
-290CZ 288922 B6
Číslo B
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4— (2' -NO2-C6H4) -Thienyl-2
101 4 - (4' -CN-CeHí) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4-(4'-Cl-CgH4)-Thienyl-2
105 4- (3' -C1-C6H4) -Thienyl-2
106 4- (2' -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3 -
111 5- (3' - CH3— C6H4) -Thienyl-3
112 5- (2' -CH3-C6H4) -Thienyl-3
-113 5-(4/-CH3O-C6H4)-Thienyl-3
114 5- (3' - ČH3O-C6H4) -Thienyl-3
115 5- (2'-CH3O-C6H4)-Thienyl-3
116 5- (4 '-NO2-CeH4) -Thienyl-3
117 5- (3' -NO2-C6H4) -Thienyl-3
118 5-(2'-NO2-C6H4)-Thienyl-3 .
119 5- (4 '-CN-C6H4) -Thienyl-3
120 5-{3 ’-CN-C6H4)-Thienyl-3
121 5- (2' —CN—CeH4) -Thienyl-3
122 5- (4' - Cl-C6H4) -Thienyl-3
123 5- (3' -C1-C6H4) -Thienyl-3
124 5- (2 '-C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CgHs-Pyrazolyl-4
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2 '-CH3-C6H4) -Pyrazolyl-4
131 N-(4'-CH3O-C6H4)-Pyrazolyl-4
132 N- (3 '-CH3O-C6H4) -Pyrazolyl-4
133 N- (2' -CH3O-C6H4) -Pyrazolyl-4
134 N- (4 '-NO2-CeH4) -Pyrazolyl-4
-291 CZ 288922 B6
Číslo B
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N-(2'-NO2-C6H4)-Pyrazolyl-4
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- {2' -CN-C6H4) -Pyrazolyl-4
140 N- (4CI-C6H4) -Pyrazolyl-4
141 N- (3' -CI-C6H4) -Pyrazolyl-4
142 N- (2' -CI-C6H4) -Pyrazolyl-4
143 3 -CH3 -N-Met hy lpy razoly 1-4
144 . 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 ’ -CH3-C6H4) -N-Methylpyrazolyl-4 χ
146 3- (3' -CH3-C6H4) -N-Méthylpyrazolyl-4
147 3- (2' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4 ’ -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3' - CH3O- Č6H4) -N-Methylpyrazolyl-4
150 . 3- (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4' —NO2—C5H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2' -NO2-CeH4) -N-Methylpyrazolyl-4
. 154 3- (4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3- (3' -CN-CeH4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3-(4'-CI-C6H4)-N-Methylpyrazolyl-4 .
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3-r (2' - Cl- CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6Hs-Isoxazolyl-5
163 3- (4 '-CH3-C6H4)-Isoxazolyl-5
164 3- (3' -CH3-C6H4) -Isoxazolyl-5
165 3- (2 '-CH3-C6H4)-Isoxazolyl-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' -CH3O-C6H4) -Isoxazolyl-5
169 3- (4 ' -NO2-C6H4) -Isoxazolyl-5
170 3- (3 NO2—C6H4) -Isoxazolyl-5
-292CZ 288922 B6
Číslo B
171 3- (2' -NO2-C6H4) -Isoxazoly 1-5
172 3- (4'-CN-C6H4)-Isoxazolyl-5
173 3- (3 '-CN-Cefy) -Isoxazolyl-5
174 3- (2'-CN-C6H4) -Isoxazolyl-5
175 3-(4'-CI-C6H4)-Isoxazolyl-5
176 3-(3'-CI-C6H4)-Isoxazolyl-5
177 3- (2' -CI-C6H4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chl or i s oxaz oly 1-5
181 3- (4'-CH3-C6H4)-4-Chlorisoxazolyl-5
182 3- (3’ — CH3—CgH4) -4-Chlorisoxazqlyl-5
183 3- (2'—CH3—CgH4) -4-Chlorisoxazolýl-5
184 3- {4 * -CH3O-C6H4) -4-Chlorisoxazoly 1-5
185 3- {3 · -CH3O-CgH4) -4-Chlor isoxazoly 1-5
186 3- (2'-CH3O-C6H4).-4-Chlor isoxazoly 1-5
187 3- (4' -NO2-C6H4) -4-Chlorisoxazolyl-5
188 3- (3 '-NO2-C6H4) -4-Chlorisoxazolyl-5
189 3- (2 '—NO2—CgH4) —4-Ch.lorisoxazolyl~5
190 3- (4 ’ -CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3 '-CN-C6H4)-4-Člilorisoxazolyl-5
192 3- (2' -CN-C6H4 )-4-Chlorisoxazolyl-5
1-93 3- (4'-Cl-C6H4y-4-Ciilorisoxazolyl-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazolyl-5
195 3- (2' -CI-C6H4) -4-Chlorišoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-ísoxazoíyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4' -CH3-C6H4) -lsoxazolyl-3
200 5- (3' - CH3— C6H4) -Isoxazoly 1-3
201 5- (2'—CH3—CgH4) -Isoxazoly 1-3
202 5- (4' —CH3O—CgH4) -Isoxazoly 1-3
203 5- (3' -CH3O-CgH4) -Isoxazolyl-3
204 5- (2' —CH3O-CgH4) -Isoxazolyl-3
205 5- (4 '-NO2-C6H4) -lsoxazolyl-3
206 5- (3 ' -NO2-C6H4) -Isoxazoly 1-3
-293CZ 288922 B6
Číslo B
207 5-(2'-NO2-CgH4)-Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxazolyl-3
209 5- (3 ' -CN-C6H<) -Isoxazolyl-3
210 5- (2 '-CN-C6H4) -Isoxazolyl-3
211 5-(4'-CI-C6H4)-Isoxazolyl-3
212 5-(3'-CI-C6H4)-Isoxazolyl-3
213 5- (2' -C1-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3~Isothiazolyl-5
216 3-C6Hs-lsothiazolyl-5
217 3-(4'-CH3-C6H4)-Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -Isothiazolyl-5
219 3- (2' -CH3-C6H4) -lsothiazolyl-5
220 . 3-.( 4'-CH3O-C6H4)-Isothiazolyl-5
221 3- (3 '-CH3O-C6H4)-Isothiazolyl-5 ' ·
222 3- (2'—CH3O—CgH4) -Isothiazolyl-5
223 3- (4' -NO2-CgH4) -Isothiazolyl-5'
224 3-(3 ’-NO2-CgH4)-lsothiazolyl-5
225 3- (2' -NO2-C6H4) -Isothiazolyl-5
226 3- (4' -CN-C6H4) -Isothiazolyl-5
227 3- (3' -CN-C6H4) -Isothiazolyl-5
228 3- (2 '-CN-C6H4) -Isothiazolyl-5
229 3-(4'-CI-C6H4) -lsothiazolyl-5
230 3-(3'-CI-C6H4) -Isothiazolyl-5
231 3-(2'-CI-C6H4)-Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2- (4 ' -CH3-C6H4) -Oxazolyl-4
236 2 - (3 '-CH3-C6H4) -Oxazolyl-4
237 2- (2 '-CH3-C6H4) -Oxazolyl-4
238 2- (4 ' -CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2- (2' -CH3O-C6H4) -Oxazolyl-4
241 2- (4'-NO2-CgH4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxazolyl-4
-294CZ 288922 B6
Číslo B
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4 '-CN-C6H4) -Oxazolyl-4
245 2- (3 ’-CN-C6H4)-Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2- (4 '—Cl—CgH4) -Oxazolyl-4
248 2- (3' -C1-C6H4) -Oxazolyl-4
249 2- (2 '-C1-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2- (4/-CH3-CgH4) -Thiazolyl-4
254 2- (3' -CH3-C6H4) -Thiazolyl-4
255 2- (2' —CH3—CgH4) -Thiazolyl-4
256 2- (4 '-CH3O-C6H4) -Thiazolyl-4
267 ' . 2-(3'-CH3O-C6H4)-Thiazolyl-4
258 2-(2'-CH3O-C6H4)-Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3 '-NO2-C6H4) -Thiazolyl-4
261 2- (2 ' -NO2-C6H4) -Thiazolyl-4
262 2- (4 '-CN-C6H4) -Thiazolyl-4
263 2 - (3 *-CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-CgH4) -Thiazolyl-4
265 2- (4' -C1-C6H4) -Thiazolyl-4
266 2- (3 '-C1-C6H4)-Thiazolyl-4
267 > 2- (2' -C1-C6H4) -Thiazolyl-4
268 N-CH3-1,2,4-Triazolyl-5
269 3-CH3-N-CH3-l, 2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2,4-Triazolyl-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
272 3- (-3 '-CH3-C6H4)-N-CH3-l,2,4-Triazolyl-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4 ' -CH3O-CgH4) -N-CH3-1,2,4-Triazolyl-5
275 3 - (3' -CH3O-Č6H4) -N-CH3-1.2,4-Triazolyl-5
276 3- (2' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
277 3- (4' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3 ' -NO2—CgH4) -N-CH3-1,2,4-Triazolyl-5
-295CZ 288922 B6
Číslo S
279 3- (2' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4' -CN-CeH4) -N-CH3-I,2,4-Triazolyl-5
281 3- (3' -CN-C6H4) -N-CH3-I,2,4-Triazolyl-5
282 3- (2' -CN-C6H4) -N-CH3-I,2,4-Triazolyl-5
283 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3 - (3 '-C1-C6H4)-N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly1-2
288 5-CgHs-l, 3,4-Oxadiazolyl-2
289 5- (4' -CH3-CgH4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
291 5- (2/ - CH3- C6H4 )-1,3,4-Oxadiazoly 1-2
292 5- (4'-CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2 .
2'93 5- (3 ’ -CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
294 5- (2 '-CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
296 5- (3' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2 '-NO2-C6H4) -1,3,4-Oxadiazolyl-2
298 5- (4' -CN-C6H4 )-1,3,4-Qxadiazoly 1-2
299 5- (3' -CN-C6H4) -1,3j, 4-Oxadiazoly 1-2
300 ' 5- (2' -CN-C6H4)-.1,3,4-0xadiazoly 1-2
301 5- (4' -Cl-CgH4 )-1,3,4-Oxadiazoly 1-2
302 5-(3'-C1-C6H4 )-1,3,4-Oxadiazoly 1-2
303 5- (2' —Cl—CeH4) -1,3,4-Oxadiazolyl-2
304 1,2,4-Qxadiazolyl-3
305 5-CH3-1,2,4-Oxadiazoly 1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5— (4 * -CH3-CgH4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
309 5- (2 · —CH3—CgH4 )-1,2,4-Oxádiazolyl-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5- (3 ' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2 '-CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
314 5- (3' -NO2-CgH4) -1,2,4-Oxadiazoly 1-3
-296CZ 288922 B6
Číslo B
315 5- (2' -NO2-C6H4) -1,2,4-Oxadiazoly1-3
316 5- {4' -CN-C6H4 )-1,2,4-Oxadiazoly1-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly1-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazoly1-3
319 5- (4' -CI-C6H4 )-1,2,4-Oxadiazoly1-3
320 5- (3 '-CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5-(2'-CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-l,2,4-Oxadiazoly1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4'-CH3—CgJ^y-l, 2,4-Oxadiazolyl-5
326 3- (3 '-CH3-C6H4 )-1,2, 4-Oxadiazolyl-5
327 k 3- (2' —CH3—C5H4 )-1,2,4-Oxadiazolyl-5
328 „ 3 — (4' -CH3O-C6H4 )-1,2^ 4-Oxadiazolyl-5
3?9 3- (3' -CH3O-C6H4) zxl, 2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-5
331 3- (4 · -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3- (4' -CI-C6H4) -1,2,4-Oxadiazoly 1-5
338 3-(3'-CI-C6H4 )-1,2,4-Oxadiazoly 1-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazolyl-3
342 5-C6H5-1,2,4-Thiadiazolyl-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4 '-CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
347 5- (3 '-CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
348 5- (2 · -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
349 5- (4' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
-297CZ 288922 B6
Číslo B
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly1-3
352 5- (4 '-CN-C6H4) -1,2,4-Thiadiazoly 1-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2 ' -CN-CeH4 )-1,2,4-Thiadiazolyl-3
355 5- (4' -C1-CsH4 )-1,2,4-Thiadiazoly 1-3
356 5-(3'-Cl-CgH4)-1,2,4-Thiadiazolyl-3
357 5- (2' -C1-C6H4) -1,2,4-Thiadiazoly 1-3
358 1,3,4-Thiadiazoly1-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazoly 1-2
361 5-(4'-CH3-CgH4)-l,3,4-Thiadiazolyl-2 .
362 5~ (3' —CH3—CgH4) -1,3,4-Thiadiazolyl-2
363 5- (2' -CH3-C6H4) -1,3,4-Thiadiázolyl-2
364 5- (4' -CH3O-C6H4 )-1,3,4-Thiadiazoly .1-2
365 5- (3' -CH3O-C6H4) -1., 3,4-Thiatóazolyl-2
366 5- (2' -CH3O-C6H4) -1,3; 4-Thiadiazolyl-2
367 ' 5- (4 '-NO2-C6H4) -1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-CeH4 )-1,3,4-Thiadiazolyl-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' -CN-CeH4 )-1,3,4-Thiadiazoly 1-2
373 5- {4' -CI-C6H4 )-1,3,4-Thiadiazolyl-2
374 5- (3' -C1-C6H4 )-1,3,4-Thiadiazolyl-2
375 '· 5- (2' -Cl-CeH4 )-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimi diny1-4
382 Py rimidiny 1-5
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl
386 2-Naftyl
-298CZ 288922 B6
Tabulka 17
rf > Γ3 Xm
SjZ I: R1 = ch3, z = ch3
Ν'^ΤΙ II: R1 = ch2-ch3. z .=ch3
»7 1 < ¢) III: R1 = ch3, z = c2h5
X N \ R IV: R1 = ch2-ch3, z = c2h5
I 0 V: R1 = ch3, z = nhch3
0 VI: R1 = ch2-ch3. z = nhch3
Číslo Xm
1 H
2 2-F · ·>
3 3-F v
4 .. 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,.3,5,6-014
26 2,3,4,5,6-015
-299CZ 288922 B6
Číslo Xm
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,31it5f6-Brs
35 2-J.
36 3-J
37 4-J
38 2,4-J2 ·. '
39 2-C1, 3-F
40. 2-C1, 4-F '
41 2-C1, 5-F .
42 2-C1, 6-F
43 2-Cl, 3-Br
44 2-Cl, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-Cl
49 2-Br, 5-C1
50 2-Br,· 3-F x
51 2-Br, 4-F
52 . 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-Cl
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
-300CZ 288922 B6
Číslo Xtn
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-C12, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4—(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2 ‘ - 'a
75 2,3,5-(CH3)3 .
76 2,3,4-(CH3)3 < -
77 2 (z3,6-(CH3) 3
78 2,4,5-(CH3)3
79 2,4,6-(CH3.) 3
80 3,4,5-(CH3)3
81 2,3,4,6- (CH3)4
82 2,3,5,6-(CH3)4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5·
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2 ' .
88 2,6-(02¾) 2
89 3,5-(C2Hs)2
90 2,4,6- (C2H5)3
91 2-11-C3H7
92 3-11-C3H7
93 4-11-C3H7
94 2-Í-C3H7
95 3-1-C3H7
96 4-1-C3H7
97 2,4-(Í-C3H7)2
98 2,6-(i-C3H7)2
-301 CZ 288922 B6
Číslo Xm
99 3,5-(Í-C3H7) 2
100 2,4,6-(Í-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4—S—C4H9
104 2-t-C4H9
105 3-t-C4Hg
106 4-t-C4Hg
107 2,3-(t-C4Hg)2
108 2,4-(t-C4H9)2
109 2,5- (t-C4Hg)2
110 2,6- (t-C4H9) 2
111 3,4-(t-C4H9)2
112 2,4,6- (t—C4H9) 3 .
113 4—n—CgHig
114 4-n-C12H25
115 4-n-C15H3i
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2—t—C4Hg, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6- (t—C4H9) 2, 4-CH3
121 2-CH3, 4-t-C4Hg
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-1-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-1-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4—(t—C4Hg)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CgHn
133 3-cyklo-C6Hn
134 4-cyklo-C6Hu
-302CZ 288922 B6
Číslo Xm
135 2,4-(cyklo-C6Hn)2, 6-CH3
136 2-CH3, 4-cyklo-C6Hn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C5H5, 4-CH3
141 2-CH3, 4-CH2-c6h5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-Í-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-CgHjj
149. > 2^C6H5> 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-C6Hn, 4-Br
157 2-ČI, 4-cyklo-CeHii
158 2-Br, 4-cyklo-C^Hn
159 2-QQHi . i
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C3H7
166 3-O-II-C3H7
167 4-O-n-C3H7
168 2-O-i-C3H7
169 3-O-í-C3H7
170 4-O-í-C3H7
-303CZ 288922 B6
Číslo Xm
171 2-O-n-C6Hi3
172 3-O-n-C6Hi3
173 4 O-n-CgHi3
174 2-0—n—CeHi7
175 3-O-n-CeHi7
176 4—0—n—c8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3Č6H5
182 4-Ó- (CH2) 3C6R5
183 2,4-(OCH3)2 -
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
-304CZ 288922 B6
Číslo Xm
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-{CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240. 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
-305 CZ 288922 B6
Číslo Xm
243 2,3,6-(CH3) 3, 4-F
244 2,3,6-(CH3)3/ 4-C1
245 2,3,6-(CH3) 3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(ΟΗ3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, . 4-NÓ2
257 2,6-J2, 4-NO2 ·../
258 2-CH3,.5-Í-C3H7, 4-C1 -
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
26.5 2-CO2 (11-C3H7)
266 3-CO2 (11-C3H7)
267 4-002Ίη-03Η7) ’ 1
268 2-CO2(i-C3H7)
269 . 3-CO2 (i-C3H7)
270 4-CO2 (Í-C3H7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (h-C6Hi3)
273 4-002 (η-Ο6Ηι3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-ΟΗ2Ο{Ο2Η5)
278 3-ΟΗ2Ο(Ο2Η5)
-306CZ 288922 B6
Číslo Xm
279 4-CH2Ó(C2H5)
280 2—CH2O(n-C3H7)
281 3-CH2O (n-C3H7)
282 4-CH2O (n-C3H7)
283 2-CH2Ó(i-C3H7)
284 3-CH2O(í-C3H7)
285 4-CH2O (í-C3H7)
286 2—CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3 '
291 4-CO-CH3
292 2-CO—CH2-CH3
293 3-CO-CH2-CH3 . - ' <
294 4—CO—CH2-CH3
295 2—CO—CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4—CO—CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO—CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 . 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2, 5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
314 2-Cl-4-CH3-CH(CH3)-CO
-307CZ 288922 B6
Číslo Xm
315 2, 5-Cl2-4-CHO
316 2,5-Cl2-4-CH3-CO
317 2,5-Cl2-4~CH3-CH2-CO
318 2,5-Cl2-4-CH3-CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH (CH3) -CO
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C (=NOC2H5) -CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7) -CH3
328 4-C(=NO-n-C3H7)-CH3
329 2-C (=NO-i-C3H7) -CH3
330 3-C (=NO-i-C3H7.) -CH3
331 4-C (=NO-í-C3H7)-CH3
332 2-C(=N0-Ally 1)—CH3
333 3-C{=N0-Ally1)-CH3
334 4-C(=N0-Ally1)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propařgyl)-CH3
340 4-C(sNO-Propargy1)-CH3
341 2-C (=NO-n-C4H9) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5)-CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) —CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3—4-CH=NO—i—C3H7
-308CZ 288922 B6
Číslo Xm
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2—CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO~í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H9) .
364 2-CH3—4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4-(C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4-(C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-tranš-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-Í-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-CgH5
384 3-C6H5
385 4-C6 H5
386 2-(2'-F-C6H4)
-309CZ 288922 B6
Číslo Xm
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'—Cl—CgH4)
397 2-(4'-Cl-C6H4)
398 3-(2'-C1-C6H4)
399 3- (3 '—Cl—CgH4-)
400 3- (4'-Cl-C6H4l^' .
401 4-(2'-Cl-CgH4) ' '
402 4-(3Cl—CgH4)
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2- (3' -CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 z 3-(2'-CH3-C6H4)
409 3-(3 ’-CH3-C6H4)
410 3-(4 '-CH3-C6H4)
411 4-(2'-CH3-C6H4) ·.
412 4-(3'-CH3-C6H4)
413 4- (4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-CsH4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3-(3'-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4- (3 '-CH3-CO-C6H4)
422 4- (4 ’-CH3-CO-C6H4)
423 2- (2 ' - (CH3-C {=N0Allyl)) -C6H4)
-310CZ 288922 B6
Číslo X®
424 2- (3 ' - (CH3-C (=NOAllyl) ) -C6H4)
425 2-(4'-(CH3-C(=NOAllyl) )-C6H4)
426 3- (2 ' - (CH3-C (=NOAllyl)) -C6H4)
427 3- (3 ' - (CH3-C (=NQAllyl)) -C6H4)
428 3- (4' - (CH3-C (=N0Allyl)) -C6H4)
429 4- (2 ' - (CH3-C (=N0Allyl)) -CgH4)
430 4- (3 ' - (CH3-C (sNQAllyl)) -C6H4)
431 4- (4'- (CH3-C (=NQAllyl)) -C6H4)
432 2-(2'-CH3O2C-C6H4)
433 2-(3'-CH3O2C-CgH4)
434 2-(4'-CH3O2C-C6H4)
435 3-(2'-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 4- (3 ’-CH3O2C-C6H4)
440 4- (4 '-CH3O2C-C6H4}
441 2-(2'-CH3O-C6H4).
442 2-(3'-CH3O-C6H4)
443 2- (4 ’-CH3O-C6H4)
444 3- (2 ’-CH3O-C6H4)
445 3- (3 '-CH3O-C6H4)
446 3- (4 '-CH3O-C6H4)
447 4-(2'-CH3O-C6H4)
448 4-(3'-CH3O-CeH4)
449 4- (4 '-CH3O-C6H4)
450 2- (2O2N-CgH4)
451 2-(3'-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3- (3 ’-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4-(2'-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-C6H4)
459 2-(2'-NC-C6H4)
-311 CZ 288922 B6
Číslo Xm
460 2-(3'-NC-C6H4)
461 2- (4 ’-NC-C6H4)
462 3-(2'-NC-CeH4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-C6H4)
472 3- (3 '-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-ČF3-C6H4)
476 4- (4 '-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-oc6h5
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-o-(4'-F-C6H4)
481 3 O-(2'-F-C6H4)
482 3-O-(3'-F-CeH4)
483 3-O-(4'-F-CeH4)
484 4-O-(2'-F-C6H4)
485 4-O-(3'-F-C6H4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-C6H4)
488 2-o-(3'-C1-C6H4)
489 2-O-(4'-Cl-C6H4)
490 3-0-(2'-C1-C$H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
-312CZ 288922 B6
Číslo Xm
494 4-O-(2'-Cl-C6H4)
495 4-0-(3'-C1-C6H4) '
496 4-0-(4'-01-06¾)
497 2-O-(2'-CH3-CeH4)
498 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0-(3'-ΟΗ3-Ο6Η4)
505 4-0-(4'-ΟΗ3-Ο6Η4)
586 Ž-O- (2 ’ -CH3-CO-C6H4)
507 2-0- (3 ' -CH3-CO-C6H4)
.508 2-0-(4'-CH3-CO-C6H4)
509 3-0- (2' -CH3-CO-C6H4)
510 3-0- (3 ' -CH3-CO-CeH4)
511 3-O-(4'-CH3-CO-C6H4)
512 4-0- (2 ' -CH3-CO-C6H4)
513 4-0- (3 '-CH3-CO-C6H4)
514 4-O-(4'-CH3-CO-C6H4)
515 2-0-(2'-(CH3-C (=N0Allyl) )-C6H4)
516 2-0- (3 (CH3-C(=NOAllyl) )-CgH4) .
517 2-0- (4 '- (CH3-C (=N0Allyl) )-C6H4)
518 3-0- (2 '- (CH3-C (=N0Allyl)) -06¾)
519 3-0- (3 ' - (CH3-C (=N0Allyl)) -06¾)
520 3-0- (4 ' - (CH3-C (=N0Allyl)) -C6H4)
521 4-0- (2 '- (CH3-C (=NOAllyl) )-C6H4)
522 4-0- (3 ' - (CH3-C (=N0Allyl)) -Ο6Η4)
523 4-0- (4 ' - (CH3-C (=N0Allyl) ) -C6H4)
524 2-0-(2'-ΟΗ3020-06Η4)
525 2-ο-(3'-ΟΗ3Ο2Ο-Ο6Η4)
526 2-0-(4'-ΟΗ3Ο20-Ο6Η4)
527 3-0-(2'-0Η3Ο20-06Η4)
528 3-0-(3'-ΟΗ3020-05Η4)
529 3-0-(4 '-ΟΗ3020-06Η4)
-313CZ 288922 B6
Číslo Xm
530 4-0- (2 ’ -CH3O2C-C6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-0- (4' -CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-0-(3'-CH3O-CgH4)
535 2-O-.(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-0-(3'-CH3O-CgH4)
538 3-O-(4'-CH3O-C6H4)
539 4-0-(2'-CH3O—CgH4)
540 4-O-(3'-CH3O-C6H4)
541 4-0- (4' -CH3O-C6H4) . v
542 2-0-.(2'-O2N-C6H4) -
543 2-O-(3,'-O2N-C6H4) '
544 2-O-(4'-O2N-C6H4)
545 3-0-(2'-O2N-C6H4)
546 3-0-. (3 '-O2N-CsH4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-0-(3'-O2N-C6H4)
550 4-0-(4'-02N-C6H4)
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-0-(4'-NC-CgH4)
554 3-0-(2'-NC-CeH4) ' .
555 3-0-(3'-NC-CgH4)
556 3-0-(4'-NC-CgH4)
557 4-O-(2'-NC-CeH4)
558. 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-0- (2 ’-CF3-C6H4)
561 2-O-(3'-CF3-CsH4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3 O-(3'-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
-314CZ 288922 B6
Číslo Xm
566 4-O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 . 2-Pyridyl-2·
570 2-Pyridyl-3·
571 2-Pyridyl-4’
572 3-Pyridyl-2‘
573 3-Pyridyl-3’
574 3-Pyridyl-4·
575 4-Pyridyl-2’
576 4-Pyridyl-3'
577 4-Pyridyl-4'
578 2-Pyrimidin.yl-2'
5.79 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4' .
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2·
585 4-Pyrimidinyl-3'
586 4-Pyrimidixiyl-4 ’
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4’
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
-315CZ 288922 B6
Číslo Xra
602 4-Isoxazolyl-3'
603 4-lsoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-lsothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5' K
614 ^-Imidazólyl-l'
615 2-InldazoXyl-2'
616 2-Imidazolyl-4 > '
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-lmidazolyl-2'
622 4-Imidazolyl-4'
623 - 2-0xazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-0xazolyl-2'
630 4-Oxazolyl-4·
631 4-Oxazolyl-S'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
-316CZ 288922 B6
Číslo Xm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3—C=N—0—CH2—CH2—OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5-(CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n—C3H7—C=N—OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n—C3H7-C=N—O-i—C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-O-trans-Chlorallyl)
650 ,2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4Hg)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5) ·.
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4-(i-C3H7-C=N-OC2H5)
655 2-CH3-4- (Í-C3H7—C=N—O-Π—C3H7)
656 2-CH3-4- (i—C3H7—C=N—0—i—C3H7)
657 2-CH3-4-(i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlorally 1)
659 2-CH3-4- (i-C3H7-C=N-O-propargyl)
660 2-CH3-4- (i—C3H7—C=N—0—n—C4Hg)
661 2-GH3-4- (Í-C3H7-C=N-O-CH2-C6H5)
662 2-O-n-C4Hg '
663 2-O-i-C4H9
664 2—0— S—C4Hg
665 2—0—t—C4Hg
666 2-Neopentyloxyskupina
667 3-O-n-C4Hg
668 3-O-X-C4Hg
669 3—0— S—C4Hg
670 3-O-t-C4Hg
671 3-Neopentyloxyskupina
672 4—0— n— C4Hg
673 4-O-i-C4Hg
-317CZ 288922 B6
Číslo Xm
674 4—0—s—C4H9
675 4 O-t-C4Hg
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-II-C3H7 .
680 3-CH3-4-O-n-C4Hg
681 3-CH3-4-O-Í-C4Hg
682 3-CH3-4-O—S-C4Hg
683 3-CH3-4-O-t-C4Hg
684 3-CH3- 4-Neopentyloxyskupina \
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3 χ.
687 2-CH3-5-OČH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3 .
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7 ' ' '
696 2—CH3-4-O-Í-C3H7
697 2-CH3-5~O-Í-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-i-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-i-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-C1-3-OCH3
706 2—Cl—4—OCH3
707 2-C1-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
-318CZ 288922 B6
Číslo Xm
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-319CZ 288922 B6
Tabulka 18
I: R- = CH3, Z = CH3
II: R1 = CH2-CH3, Z =CH3
III: R1 = CH3, Z = C2H5
IV: R1 = CH2-CH3, Z = C2H5
V: R1 = CH3, Z = NHCH3
VI: R1 = CH2-CH3, Z = NHCH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3 .
3 N-CgHs-Pyrrolyl-3
4 N- (4 · -CH3-C6H4) -Pyrrolyl-3
5 N- (3'-CH3— C6H4) -Pyrrolyl-3 ' .
6 N- (2 · -CH3-C6H4) -Pyrrolyl-3
7. N-(4’-CH3O-C6H4)-Pyrrolyl-3 ’
8 N- (3' -CH3O-CeH4) -Pyrrolyl-3
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4' -NÓ2-CgH4) -Pýrrolyl-3
ii N- (3 ’ -NO2-CgH4) -Pyrrolyl-3
12 N- (2' -NO2-CgH4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4 ’ -C1-C6H4) -Pyrrolyl-3
17 N- (3' -Cl-CeH4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-CgH5-Pyrrolyl-2
22 N- (4' -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4 ’ -CH3O-CgH4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2.
-320CZ 288922 B6
Číslo B
27 N- (2' -CH3O-CgH4) -Pyrřolyl-2
28 N- (4'-NO2-CgH4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2 · -NO2-CgH4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- {3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' —CN—CgH4) -Pyrrolyl-2
34 N- (4 ’ —Cl—CgH4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2 '-Cl-CgH4) -Pyrroly.1-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 . 5-(4'-CH3-CgH4)-Furyl-2
41 5-(3'-CH3-CgH4)-Furyl-2
42 5-(2'-CH3rCgH4)-Furyl-2 .
43 5- (4' -CH3O-CgH4) -Furyl-2
44 5- (3' -CH3O-C6H4) -Furyl-2
45 5-(2'-CH3O-C6H4)-Furyl-2
46 5- (4 · -NO2-C6H4) -Furyl-2
47 5- (3' -NO2-C6H4) -Furyl-2
48 5- (2'-NO2-CgH4) -Furyl-2
49 5- (4' -CN-CgH4) -Furyl-2
50 5- (3' -CN-C6H4) -Fu^y1-2
51 5- (2' —CN-CgH4) -Fury|-2
52 5- (4' -Cl-CgH4) -Furyl-2
53 5- (3' -C1-C6H4) -Furyl-2
54 5- (2' -Cl-CgH4) -Furyl-2
55 4-CH3-Furyl-2
56 4-CgH5-Furyl-2
57 4- (4 '-CH3-CgH4) -Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-CgH4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4-{2'-CH3O-C6H4)-Fůry 1-2.
-321 CZ 288922 B6
Číslo B
63 4- (4 ' -NO2-C6H4) -Furyl-2
64 4- (3' -NO2-C6H4) -Furyl-2
65 4- (2 '-NO2-C6H4) -Furyl-2
66 4- (4' -CN-C6H4) -Furyl-2
67 4- (3' -CN-C6H4) -Furyl-2
68 4-(2 '-CN-C6H4)-Furyl-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4- (3' -C1-C6H4) -Furyl-2
71 4- (2' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C5Hs-Thienyl-2
75 5- (4/ -CH3-C6H4) -Thienyl-2
76 5- (3 ' -CH3-C6H4) -Thienyl-2
77 5-(2'-CH3-C6H4)-Thienyl-2 ..
78 5- (4' - CIÍ3O- C6H4) -Thienyl-2
79 5- (3 ' -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82 5- (3 ' -NO2-C6H4) -Thienyl-2.
83 5- (2 ' -NO2-CgH4) -Thienyl-2.
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2‘
87 5- (4' -CI-C6H4) -Thienyl-2
88 5- (3' -C1-C6H4) -Thienyl-2
89 5- (2' -CI-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CsH5-Thienyl-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4- (2 · -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4 - (2' -CH3O-C6H4) -Thienyl-2
98 4- (4 '-NO2-C6H4) -Thienyl-2
-322CZ 288922 B6
Číslo B
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- (3 '-CN-C6H4)-Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4' -C1-C6H4) -Thienyl-2
105 4- (3' -C1-C6H4) -Thienyl-2
106 4- (2' -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
lil 5- (3' -CH3-C6H4) -Thienyl-3
112 - 5-(2'-CH3-C6H4)-Thienyl-3 .
113 5-(4CH3O7C6H4)-Thienyl-3 . /
114 5- (3 '-CH3O-C6H4) -Thienyl-3 .
115 5- (2' -CH3O-C6H4) -Thienyl-3
116 . 5- (4' -NO2-C6H4) -Thienyl-3
117 5- (3' -NO2-CgH4) -Thienyl-3
118 5- (2' -NO2-C6H4) -Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 5-(3/ -CN-CgH4) -Thienyl-3
121 5- (2' —CN—CgH4) -Thienyl-3
122 5- (4' -Cl-CgH4) -Thienyl-3
123 5- (3' -CI-C6H4) -Thienyl-3
124 5- (2' -C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N-(4'-CH3-CgH4)-Pyrazolyl-4
129 N- (3 '-CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-CgH4) -Pyrazolyl-4
131 N- (4' -CH3O-CgH4) -Pyrazolyl-4
132 N- (3' -CH3O-CgH4) -Pyrazolyl-4
133 N- (2'-CH3O-CgH4) -Pyrazolyl-4 .
134 N- (4' -NO2- CgH4) -Pyrazolyl-4
-323 CZ 288922 B6
Číslo B
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N- (2' -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-CgH4) -Pyrazolyl-4
138 N- (3 ’ -CN-CsH4) -Pyrazolyl-4
139 N- (2 ' -CN-C6H4) -Pyrazolyl-4
140 N- (4' —Cl—ΟβΗ4) -Pyrazolyl-4
141 N- (3 '-C1-C6H4)-Pyrazolyl-4
142 N- (2 '-C1-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6Hs-N-Methylpyrazolyl-4
145 3-(4/ -CH3~C6H4) -N-Methylpyrazolyl-4
146 3-(3'—CH3—CgH4) -N-Methylpyrázolyl-4
147 3- (2' -ČH3-C6H4) -N-Methylpyražolyl-4
148 3- (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3 - (3 '-CH3O-C6H4) -N-Methylpyi^azolyl-4
150 3- (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4'—NO2—C5H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2' -NO2-C6H4) -N-Methylpyrazolyl-4
154 3 - (4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3- (3' -CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -CI-C6H4) -N-Methylpyrazolyl-4
158 3^- (3' -CI-C6H4) -:N-Meth.ylpyrazolyl-4
159 3- (-2 ‘'-Cl-Cefy) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6H5-Isoxazolyl-5
163 3- (4 '-CH3-CgH4)-Isoxazoly 1-5
164 3- (3 '-CH3-C6H4) -Isoxazolyl-5
165 3- (2 '-CH3-C6H4) -Isoxazoly 1-5
166 3- (4' -CH3O-CSH4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazoly 1-5
168 3- (2 '-CH3O-C6H4) -Isoxazolyl-5
169 3-(4' —NO2—C5H4) -Isoxazoly 1-5
170 3-(3'-N02-C6H4)-lsoxazolyl-5 .
-324CZ 288922 B6
Číslo B
171 3- (2 '-NO2-C6H4) -Isoxazolyl-5
172 3- (4' -CN-C6H4) -lsoxazolyl-5
173 3- (3' -CN-C6H4) -lsoxazolyl-5
174 3- (2' -CN-C6H4) -isoxazoly 1-5
175 3-14' -CI-C6H4) -Isoxazolyl-5
176 3- (3 · -Cl-CeH4) -Isoxazoly 1-5
177 3- (2 '-Cl-C6H4)-lsoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlórisoxazolyl-5
180 3—C 6H5-4 -Chl or i s oxaz oly 1-5
181 3- (4' -CH3-C5H4) -4-Chlorisoxazolyl-5
182 3- (3' -CH3-Č5H4) -4-Chlorisoxazolyl-5
183 3-(2’-CH3-C6H4)-4-Chlorisoxazclyl-5 .
184 3- (4 · -CH3O-C6H4) -4-Chlorisoxazolyl-5
185 3- (3' -CH3O-C6H4) -4-Chlor isoxazoly 1-5
186 - 3- (2 '-CH30-C6H4)-4-Chlorisoxazolyl-5 -
187 3- (4' —NO2—C6H4) -4-Chlor isoxazolyl-5
188 3- (3 '-NO2-C6H4) -4-Chlor isoxazolyl-5
189 3- (2 '-NO2-C6H4) -4-Chlorisoxazolyl-5
190 3- (4' -CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2 '-CN-C6H41-4-Chlorisoxazolyl-5
193 3- (4 '-CI-C6H4)-4-Chlor isoxazolyl-5
194 3- (3 ’ -CI-C6H4) -4-Chlor isoxazoly 1-ík
195 3- (2 *-CI-C6H4) -4-Chlorisoxazolyl-5 '
196 Isoxazolyl-3
197 5-CH3-lsoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4' -CH3-C6H4) -Isoxazolyl-3
200 5- (3 '-CH3-C6H4) -Isoxazolyl-3
201 5- (2 '-CH3-C6H4) -Isoxazolyl-3
202 5- (4' -CH3O-C6H4) -Isoxazolyl-3
203 5 — (3' -CH3O-C6H4) -Isoxazolyl-3
204 5- (2 '-CH3O-C6H4) -Isoxazolyl-3
205 5- (4' -NO2-C6H4) -Isoxazoly 1-3
206 5- (3' -NO2-CeH4) -Isoxazoly 1-3
-325CZ 288922 B6
Číslo B
207 5- (2 '-NO2-CeH4) -Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxazolyl-3
209 5- (3' -CN-C6H4) -Isoxazolyl-3
210 5- (2' -CN-CgH4) -Isoxazolyl-3
211 5-(4'-CI-C6H4)-lsoxazolyl-3
212 5-(3'-CI-C6H4)-Isoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-lsothiazolyl-5
216 3-C6H5-lsothiazolyl-5
217 3- (4 '-CH3-C6H4) -Isothiazolyl-5
21.8 3-(3 '-CH3-C6H4) -Isothiazolyl-5
219 3- (2 '-CH3-C$H4) -Isothiazolyl-5.
220 3- (4' -CH3Q-C6H4) '-Isothiazolyl-5
221 3- (3' -CH3O-C€H4)-Isothiazolyl-5
222 3- (2 ’ -CH3O-C6H4) -Isothiazolyl-5
223 3-(4'-NQ2-CeH4)-Isothiazolyl-5
224 3-(3 '-NO2-C6H4) -Isothiazolyl-5
225 3- (2' -NO2-C6H4) -lsothiazolyl-5
226 3- (4»-CN-C5H4) -Isothiazolyl-5
227 3- (3 ’ -CN-CeH4) -Isothiazolyl-5
228 3- (2' -CN-C6H4) -Isothiazolyl-5
229 3-(4'-Cl-C6H4)-lsothiazolyl-5 '
230 3- (3' -Cl—CgH4) -Isothiazolyl-5
231 3-(2·-C1-C6H4) -Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Qxazolyl-4
234 2-C6Hs-Oxazolyl-4
235 2-(4'-CH3-C6H4)-Oxazolyl-4
236 2- (3 '-CH3-C6H4) -Oxazolyl-4
237 2- (2 · -CH3-C6H4) -Oxazolyl-4
238 2- (4' -CH3O-C6H4) -Oxazolyl-4
239 2- (3 '-CH3O-C6H4) -Oxazolyl-4
240 2-(2' -CH3O-C6H4) -Oxazolyl-4
241 2- (4' -ΝΟ2-ΟβΗ4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxázolyl-4
-326CZ 288922 B6
Číslo B
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-C6H4) -Oxazolyl-4
245 2- (3 · -CN-C6H4) -Oxazolyl-4
246 2- (2 '-CN-C6H4) -Oxazolyl-4
247 2- (4' -C1-C6H4) -Oxazolyl-4
248 2-(3'-C1-C6H4)-Oxazolyl-4
249 2- (2 '-C1-C6H4)-Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CgH5-Thiazolyl-4
253 2-(4'-CH3-C6H4)-Thiazolyl-4
254 2- (3' -CH3-C6H4) -Thiazolyl-4
255 2-(2'-CH3-C6H4)-Thiazolyl-4
256 2- í 4' —CH3O—C5H4) -Thiazolyl-4
267 2- (3' -CH3O-C6H4) -Thiazolyl-4
258 2-(2 '-CH3O-C6H4)-Thiazolyl-4
259 2- (4' - NO2-C6H4) -Thiazolýl-4
260 2- (3' -NO2-C6H4) -Thiazolyl-4
261 2- (2 ’-NO2-C6H4) -Thiazolyl-4
262 2- (4' -CN-C6H4) -Thiazolyl-4
263 2 - (3' -CN-CgH4) -Thiazolyl-4
264' 2- (2'-CN-C6H4) -Thiazolyl-4.
265 2- (4' -CI-C6H4) -Thiazolyl-4
266 2- (3' -C1-C6H4) -Thiazolyl-4
267 2-(2'-C1-C6H4)-Thiazólyl-4
268 N-CH3-I,2,4-Triazoly1-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2,4-Triazolyl-5
271 3- (4' -CH3-C6h4 ) -N-CH3-1,2,4-Triazolyl-5
272 3- (3' —CH3-CgH4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2' -CH3-CgH4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Triazoly 1-5
275 3 - (3' -CH3O-C6H4) -N-CH3-1,2,4-Triazoly 1-5
276 3- (2'-CH3O-C6H4) -N-CH3-1.2.4-Triazolyl-5
277 3- (4' -NO2-C6H4) -N-CH3-1,2,4-Triazoly 1-5
278 3- (3' -NO2-C6H4) -N-CH3-1,2,4-Triazoly 1-5
-327CZ 288922 B6
Číslo B
279 3- (2 ' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4' -CN-CgH4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 '-CN-C5H4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2' -CN-CgH4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4 '-Cl-CgH4)-N-CH3-l,2j4-Triazolyl-5
284 3- (3' -Cl-C6H4) -N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly 1-2
287 5-CH3-1,3,4-Oxadiazoly 1-2
288 5-C6H5-1,2,3-Oxadiazolyl-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
290 5- (3' -CH3-CgH4 )-1,3,4-Oxadiazoly 1-2
29Í~ 5- (2' -CH3-CgH4 )-1,3,4-Oxadiazoly 1-2
292 5- (4' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
293 5- (3' -CH3O-CeH4) -1,3,4-Oxadiazůlyl-2
294 5- (2' -CH3O-C5H4 )-1,3,4-Oxadiazoly 1-2.
295 5- (4' -NO2-CgH4) -1,3,4-Oxadiazolyl-2
296 5- (3' -NO2-CgH4 )-1,3,4-Oxadiazolyl-2
297 5- (2' -NO2-C6H4 )-1,3,4-OXadiazolyl-2
298 5- (4' -CN-CgH4 )-1,3,4-Oxadiazolyl-2
299 5- (3' —CN—CgH4)-1,3,4-Oxadiazoly 1-2
300 5- (2' -CN-C5H4 )-1,3,4-Oxadiazoly1-2
. 301' 5- (4' - Cl-CgH4 )-1,3,4-Oxadiazoly 1-2
302 5- (3' -Cl-CgH4) -1,3,4-Oxadiazoly 1-2
303 5— (2' -Cl-CgH4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-I,2,4-Oxadiazoly1-3
306 5-C6H5-1,2,4-Oxadiazoly 1-3
307 5- (4' -CH3-CgH4 )-1,2,4-Oxadiazoly 1-3
308 5- (3' -CH3-CgH4 )-1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-CgH4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
311 5- (3' -CH30-CgH4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-CgH4 )-1,2,4-Oxadiazolyl-3
313 5- (4' -NO2-CgH4 )-1,2,4-Oxadiazoly 1-3
314 5- (3' -NO2-CgH4 )-1,2,4-Oxadiazoly 1-3
-328CZ 288922 B6
Číslo B
315 5- (2 ’ -NO2-CeH4 )-1,2,4-Oxadiazolyl-3
316 5- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2 · -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
319 5- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5-(3'-Cl-Cefy)-1,2,4-Oxadiazoly 1-3
321 5- (2 '-Cl-CgH4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-I,2,4-Oxadiazoly1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 . 3- (4 '-CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
326 · 3- (3' -CH3-C6H4) -1,2,4-Oxadiazoly 1-5
327 3- (2 · -CH3—C(;H4 )-1,2,4-Oxadiazolyl-5
328 3- (4' - CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
329 . 3 — (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3Q-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4 '-NO2-C6H4) -1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiažolyl-5
333 3-(2'-NO2-C6H4)-1,2,4-Oxadiazoly 1-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-I,2,4-Thiadiazolyl-3
342 5-C6H5-1,2,4-Thiadiazoly 1-3
343 5- (4 '-CH3-C6H4) -1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4 '-CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H4) -1,2,4-Thiadiazoly 1-3
348 5- (21 —CH3O—CgH4 )-1,2,4-Thiadiazoly 1-3
349 5- (4' - NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
350 5- (3 '-NO2-C6H4) -1,2,4-Thiadiazoly 1-3
-329CZ 288922 B6
Číslo B
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly1-3
352 5 — (4' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2 ’ -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
355 5-(4'-CI-C6H4)-1,2,4-Thiadiazolyl-3
356 5- (3' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
357 5-(2'-CI-C6H4)-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazoly 1-2
360 5-C6H5-1,3,4-Thiadiazoly1-2
361 5- (4 · -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2.
362 5- (3 ’ -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
363 5- (2' - CH3—CgH4 )-1,3,4-Thiadiazoly 1-2
364 5- (4' -CH3O-C6H4 ).-l, 3,4-Thiadiazoly 1-2
365 5- (3' -CH3O-C6H4 )-1,3,4-*Thiadiazolyl-2
366 5- (2'-CH3O-CgH4 )-1,3,4-Thiadiazolyl-2
367 5- (4 '-NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4) —1,3,4-Thiadiazoly 1-2
370 5— (4 * -CN-C6H4 )-1,3,4-Thiadiazolyl-2
371 5- (3 · -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' -CN-C6H4 )-1,3,4-Ťhiadiazolyl-2
373 5- (4' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
374 5- (3' -CI-C6H4 )-1,3,4-Thiadiazolyl-2
375 5- (2' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Py r imidiny 1- 5
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl
386 2-Naftyl
-330CZ 288922 B6
Tabulka 19
O
I: R1 = ch3, z = ch3
II: R1 = CH2-CH3, z =ch3
III: R1 £ ch3, z = C2H5
IV: R1 = ch2-ch3 , Z = C2H5
V: R1 = ch3, z = nhch3
VI: R1 = ch2-ch3, z = nhch3
Číslo
1 H
2 2-F
3 3-F
4 4-F ·
5 2,4-F2 . .
6 2,4,6-F3
7 2,3,4,5,6-F5
8 2,3-F2
9 2-C1
10 3-C1
11 4-Cl
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-CI2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
-331 CZ 288922 B6
Číslo Xm
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 2-C1, 3-F />*
40 2-C1, 4-F ,· ' '
41 2-Cl, 5-F
42 2-C1,.6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-Cl
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
-332CZ 288922 B6
Číslo X®
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3.5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6- (CH3) 4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
.86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2Hs)2
90 2,4,6- (C2H5) 3
91 2-11-C3H7
92 3—n—C3H7
93 4-11-C3H7
94 2-1-C3H7
95 3-Í-C3H7
96 4-i-C3H7
97 2,4-(í-C3H7)2
-333 CZ 288922 B6
Číslo Xm
98 2,6- (i-C3H7) 2
99 3,5-(Í-C3H7) 2
100 2,4,6-(Í-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9)2
108 2,4-(t-C4H9)2
109 2,5-(t-C4H9)2
110 2,6- (t-C4H9)2
111 3,4-(t-C4H9) 2
112 . 2,4,6-<t-C4H9) 3
113 4-n-C9Hi9
114 4-n-Ci2H25
115 4-n-Ci5H31
116 4-(1,1,3,3-Tetramethylbuty1)
117 4-(2,4,4-Trimethylpropy1)
118 2-t-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6-(t—C4H9)2,4CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)2/ 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 . 2-cyklo-CgHii
133 3-cýklo-C6Hn
-334CZ 288922 B6
Číslo Xm
134 4-cyklo-C6Hu
135 2,4- (cyklo-C6Hn) 2. 6-CH3
136 2-CH3, 4-cyklo-C6Hn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C5H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5 ,
145 '4- (2-Í-C3H7-C6H4)
146 4.-C6H5, 2,6-(CH3)2
147 2-Cl, 4-C6H5
148 2-Br, 4—CgH5
149 2-CsH5, 4-Cl
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-Cl
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-CgHn, 4-Cl
156 2-cyklo-C6Hn, 4-Br
157 2-C1, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-CgHj!
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 . 4-O-C2H5
165 2-O-n-C3H7
166 3-O-n-C3H7
167 4-O-n-C3H7
168 2-O-i-C3H7
169 3-O-í-C3H7
- 335 CZ 288922 B6
Číslo Xm
170 4-O-Í-C3H7
171 2-O-n-CgHi 3
172 3-O-n-C6Hi3
173 4-O-n-C6Hi3
174 2-o-n-CeHi7
175 3-O-n-CeHi7
176 4-O-n-CgHi7
177 2-O-CH2C6H5
178 3—0—CH2CgH5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C€H5
182 4-0- (CH2) 3C6Hs '
183 2,4-(OCH3.)2
184 2-CF3·
185 3-CF3
186 4-CF3
187 2-ÓCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2 x z
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-Cl
198 2-CH3ř 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3/ 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-ch3, 3-Br
-336CZ 288922 B6
Číslo Xm
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CHj -
218 3r-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-C12, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
-337CZ 288922 B6
Číslo Xm
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2.
255 2,6-Cl2,. 4-NO2
256 2,6-Br2, 4-NO2 r-
257 2,6-J2, 4-NO2
258 2—CH3, 5-i—C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-Čp2(C2H5)
265 2-χ:θ2(η-α3Η7)
266 3-CO2 (n-C3H7)
267 4-CO2 (n-C3H7)
268 2-CO2(i-C3H7)
269 3-CO2(Í-C3H7)
270 4-CO2(í-c3h7 )
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2 (n-CeHi3)
274 2-CH2-OCH3
275 3-ch2-och3
276 4-CH2*OCH3
277 2-CH2O(C2H5)
-338CZ 288922 B6
Číslo
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O (11-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O (II-C3H7)
283 2-CH2O (Í-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O (í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3 .
290 3-CO-CH3
'291 4-CO-CH3
292 2-CO-CH27CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3—CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH (CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2—Me—4—CHO
302 2-Me-4-CH3-CO
3 03 2—Me-4-CH3-CH2-CO
304 2 -Me-4 -CH3 -CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2—4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-C1—4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
-339CZ 288922 B6
Číslo Xm
314 2-Cl-4-CH3-CH (CH3)-CO
315 2,5-C12-4-CHO
316 2,5-Cl2-4-CH3-CO
317 2,5-Cl2-4-CH3-CH2-CO
318 2,5-Cl2-4-CH3-CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH {CH3) -CO
320 2-C(=NOCH3)-CH3 '
321 3-C(=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2—C ( =NOC2Hs ) —CH3
324 3-C (=NOC2H5)-CH3
325 4-C (=NOC2H5) -CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n~C3H7) -CH3
328 4-C (=NO-n-C3H7) -CH3
329 2-C (=NO—i-C3H7) -CH3
330 3-C (=NO-i-C3H7) -CH3
331 4-C (=NO-i-C3H7) -CH3
332 2-C (=NO-Allyl)-CH3
333 3-C (=NO-Allyl)-CH3
334 4-C (=NO-Allyl) -CH3
335 2-C(=NO-trans-Chlorally1)-CH3 -
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorally1)-CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO-n-C4H9) -CH3
342 3-C (=N0-d-C4H9)-CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C {=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
-340CZ 288922 B6
Číslo X»
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 - 2-CH3-4-lCH3-C=NO-n-C4Hg)
364 2-CH3-4-(CH3-C=NO-CH2-C6Hs)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-i-C3H7)
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3~4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9l
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5-(CH3)2-4-(CH3-C=NOCH3)
375 2,5-(CH3) 2-4-(CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4-(CH3-C=NO-Proparyl) ...
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-c6H5
385 4-č6H5
-341 CZ 288922 B6
Číslo Xm
386 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-f-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-CeH4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6H4)
397 •2-(4'-Cl-C6H4)
398 3-(2'-C1-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4>
402 4-(3'-Cl-C6H4)
403 4- (4 '-C1-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 . 3-(2 '-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3- (4 '-CH3-C5H4)
411 4-(2'-CH3-C6H4) >
412 4-(3'-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2- (3 ’ -CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2 '-CH3-CO-CSH4)
418 3-(3'-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4- (2 '-CHi-CO-C6H4)
421 4- (3 '-CH3-CO-C6H4)'
422 4-(4'-CH3-CO-C6H4)
-342CZ 288922 B6
Číslo X®
423 2- (2 ' - (CH3-C (=N0Allyl) ) -CgH4)
424 2- (3 (CH3-C (=N0Allyl)) -CgH4)
425 2- (4 · - (CH3-C (=N0Allyl)) -CgH4)
426 3- (2 '- (CH3-C (=N0Allyl)) -CgH4)
427 3-(3 ' - (CH3-C (=NOAllyl))-C6H4)
428 3- (4'- (CH3-C (=N0Allyl)) -C6H4)
429 4-(2'-(CH3-C(=NOAllyl) )-C6H4)
430 4- (3 '- (CH3-C (=N0Allyl)) -CgH4)
431 4-(4(CH3-C (=N0Allyl) )-C6H4)
432 2-(2'-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2- (4 '-CH3O2C-C6H4)
435 3-(2'-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3- (4 '-CH3O2C-C6H4) . .
438 4-(2 '-CH3O2C-C6H4)
439 4-(3'-CH3O2C-C6H4)
440 4- (4 ’-CH3O2C-C6H4)
441 2-(2'-CH3O-CgH4)
442 2-(3’-CH3O-CgH4)
443 2-(4'-CH3O-C6H4)
444 3-(2'-ČH3O-C6H4)
445 3- (3 '-CH3O-C6H4)
446 3-(4'-CH3O-CgH4)
447 4-(2'-CH3O-C6H4) J
448 4- (3 '-CH3O-C6H4)
449 4-{4'-CH3O-C6H4)
450 2-(2 ’-O2N-CgH4)
451 2- (3 ’-O2N-C6H4)
452 2- (4 ’-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4).
456 4-(2'-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-CgH4)
-343 CZ 288922 B6
Číslo Xm
459 2- (2 '-NC-CgHj
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-C6H4)
468 2- (2 ’-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-CgH4)
472 3-(3'~CF3-CgH4)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C5H5
475 3-O-C6H5
476 4-0-C6H5
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
481 3-O-(2'-F-C6H4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 4-O-(2'-F-C6H4)
485 4 O-(3'-F-C6H4)
486 4-0-(4'-F-CgH4)
487 2-O-(2'-C1-CsH4)
488 2-O-(3'-Cl-C6H4)
489 2-0-<4'-Cl-C6H4)
490 3-0-(2'-C1-CsH4)
491 3-O-(3'-Cl-C6H4>
492 3-0-(4'-Cl-CgH4)
-344CZ 288922 B6
Číslo Xjn '
493 . 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O~(3'-Cl-C6H4)
496 4-0-(4'-01-06¾)
497 2-0-(2'-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-0-(4'-CH3-C6H4)
500 3-O-(2'-CH3~C6H4)
501 3-O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0- (3 '-CH3-C6H4)
505 4-0-(4'-CH3-C6H4)
50 6 ~ 2-0- (2 '-CH3-CO-C6H4)
507 2-0- (3 ' —CH3—CO—CgH4)
508 2-0-(4'-CÉ3-CO-C6H4)
509 3-0- (2 ’-CH3-CO-C6H4)
510 3-0- (3 ' -CH3-ČO-C6H4)
511 3-0-(4 '-CH3-CO-C6H4)
512 4-0- (2 · -CH3-CO-C6H4)
513 4-0- (3 ' -CH3-C0-C6H4)
514 4-0- (4 ' -CH3-CO-C6H4)
515 2-0-(2 ' - (CH3-C (=N0Allyl))-06¾)
516 2-0- {3 ' - (CH3-C (=N0Allyl)) -06¾)
517 2-0- (4'- (CH3-C (=N0Allyl))-CeH4)
518 3-0- (2 ' - (CH3-C (=N0Allyl)) -06¾)
519 3-0-(3'- (CH3-C (=N0Ally 1)) -C6H4)
520 3-0- (4 ' - (CH3-C (=NOAllyl)) -C6H4)
521 4-0-(2 ' - (CH3-C (sNOAllyl))-C6H4)
522 4-0- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
523 4-0- (4 ' - (CH3-C (=NOAllyl)) -C6H4)
524 2-0- (2 ' -ΟΗ3Ο2Ο-Ο6Η4)
525 2-Ο-(3’-ΟΗ3Ο2Ο-Ο6Η4)
526 2-O-(4'-CH3O2C-C6H4)
527 3-0-(2'-0Η3Ο20-06Η4 j
528 3-0- (3 · -ΟΗ3Ο2Ο-Ο6Η4)
-345CZ 288922 B6
Číslo Xm
529 3-0-(4' -CH3O2C-C6H4)
530 4-O-(2'-CH3O2C-C6H4)
531 4-0- (3 ’ -CH3O2C-C6H4)
532 4-0- (4' -CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-0- (3 '-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4 q (2'-ch3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4) . '· *
543 2-o-(3'-O2N-C6H4) . <
544 2-O-(4'-O2N-C6H4)
545 3-0-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-O-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4) .
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3’-NC-C6H4)
556 3-O-(4’-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-0-(3'-NC-CgH4)
559 4-O-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 2-o-(3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-O-(3'-CF3-C6H4)
-346CZ 288922 B6
Číslo Xm
565 3-O-(4'-CF3-C6H4)
566 4-O-(2’-CF3-C6H4)
567 4-O-(3'-CF3“C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2·
570 2-Pyridyl-3''
571 2-Pyridyl-4’
572 3-Pyridyl-2’
573 3-Pyridyl~3'
574 3-Pyridyl-4'
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-4 ·-
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3' . .,
580 2-Pyrimidin.yl-4’
581 3-Pyrimidinyl-2’
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2»
585 4-Pyrimidiuyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4’
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-lsoxazolyl-3'
600 3-Isoxazolyl-4’
-347CZ 288922 B6
Číslo Xm
601 3-Isoxazolyl-5'
602 4-lsoxazolyl~3'
603 4-Isoxazolyl-4'
604 4-lsoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-lsoth4azolyl-4'
613 4-Isoťhiazolyl-5‘
614' 2-Imidazolyl-Í’' '
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
622 4-Imidazolyl-4 *
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5’
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazoly 1-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
-348CZ 288922 B6
Číslo Xm
637 3-Thiazolyl-5'
638. 4-Thiazolyl-2 *
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
-349CZ 288922 B6
Tabulka 20
I: R1 = CH3, Z = CH3
II: R1 = CH2-CH3, Z =CH3
III: R1 = CH3, Z = C2H5
IV: R1 = CH2-CH3, Z. = C2H5
V: R1 = CH3, Z = NHCH3
VI: R1 = CH2-CH3, Z = NHCH3
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
N-C6H5-Pyrrolyl-3
4 N-(4'-CH3-C6H4)-Pyrrolyl-3
5 N— (3 · -CH3-C6H4) -Pyrrolyl-3
6 N- (2 '-CH3-C6H4) -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N-(3'-CH3O-C6H4)-Pyrrolyl-3
9 N- (2 · -CH3O-C6H4)-Pyrrolyl-3
10 N- (4' -NO2-C6H4) -Pyrrolyl-3
11 N- (3' -NO2-C6H4) -Pyrrolyl-3
12 N- (2' -NO2-CgH4) -Pyrrolyl-3
13 N- (4 · -CN-C€H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2 ' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3 '-C1-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-Pyrrqlyl-2
22 N- (4 '-CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4} -Pyrrolyl-2
24 N-( 2'-CH3-C6H4)-Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-CgH4) -Pyrrolyl-2
-350CZ 288922 B6
Číslo B
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N-12' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' —CN-C5H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2' -C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2 '
39' 5-C6H5-Furyl-2
40 5- (4' -CH3-C6H4) -Furyl-2
41 5-( 3 '-CH3-Č6H4)-Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4' -CH3O-C6H4) -Fůry 1-2
44 5- (3 ' -CH3O-C6H4) -Furyl-2
45 5- (2' -CH3O-C6H4) -Furyl-2
45 5- (4 ' -NO2-C6H4) -Furyl-2
47 5- (3 '-NO2-C6H4) -Furyl-2
48 5- (2' -NO2-Č6H4) -Furyl-2
49 5- (4' -CN-C6H4) -Fůry 1-2
50 5- (3' -CN-C6H4) -Furyl-2
51 5- (2' -CN-C6H4) -Furyl-2
52 5-14’ -C1-C6H4) -Furyl-2
53 5- (3' -C1-C6H4) -Furyl-2
54 5- (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4- (4' -CH3-C6H4) -Furyl-2
58 4-(3'-CH3-C6H4)-Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3 '-CH3O-C6H4) -Furyl-2
62 4 - (2' -CH3O-C6H4) -Furyl-2
-351 CZ 288922 B6
Číslo B
63 4- (4 · -NO2-C6H4) -Furyl-2
64 4- (3'-NO2-C6H4) -Furyl-2
65 4- (2' -NO2-C6H4) -Furyl-2
66 4- (4 ’ -CN-C6H4) -Furyl-2
67 4-(3'-CN-C6H4)-Furyl-2
68 4- (2' -CN-C6H4) -Furyl-2
69 4- (4' -C1-C6H4) -Furyl-2
70 4- (3' -C1-C6H4) -Furyl-2
71 4- (2 ' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-CěH5-Thienyi-2
75 5- (4 · -CH3-C6H4) -Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 5- (2' -CH3-csh4) -Thienyl^2
78 5- (4' -CH3O-Č6H4) -Thienyl-2
79 5- (3 · -CH3O-C6H4) -Thienyl-2
80 5- (2 ' -CH3O-C6H4) -Thienyl-2
81 5- (4 · -NO2-C6H4) -Thienyl-2
82 5- (3' - NO2- C6H4) -Thienyl-2
83 5- (2 · -NO2-C6H4) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-CsH*) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 ’ -CI-C6H4) -Thienyl-2
88 5- (3' -C1-C6H4) -Thienyl-2
89 5- (2' -CI-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thienyl-2
95 4-(4'-CH3O-C6H4)-Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2' -CH3O-C6H4) -Thienyl-2
98 4-(4'-NO2-C6H4)-Thienyl-2 . .
-352CZ 288922 B6
Číslo B
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2 '-NO2-C6H4) -Thienyl-2
101 4- (4 '-CN-C6H4) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4-(2'-CN-C6H4)-Thienyl-2
104 4- (4' rCl-CfiH4) -Thienyl-2
105 4- (3' -Cl-CgH4) -Thienyl-2
106 4- {2 · -CI-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- (3- -CH3-C6H4) -Thienyl-3
112 5- (2' -CH3-C6H4) -Thienyl-3
.113 5- (4' -CH3O-C6H4) -Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3
116 5- (4' -NO2-C6H4) -Thienyl-3
117 5-(3'-NO2-C6H4)-Thienyl-3
118 5- (2 '-NO2-C6H4) -Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 5-C3'-CN-C6H4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4 · -C1-C6H4) -Thienyl-3
123 5- (3'—Cl—CgH4)—Thienyl—3
124 5- (2' -CI-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C.6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4)-Pyrazolyl-4
133 N- (2 '-CH3O-C6H4) -pyrazolyl-4
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
- 353 CZ 288922 B6
Číslo B
135 N- (3 '-NO2-C6H4) -Pyrazolyl-4
136 N- (2 ’ -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-C6H4) -Pyrazolyl-4
140 . N- (4' -CI-C6H4) -Pyrazolyl-4
141 N- (3' -C1-C6H4) -Pyrazolyl-4
142 N- (2 · -CI-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-CgHs-N-Methy lpyr azoly 1-4
145 3- (4' -CH3—CgH4) -N-Methylpyrazolyl-4
146 3- (3 ’-CH3-CgH4) -N-Methylpyrazolyl-4
147 3- (2' —CH3—CgH4) -N-Methylpyrazolyl-4
148 3- (4 · -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3' -CH3O-C6H4) -N-Methylpyrazolyl-4 '
150 3-(2'-CH3O-CeH4)-N-Methylpyrazolyl-4 <·
151 3- (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3- (3'—NO2—CgH4) -N-Methylpyrazolyl-4
153 . 3- (2 '-NO2-CeH4) -N-Methylpyrazolyl-4
154 3- (4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3- (3 '-CN-C5H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -CI-C6H4) -N-Methylpyrazolyl-4
158 3- (3' - Cl- CgH4) -N-Methylpyrazolyl-4
159 3- (2' -CI-C6H4) -N-Methylpyrazolyl-4
160 lsoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6H5-Isoxazolyl-5
163 3- (4' -CH3-C6H4) -Isoxazolyl-5
164 . 3- (3'—CH3—CgH4) -Isoxazolyl-5
165 3- (2 '-CH3-C6H4) -Isoxazolyl-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' —CH3O—CgH4) -Isoxazolyl-5
169 3- (4' -NO2-C6H4) -Isoxazolyl-5
170 3- (3 '-NO2-CeH4) -Isoxazolyl-5
- 354CZ 288922 B6
Číslo B
171 3- (2 '-NO2-C6H4) -Isoxazolyl-5
172 3- (4' -CN-C6H4) -Isoxazolyl-5
173 3 — (3 * -CN-C6H4) -Isoxazolyl-5
174 3- (2'-CN-C6H4) -Isoxazolyl-5
175 3-(4'-CI-C6H4)-Isoxazolyl-5
176 3- (3' -CI-C6H4) -Isoxazolyl-5
177 3- (2 ’ -CI-C6H4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 ·. 3- (4' -CH3-C6H4) -4-Chlorisoxazolyl-5
.182 3- (3 '-CH3-C6H4) -4-Chlor isoxazolyl-5
183 3- (2 '-CH3-C6H4) -4-Chlorisoxazolyl-5
184 3- (4 ’ -CH3O-C6H0^4-Chlorisoxazolyl-5
185. 3-(3'-CH30-C6H4)'-4-Chlorisóxazolyl-5 ·
186 3- (2' -CH3O-Č6H4) -4-Chlórisoxazolyl-5
187 3- (4' -NO2-C6H4) -4-Chlor isoxazolyl-5
188 3- (3' -NO2-C6H4) -4-Chlor isoxazolyl-5
189 3- (2 · -NO2—C5H4) -4-Chlorisoxazolyl-5
190 3- (4' -CN-C6H4) -4-ChloriSoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazolyl-5
193 3- (4 '-CI-C6H4 )-4-Chlorisoxazolyl-5
194 3- (3 *-Cl-C6H4)-4-Chlorisoxazolyl-5
195 3- (2 '-Cl-C6H4)-4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4 '-CH3-C6H4) -Isoxazolyl-3
200 5- (3 '-CH3-CgH4) -Isoxazolyl-3
201 5- (2 '-CH3-C5H4)-Isoxazolyl-3
202 . 5- (4' -CH3O-C6H4) -Isoxazolyl-3
203 5- (3 '-CH3O-C6H4) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxažolyl-3
205 5- (4' -NO2-C6H4) -Isoxazolyl-3
206 5- (3 '-NO2-C6H4) -isoxazolyl-3
-355 CZ 288922 B6
Číslo B
207 5- (2' -NQ2-C6H4) -Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxažolyl-3
209 5- (3' -CN-C6H4) -Isoxazolyl-3
210 5- (2' -CN-C6H4) -Isoxazolyl-3
211 5- (4' -Cl-CeH4) -Isoxazolyl-3
212 5- (3 '-CI-C6H4)-lsoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3- (4' -CH3-C6H4) -Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -^Isothiazolyl-5
219 3- (2' -CH3-C6H4) -Isothiazolyl-5
220 3 — (4' -CH3O-C6H4) -Isothiazolyl-5
221 3-(3 '-CH3O-C6H4)-Isothiazolyl-5
222 3- (2 · -CH3O-C6H4) -lsothiazolyl-5
223 3- (4' -NO2-C6H4) -Isothiazolyl-5
224 3-(3'-NO2-C6H4)-Isothiazolyl-5
225 3- (2' -NO2-C6H4) -lsothiazolyl-5
226 3-(4' -CN-C6H4)-Isothiazolyl-5
227 3- (3 '-CN-C6H4)-Isothiazolyl-5
228 3 — (2 * -CN-C6H4) -Isothiazolyl-5
229 3- (4' -Gl-CgH4) -lsothiazolyl-5
230 3- (3' -CI-C6H4) -Isothiazolyl-5
231 3- (2' -CI-C6H4) -lsothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-C6H5~Oxazolyl-4
235 2- (4' -CH3-C6H4) -Oxazolyl-4
236 2- (3' -CH3-C6H4) -Oxazolyl-4
237 2- (2 '-CH3-C6H4) -Oxazolyl-4
238 2- (4' -CH3O-C6H4) -Oxazolyl-4
239 2- (3'—CH3O—CeH4) -Oxazolyl-4
240 2- (2 · -CH3O-C6H4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
242 2— (3' -NO2-CeH4) -Oxazolyl-4
-356CZ 288922 B6
Číslo B
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4' —CN—CgH4) -Oxazolyl-4
245 2- (3' -CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2-(4 '-C1-C6H4)-Oxazolyl-4
248 2- (3' -C1-C6H4) -Oxazolyl-4
249 2- (2' -C1-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6Hs-Thiazolyl-4
253 2- (4' -CH3-C6H4) -Thiazolyl-4
254 2- (3' -CH3-C6H4) -Thiazolyl-4
255 2- (2 '-CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2-(3/ - CH3O-C6H4) -Thiazolyl-4
258 2- (2 ’ -CH3O-C6H4) -Thiazolyl-4
259 2- (4' -NO2- C6h4 ) -Thiazolyl-4
260 2- (3 '-NO2-C6H4) -Thiazolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2- (4' -CN-C6H4) -Thiazolyl-4
263 2- (3 ’-CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2- (4' - Cl- CgH4) -Thiazolyl-4
266 2- (3 · -C1-C6H4) -Thiazolyl-4
267 2- (2 · -Cl-CeH4) -Thiazolyl-4
268 N-CH3-I,2,4-Triazoly1-5
269 3-CH3-N-CH3-1,2,4-Triazoly 1-5
270 3-C6H5-N-CH3-l, 2,4-Triazoly 1-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
272 3- (3 · -CH3-C6H4) -N-CH3-1,2,4-Triazoly 1-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazoly 1-5
274 3- (4' -CH3o-C6H4) -N-CH3-1,2,4-Triazoly 1-5
275 3- (3' -CH3O-C6H4) -N-CH3-1,2.4-Triazoly 1-5
276 3- (2 ’ -CH30-C6H4) -N-CH3-I; 2,4-Triazoly 1-5
277 3- (4' -NO2-C6H4·) -N-CH3-1,2,4-Triazolyl-5
278 3- (3 ,-NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
-357CZ 288922 B6
Číslo B
279 3- (2 '-NO2-C6H4) -N-CH3-I,2,4-Triazolyl-5
280 3 - (4' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 · -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4 ·-C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
284 3- (3 ·-C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
285 3- (2' -CI-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly1-2
288 5-C6H5-1,2,3-Oxadiazolyl-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
290 5- (3 · -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
291 5- (2' -CH3-CgH4 )-1,3,4-Oxadiazoly 1-2
292 5- (4' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
293 5- (3 · -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 5- (3' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2/ -NO2-C6H4) -1,3,4-Oxadiazolyl-2 .
298 5- (4 '-CN-C6H4)-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
300 5- (2' -CN-C6H4 )-1,3 M-0xádiazolyl-2
301 5- (4 · -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
302 5-(3'-CI-C6H4 )-1,3,4-Oxadiazoly1-2
303 5- (2 · -CI-C6H4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-1,2,4-Oxadiazoly1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
308 5- (3 · -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-C6H4 )-1,2,4-Oxaůiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
313 5- (4 · -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
314 5- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
- 358CZ 288922 B6
Číslo B
315 5- (2'-NO2-C6H4)-1,2,4-Oxadiazoly 1-3
316 5- (4'-CN-C6H4 )-1,2,4-Oxadiazoly 1-3
317 5- (3' -CN-C6H4) -1,2,4-Oxadiazoly 1-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
319 5- (4'-CI-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2'-CI-C6H4)-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-1,2,4-Oxadiazolyl-5
324 3-C6H5-1,2,4-Oxadiazoly 1-5
325 3-14’ -CH3-C5H4) -1,2,4-Oxadiazoly 1-5
326 3- (3 '-CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
327 3- (2 '-CH3-C6H4) -1,2,4-Oxadiázolyl-5
328 3- (4 '-CH3O-C6H4)-1,2,4-Oxadiazoly 1-5
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
333 3- (2' -NO2-C6H4) -1,2,4-Oxadiazoly 1-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
335 3- (3 '-CN-C6H4 )-1,2,4-Oxadiazoly 1-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3' -CI-C6H4 )-1,2,4-Oxadiazolyl-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-1,2,4-Thiadiazoly 1-3
342 5-C6H5-I,2,4-Thiadiazolyl-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazolyl-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazolyl-3
346 5- (4' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
349 5- (4' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3 ·
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
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Číslo B
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
352 5- (4 '-CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5- (3 '-CN-C6H4 )-1,2,4-Thiadiazoly 1-3
354 5- (2' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
355 5- (4' -CI-C6H4 )-1,2,4-Thiadiazoly 1-3
356 5- (3' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
357 5- (2' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazolyl-2
360 5-CgHs-l, 3,4-Thiadiazoly 1-2
361 5- (4' -CH3-C6H4) -1,3,4-Thiadiazoly 1-2
362 5- (3 · -CH3-CgH4 )-1,3,4-Thiadiazolyl-2
363 5- (2 '—CH3—C§H4) -1,3,4-Thiadiazoly 1-2
364 5- (4 · —CH3O—CgH4 )-1,3,4-Thiadiazolyl-2
365 5- (3 · -CH3o-CgH4) -1,3,4-Thiadiazoly 1-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
367 5- (4' -NO2- C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
372 5- (2' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
373 5-(4'-Cl-CgH4)-1,3,4-Thiadiazoly1 -2
374 5- (3 '-C1-C6H4 )-1,3,4-Thiadiazolyl-2
375 5- (2' -C1-C6H4 )-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazin.yl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimi diny 1-4
382 Pyrimi diny 1-5
383 Pyrimidinyl-2
384 Pyridyl-3 1
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Tabulka 21
Vybrané fyzikální hodnoty jednotlivých sloučenin
Čís. Sloučenina iH-NMR (ppm) T.t.
1 H3C J] 0 3,7 (s,široký,3H) 1,2 (s,široký,3H)
2 ___^N ^CH3 ‘ 0 3,75 (s, 3H); 1,2 (t, 3H) <
3 OT3 h3c^'N'o'CH3 0 3,7 (s, 3H); 1,2 (t, 3H)
4 013 w; Η3ΟζγΝΌ*σΐ3 ^X^™3 ° N ' •o 1 ch3 3,95 (s, 3H); · 3,7 (s, 3H); 1,2 (t, 3H) /
5 A· Η,Ο'Υ'Ο'“3 O 3,6 (S, 3H); 2,9 (d, 3H)
6 ΐ H3C* Ν^γ^Π'ο'™3 Π CH3 0 123
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Čís. ‘Sloučenina 1H-NMR (ppm) T.t.
7 h3c* ΝγΝΌ/Οί3 syJ ° a 118
8 h3c^ynoxCH3 0 a < 3,7 (S, 3H); 2,55 (s,velmi široký, 2H)
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sloučenin
ČÍS. Xm T.t. (°C) iH-NMR (ppm) nebo IČ (cm-1)
1 H 90
2 2-CH3 80 X
3 2,5-(CH3)2 101
4 2-CH3-4—C (CH3) =N—OCH3 z 3,95 (s, 3H); 3,65 (s, 3H); 2,9 (d, 3H)
5 2,5- (CH3) 2-4-C (CH3)'=NO-Allyl 3,65 (s, 3H); 2,9 (d, 3H)
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Tabulka 22
Číslo X z a .
1 H ch3 -ch2o-
2 H ch3 -CH2O’N=C(CH3)-
3 H ch3 -CH=CH-
4 H nh2 -ch2o-
5 H nh2 -CH2O-N=C(CH3)
6 H nh2 -CH=CH-
7 H· N(CH3)2 -ch2o-
8 H N(CH3)2 -CH2O-N=C(CH3)-
9 H N(CH3)2 -CH=CH-
10 H CC13 -ch2o-
11 H CC13 -CH2O-N=C(CH3)-
12 H CC13 -CH=CH-
13 H CF3. -ch2o-
14 H Cp3 -CH2O-N=C(CH3) -
15 H cf3 > -CH=CH-
16 CH3 ch3 -CH2O-
17 Čh3 ch3 -CH2O-N=C(CH3)-
18 ch3 ch3 -CH=CH-
19 ch3 nh2 -CH2O-
20 ch3 nh2 -CH2O-N=C(CH3)-
21 ch3 nh2 -CH=CH-
22 ch3 N(CH3)2 -CH2O-
23 ch3 N(CH3)2 -CH2O-N=C(CH3)-
24 ch3 Ň(CH3)2 -CH=CH-
25 ch3 CC13 -CH2O-
26 ch3 CC13 -CH2O-N=C (CH3) -
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Číslo X z A
27 ch3 CC13 -CH=CH-
28 ch3 cf3 -ch2o-
29 ch3 cf3 -CH2O-N=C(CH3)-
30 ch3 cf3 -CH=CH-
31 · Cl ch3 -ch2o-
32 Cl ch3 -CH2O-N-C(CH3)-
33 Cl ch3 -CH=CH-
34 Cl nh2 -ch2o-
35 Cl nh2 -CH2O-N=C(CH3)-
36 Cl nh2 -CH=CH-
37 Cl N(CH3)2 -ch2o-
38 Cl N(CH3)2 -CH2O-N=C(CH3)-
39 Cl N(CH3)2 -CH=CH-
40 Cl CC13 -ch2o-
41 Cl CC13 -ch2o-n=c (zCH3)-
42 Cl CC13 -CH=CH-
43 Cl cf3 -ch2o-
44 Cl cf3 . -CH2O-N=C(CH3)-
45 Cl cf3 -CH=CH-
-365CZ 288922 B6
Tabulka 23
I: R1 = CH3, Z = CH3
II: R1 = CH2-CH3, Z =CH3.
III: R1 = CH3, Z = C2H5
IV: R1 = CH2-CH3, Z = C2H5
V: R1 = CH3, Z = NHCH3
VI: R1 = CH2-CH3, Z = NHCH3
O
Číslo B
1 2-Pyridyl
2 3-Trifluormethyl-2-pyridyl
3 5-Trif luormetbyl-2-pyridyl
4 3,5-Bis- (trif luormethy 1) -2-pyričtyl
5 3,5-Dichlor-2-pyridyl.
6 3-Chlor-5-trifluormethyl-2-pyridyl
7 3, 5-Dichlor-2-pyridyl
8 2 -Chlor—4 - tr if luormethy lf eny 1
9 2 -Benzothiazoly 1
10 5-Chlor—4-methyl-2-benzimidazolyl.
11 2-Benzoxazoly1
1-2 1-Methyl-5-trifluormethy1imidazo[5, 4-a]-pyridin-2-yl
13 5-Chlor—2-pyrimidinyl
14 4-Methyl -5-fenyl-2-thiazolin-2-yl
15 4-Methyl -5-fenyl-2-oxazolin-2-yl
16 7-Trifluormethy1-4-chino1inyl
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Příklad 10
N-(2,6-Dimethylfenyl)-N-methoxykarbonyl-0-methylhydroxylamin (tabulka 30, číslo 1)
a) N-(2,6-Dimethylfenyl)-N-methoxykarbonylhydroxylamin
K 11,3 g (80 mmol) N-2,6-dimethylfenylhydroxylaminu (vyroben analogicky jak popsal Bamberger a kol. v Ann. Chem. 316, 278 /1901/) a 12,5 g (90 mmol) uhličitanu draselného ve 30 ml methylenchloridu se za teploty 0 až 5 °C přikape 7,0 g (70 mmol) methylesteru kyseliny chlormravenčí. Vše se míchá za teploty 0 až 5 °C po dobu 30 minut, nerozpustná tuhá látka se odfiltruje a filtrát odpaří za sníženého tlaku. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 1,4 g (7,2 mmol) sloučeniny pojmenované v nadpise ve formě tmavého oleje. Výtěžek odpovídá 9 % teorie.
*H-NMR (CDC13): δ 8,85 (široký s, 1H, OH), 7,1 (m, 3H, fenyl), 3,75 (s, 3H, OCH3), 2,3 (s, 6H, 2 x CH3) ppm.
b) N-(2,6-Dimethylfenyl)-N-methoxykarbonyl-0-methylhydroxylamin (tabulka 7, číslo 1)
Směs 1,4 g (7,2 mmol) N-(2,6-dimethylfenyl)-N-methoxykarbonylhydroxylaminu (příklad la), 1,3 g (9 mmol) uhličitanu draselného a 10 g (8 mmol) dimethylsulfátu v 10 ml acetonu se míchá za teploty místnosti přes noc. Reakční směs se potom zředí methylenchloridem a rozmíchá ve zředěném roztoku amoniaku. Nakonec se fáze oddělí a organická fáze se extrahuje ještě dvakrát vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií se směsí cyklohexanu a ethylacetátu jako elučním činidlem. Získá se 1,2 g (6 mmol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 83% teorie.
Teplota tání: 81 °C.
’Η-NMR (CDC13): δ 7,1 (m, 3H, fenyl), 3,75 (široký s, 6H, 2 x OCH3), 2,3 (s, 3H, CH3) ppm.
Odpovídajícím způsobem se mohou vyrobit sloučeniny uvedené v následujících tabulkách. Sloučenina vzorce I, číslo 1 z tabulky 24, číslo 1 má například tento vzorec
N— O— CH3
COOCH3 (sloučenina vzorce I, číslo 1, tabulka 1)
-367CZ 288922 B6
Tabulka 24
I: R1 = CH3 , X=CH3
II: R1 = CH2-CH3 , X=CH3
III: R1 = CH3 , X=C1
IV: R1 = CH2-CH3 , X=C1
Číslo
1 H
2 2-F
3 3-F
4 4-F .
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-F5
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3 ’
24 2,3,4,6-014 .
25 . 2,3,5,6-Cl4
26 2,3,4,5,6-015
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Číslo
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2, 6-Br2
33 2,4,6-ΒΓ3
34 2,3,4,5,6-Brs
35 2-J
36 3-J
37 4-J .
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br.
45 2-C1, 5-Br
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-CÍ, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
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Číslo
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(0¾) 2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(0¾) 3
77 2,3,6-(0¾) 3
78 2,4,5-(CH3)3
79 2,4,6-(0¾) 3
80 3,4,5-(0¾) 3
81 2,3,4,6-(0¾)4
82 2,3,5,6- (CH3)4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(Ο2Η5)2
90 2,4,6- (C2Hs) 3
91 2-11-C3H7
92 3-11-C3H7
93 4-n—C3H7
94 2-Í-C3H7
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4-(Í-C3H7) 2
98 2,6-(Í-C3H7) 2
-370CZ 288922 B6
Číslo Tm
99 3,5-(Í-C3H7) 2
100 2,4,6-(Í-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4Hg '
106 4—t—C4H9
107 2,3- (t-C4Hg) 2
108 2,4-(t-C4H9)2
109 2,5- (t'-C4H|) 2 x k
110 2,6-(t-C4Hg) 2
111 3,4-(t—C4H9) 2
112 2,4,6-(t-C4Hg)3
113 4—n—C9H19·
1.14 4-11-C12H25 .
115 4-11-C15H31
116 4-(1,1,3,3-Tetramethylbutyl).
117 4-(2,4,4-Trimethylpropyl)
118 2—t—C4H9, 4-CH3
119 2-t-C4H9; 5-CH3
120 2,6-(t-C4Hg)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6—t—C4H9
123 2-CH3., 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4Hg)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CgHii
133 3-cyklo-CgHn
134 ' 4-cyklo-C6Hn
-371 CZ 288922 B6
Číslo
135 2,4- (cyklo-CeHii) 2. 6-CH3
136 2-CH3, 4-cyklo-CeHii
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
Ϊ41 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
14-7- 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5 '
154 2-Br, 4-CH2C6H5
155 2-cyklo-CgHn, 4-C1
156 2-cyklo-C6Hn, 4-Br
157 2-C1, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-CeHn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3—0—C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3- 0-11-C3H7
167 4-O-n-C3H7
168 2-O-1-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7 '
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Číslo
171 2-O-I1-C6H13
172 3-O-n-CeHi3
173 4—0—n—CgH^^
174 2-0—n—CgHii
175 3-0- n—CeHi7
176 4—0—n—CeHi7
177 2-0-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(0CH3)2
184 ^-cf3 „ '
185 ' 3-CF3-
186 4-CF3 .
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 4 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
-373CZ 288922 B6
Číslo
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-Cl, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1 -
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F-
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,Ó-(CH3)2
229 2-Cl, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
-374CZ 288922 B6
Číslo Tm
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3» 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2—NO2 4—Cl
252 2-OCH3, 5-NO2
253 2,4-Cl2/5-N02
254 2,4-Cl2,6-NO2
255 2,6 Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6- J2, 4-NO2
258 2—CH3,δ-ί-ΟβΗγ, 4—Cl
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (11-C3H7)
266 3-CO2<n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(í-C3H7 )
269 3-CO2 (i-C3H7)
270 4-co2 ( í-c3h7 )
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 . 3-CH2O(C2H5)
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Číslo
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O (n-C3H7)
283 2-CH2O(Í-C3H7)
284 3-CH2O (í-C3H7)
285 4-CH2O (í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 . 3-co-ch3
291 4-CO-CH3 '
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3 . '
295 2-CÓ-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH (CH3)-CH3
300 4-CO-CH(CH3)—CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-CI-4-CH3-CO
313. 2-Cl-4-CH3-CH2-CO
314 2-C1-4-CH3-CH (CH3)-CO
-376CZ 288922 B6
Číslo Tm
315 2, 5-C12-4-CHO
316 2,5-C12-4-CH3-CO
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH (CH3) -CO
320 2-C(=NOCH3)-CH3
321 3-C (=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2-C (=NOC2H5)-CH3
324 3-C (=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H77-CH3
329 2-C (=NO-i7C3H7) -CH3 ' - ' '
330 3-C (=NO-i-C3H7)-CH3
331 4-C(=NO-í-C3H7 ) -CH3
332 2-C(=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 4-C(=NO—Ally 1)-CH3
335 2-C{=NO-trans-Chlorally1)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO-n-C4H9) -CH3
342 3 -C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C5H5) -ch3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO—n—C3H7
350 2-CH3-4-CH=NO-i-C3H7
-377CZ 288922 B6
Číslo
351 2-CH3—4—CH=NO—Allyl
352 2—CH3—4—CH=NO— (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Pr opargy 1
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-Í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl) .
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3-C=NO—CH2-CeH5)
365 . 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO- c2h5)
367 2-CH3—4- (C2H5—C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C-NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3—C=NO—n—C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-Í-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO- trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Pr opary 1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4-C6H5 ...
386 2-(2'-F-C6H4).
-378CZ 288922 B6
Číslo Tm
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3(2’-f-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-C1-CsH4)
397 2-(4’-C1-C6H4)
398 3-(2'-Cl-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3f-Cl-CgH4)
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-CeH4)
407 2-(4'-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-CeH4)
410 3-(4'-CH3-C6H4)
411 4- (2 ’-CH3-C6H4)
412 4- (3 CH3-CeH4)
413 4- (4 ’ -CH3-C6H4)
414 2-(2'-CH3-CO-CgH4)
415 2-(3'-CH3-CO-CSH4)
416 2-(4'-CH3-CO-C6H4)
417 3- (2 '-CH3-CO-C6H4)
418 3-(3'-CH3-CO-CsH4)
419 3-(4'-CH3-CO-C6H4)
420 4- (2 ’-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4- (4 '-CH3-CO-CSH4)
423 2- (2' - (CH3-C (=NOAllyl)) -C6H4)
-379CZ 288922 B6
Číslo Tm
424 2-(3(CH3-C (=N0Allyl) J-CeHj
425 2-(4' - (CH3-C (=N0Allyl))-C6H4)
426 3- (2 ' - (CH3-C (=N0Allyl)) -C6H4)
427 3-(3'- (CH3-C (=NQAllyl)) -C6H4)
428 3-(4(CH3-C(=NQAllyl) )-C6H4)
429 4-(2'-(CH3-C(=NOAllyl) )-C6H4)
430 4- (3'- (CH3-C (=N0Allyl)) -C6H4)
431 4- (4' - (CH3-C (=NQAllyl)) -C6H4)
432 2-(2'-CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4)
434 2-(4'-CH3O2C-C6H4)
435 3- (2'-CH3O2C-C6H4)
•436 3-(3'-CH3O2C-C6H4)
437 3- (4 '-CH30žC-C6H4)
438 4-(2'-CH3O2C-cďi)
439 4- (3 ' -CH3O2O-C6H4)
440 4-(4 '-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 2- (3 CH3O-C6H4)
443 2-(4'-CH3O-C6H4)
444 3- (2 '-CH3O-C6H4)
445 3- (3 '-CH3O-C6H4)
446 3-(4'-CH3O-C6H4)
447 4- (2 ’-CH3O-C6H4)
448 4- (3 '-CH3O-C6H4)
449 4-(4'-CH3O-CgH4)
450 2-(2'-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4- (2 '-O2N-C6H4)
457. 4- (3 ’-O2N-C6H4)
458 ' 4-{4’-O2N-C6H4)
459 2-(2'-NC-C6H4)
-380CZ 288922 B6
Číslo Tm .
460 2-(3'-NC-C6H4)
461 2-(4'-NC-CgH4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-CsH4)
467 4-(4'-NC-C6H4)
468 2-(2 ’-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-GF3-C6H4)
471 3-(2'~CF3-C6H4-k
472 3- (3 '-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
478 2-O-(2'-F-C6H4) '
479 2-O-(3'-F-C6Hí)
480 2-O-(4'-F-C6H4)
481 3-O-(2'-F-C6H4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 . 4-O-(2'-F-C6H4)
485 4-0-(3'-F-CgH4)
486 4-O-(4'-F-C6H4)
487 2-0-(2'-C1-CsH4)
488 2-0-(3'-C1-C6H4)
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-CfiH4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4’-Cl-C6H4)
493 |3-O-(4'-Cl-C6H4).
-381 CZ 288922 B6
Číslo
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-0-(4'-Cl-C6H4)
497 2-O-(2'-CH3-CeH4)
498 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3 O-(2'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0-(3’-CH3-CgH4)
505 4-O-(4'-CH3-C6H4)
506 2-0- (2 ' -CH3-CO-C6H4)
507 2-0- (3 ' -CH3-CO-C5H4)
508 2-0-(4'-CH3-CO-Ce H4 )
509 3-0- (2 ' -CH3-CO-C&H4)
510 3-0- (3 ' -CH3-CO-C$H4)
511 3-0- (4 ' -CH3-CO-C6H4)
512 4-0- (2 ' —CH3—CO—C5H4)
513 4-0- (3· -CH3-CO-C6H4)
514 4-0- (4 ' —CH3—CO-C6H4)
515 2-0- (2 (CH3-C (=N0Allyl)) -C6H4)
516 2-0-(3 ' - (CH3-C (=N0Allyl))-C6H4)
517 2-0- (4 ' - (CH3-C (=N0Allyl)) -C6H4)
518 3-0- (2'- (CH3-C (sNQAllyl)) -C6H4)
519 3-0- (3 ' - (CH3-C (=NQAllyl)) -C6H4)
520 3-0-(4 ' - (CH3-C (=N0Ally 1))-C6H4)
521 4-0- (2 ' - (CH3-C (=N0Allyl)) -C6H4)
522 4-0- (3 · - (CH3-C (=N0Allyl)) -C6H4)
523 4-0-(4'-(CH3-C{=NQAllyl))-C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
526 2-O-(4'-CH3O2C-C6H4)
527 3-0- (2 ' -CH3O2C-C6H4)
528 3-0- (3 · -CH3O2C-C6H4)
529 3-0- (4'-CH3O2C-C6H4)
-382CZ 288922 B6
Číslo Tm
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-0- (3 '-CH3O2C-C6H4 )
532 4-O-(4'-CH3O2C-C6H4)
533 2-0-(2'-CH30-C6H4)
534 2-0-(3'-CH30-C6H4)
535 2-0-(4'-CH3O-CgH4)
535 3-0-(2'-CH30-C6H4)
537 3-O-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4)
543 2-O-(3'-O2N-C6H4)
544 2-o-(4’-O2N-C6H4)
545 3-0-(2'-02N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-0-(3'-02N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 . 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-CeH4)
559 4-O-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 2-0-{3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-O-(3’-CF3-C6H4)
565 3-0- (4 '-CF3-C6H4)
-383 CZ 288922 B6
Číslo
566 4-0-{2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl~2·
570 2-Pyridyl-3*
571 2-Pyridyl-4’
572 3-Pyrídyl-2·
573 3-Pyridyl-3’
574 3-Pyridyl-4 ’
575 4-Pyridyl-2'
576 4-Pyridyl-3 ·
577 4-Pyridyl-4'
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3·
580 2-Pyrimidinyí-4 '
581 3-Pyrind.din.yl-2 ’
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587.. 2-Pyrazolyl-l''
588 2-Pyrazolyl-3P
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl~4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
-384CZ 288922 B6
Číslo Tm
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyí-3·
609 3-lsothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-lsothiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-lmidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-lmidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 - 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5’
-385CZ 288922 B6
Číslo Tm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-0-CH2-CH2-0CH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-i-C3H7)
648 2-CH3-4-(n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-c3H7-C=N-0-trans-ChÍorallyl)
650 2-CH3-4- (n.-C3H7-C=N-0-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-CgHs)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-0-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-0-Propargyl)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4Hg)
661 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 ' 2-O-n-C4H9
663 2-O-i-C4H9
664 2—0—S—C4H9
665 2—0—t-C4Hg
666 2-Neopentyloxyskupina
667 3-O-n-C4H9
668 3-O-i-C4H9
669 3-O-S-C4H9
670 3-O-t—C4H9
671 3-Neopentyloxyskupina
672 4-O-n-C4H9
673 4—0—i—C4H9
-386CZ 288922 B6
Číslo Tm
674 4-O-S-C4H9
675 4-O-t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3—4-O-í-C4H9
682 3-CH3-4-O-S-C4H9
683 3-CH3—4-0—t-C4H9
684 3-CH3-4-Neopentyloxyskupina
685 2—CH3—3—OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3—0—1-C3H7
696 2-CH3-4-O-í-C3H7
697 2-CH3-5-O-i-C3H7
698 2-CH3-6-O-i-C3H7
699 3-CH3-4-O-i-C3H7
700 3-CH3-5-O-í-C3H7
701 3-CH3-6-O-í-C3H7
702 4-CH3-5-O-í-C3H7
703 4-CH3-6-O-i-C3H7
704 5-CH3-6-O-í-C3H7
705 2-CI-3-OCH3
706 2-Cl-4-OCH3
707 2-Cl-5-OCH3
708 2-Cl-6-OCH3
709 3-Cl-4-OCH3
-387CZ 288922 B6
Číslo Tm
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-388CZ 288922 B6
Tabulka 25
fi 0 I: R* = ch3 . x=ch3
x^ * II: R1 = CH2-CH3, x=ch3
0 1 N pl III : R1 = ch3 . X=C1
Ύ \ K 0 IV: R1 : = CH2-CH3 , X=C1
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C6H5-Pyrrolyl-3
4 . N- (4' -CH3-C6H4) -Pyrrolyl-3
5 N-(3 '-CH3-C6H4)-Pyrrolyl-3.
6 . N- (2 ' -CH3-C6H4) -Pyrřoly 1-3.
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3 ' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2 '-CH3O-C6H4) -Pyrrolyl-3
10 N— (4· - NO2-CgH4 ) -Pyrrolyl-3
11 N- (3' -NO2-C6H4) -Pyrrolyl-3
12 N- (2' -NO2-C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -pyrrolyl-3
14 N- (3 ' -CN-C6H4) -Pyrrolyl -3
15 N- (2 ' -CN-C6H4) -Pyrrolyl-3
16 N- (4 ' - Cl- C6H4) -Pyrrolyl-3
17 N- (3' -C1-C6H4) -Pyrrolyl-3
18 N- (2' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-Pýrrolyl-2
22 N- (4' -CH3.-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2 '-CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2 .
26 N- (3 ' -CH3O-C6H4) -Pyrrolyl-2
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
-389CZ 288922 B6
Číslo B
28 N- (4' -NO2-C6H4) -Pyrrolyl-2
29 N- (3 · -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2 ’ -CN-C6H4) -Pyrrolyl-2
34 N- (4' -CI-C6H4) -Pyrrolyl-2
35 N- (3' -C1-C6H4) -Pyrrolyl-2
36 N- (2' -C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 5-(4'-CH3-C6H4)-Furyl-2
41 5- (3 ' —CH3—CgH4) -Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4' -CH3O-C6H4) -Furyl-2
44 5-13' -CH3O-C6H4) -Furyl-2
45 5- (2 ' -CH3O-C6H4) -Furyl-2
46 5-(4'-NO2-C6H4)-Fůry 1-2
47 5- (3 ' -NO2-C6H4) -Furyl-2
48 5- (2 ' -NO2-C6H4) -Furyl-2
49 5- (4 · -CN-C6H4) -Furyl-2
50 5- (3 ' -CN-C6H4) -Furyl-2
51 5- (2 ' -CN-C6H4) -Furyl-2
52 5- (4' -C1-C6H4) -Furyl-2
53 5- (3 ' -CI-C6H4) -Furyl-2
54 5— (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4-(4 '-CH3-C6H4)-Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4-(2'-CH3O-C6H4)-Furyl-2
63 4- (4' -NO2-C6H4) -Furyl-2
-390CZ 288922 B6
Číslo B
64 4- (3' -NO2-C6H4) -Furyl-2
65 4- (2' -NO2-C6H4) -Furyl-2
66 4-(4'-CN-C6H4)-Fůry 1-2
67 4- (3' -CN-C6H4) -Furyl-2
68 4- (2 '-CN-C6H4) -Furyl-2
69 4- (4 · -CI-C6H4) -Fůry 1-2
70 4- (3 ' -CI-C6H4) -Furyl-2
71 4- (2 ' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-CgH5-Thienyl-2
75 5- (4' -CH3-C6H4) -Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 5- (2 '-ch3-C6H4) -Thienyl-2
78 5-(4'-CH3O-CeH4)-Thienyl-2
79 5- (3' -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
83 5- (2' —NO2—C5H4) -Thienyl-2
84 5- (4' -CN-C5H4) -Thienyl-2
85 5- (3 ' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 '-C1-C6H4) -Thienyl-2
88 5- (3' -CI-C6H4) -Thienyl-2
89 5- (2' -CI-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4- (4 · -CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4- (2' -CH3O-C6H4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4- (3 ’ -NO2-C6H4) -Thienyl-2
-391 CZ 288922 B6
Číslo B
100 4- (2' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4'-C1-C6H4) -Thienyl-2
105 4-(3'-C1-C6H4)-Thienyl-2
106 4-(2'-C1-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5- (4 ’ -CH3-C6H4) -Thienyl-3
111 - 5- (3' -CH3-C6H4) -Thienyl-3
112 5- (2 · -CH3-C6H4) -Thienyl-3
113 5- (4' -CH3O-C6H4) -Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5— (2 * -CH3O-C6H4) -Thienyl-3
116 5- (4' -NO2-C6H4) -Thienyl-3
117 5- (3' -NO2-C6H4) -Thienyl-3
118 5- (2' —no2—CgH4) -Thienyl-3
119 5-(4’-CN-C6H4)-Thienyl-3
120 5- (3' -CN-C6H4) -Thienyl-3
121 5- (2'-CN-C6H4)-Thienyl-3
122 5-(4'—Cl—CgH4)-Thienyl-3
123 5- (3' -C1-C6H4) -Thienyl-3
124 5- (2' -C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 - N-CgHs-Pyrazolyl-ů
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3' - CH3- C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolýl-4
131 N- (4' -CH30tC6H4 ) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2 ’ -CH3O-C6H4) -Pyrazolyl-4
. 134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135- N- (3' -NO2-C 6H4) -Pyrazolyl-4
-392CZ 288922 B6
Číslo B
136 N-(2'-NO2-CgH4)-Pyrazolyl-4
137 N- (4' —CN-CgH4) -Pyrazolyl-4
138 N- (3 '-CN-C6H4)-Pyrazolyl-4
139 N- (2' -CN-C6H4) -Pyrazolyl-4
140 N- (4' -Cl-CgH4) -Pyrazolyl-4
141 · N- (3' -Cl -CgH4) -Pyrazolyl-4
142 N- (2' -C1-C6H4) -Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-CgHs~N-Methylpyrazolyl-4
145 3- (4CH3—CgH4) -N-Methylpyrazolyl-4
146 3- (3'—CH3—CgH4) -N-Methylpyrazolyl-4
147 3-(2'-CH3-CgH4)-N-Methylpyrazolyl-4
148 3- (4' -CH3O-CgH4) -N-Methylpyrazolyl-4 .
149' 3- (3' -CH3O-C$H4) -N-Methylpyrazolyl-4
160 3- (2 '-CH3O-C6H4 /^N-Methylpyrazolyl-4
151 3- (4' —NO2-CgH4) -N-Methylpyrazolyl-4
152 . 3- (3 '-NO2-CgH4) -N-Methylpyrazolyl-4
153 3 - (2' - NO2-CgH4) -N-Methylpyrazolyl-4
154 3 — (4' -CN-CgH4) -N-Methylpyrazolyl-4
155 3- (3' —CN-CgH4) -N-Methylpyrazolyl-4
156 3- (2' —CN—CgH4) -N-Methylpyrazolyl-4
157 3- (4' —Cl-CeH4) -N-Methylpyrazolyl-4
158 3-(3'-Cl-CgH4) -N-Methylpyrazolyl-4
159 3- (2' -Cl-CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-CgHs-Isoxazolyl-5
163 3- (4 '-CH3-CgH4) -Isoxazolyl-5
164 3- (3/-CH3-CgH4)-Isoxazolyl-5
165 3- (2 '-CH3-C6H4) -Isoxazolyl-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3 ’-CH3O-CgH4) -Isoxazolyl-5
168 3- (2 '-CH3O-C6H4)-Isoxazolyl-5
169 3- (4' - NO2-CgH4.) -Isoxazolyl-5
170 3- (3 * -NO2-C6H4) -Isoxazolyl-5
171 3- (2' —NO2—CgH4) -Isoxazolyl-5
-393 CZ 288922 B6
Číslo B
172 3- (4'-CN-C6H4)-Isoxazolyl-5
173 3- (3 '-CN-Cgfy) -Isoxazolyl-5
174 3- (2' -CN-C6H4) -Isoxazolyl-5
175 3- (4' -CI-C6H4) -Isoxazolyl-5
176 3-(3'-CI-C6H4)-Isoxazolyl-5
177 3-(2'-CI-C6H4)-Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-CeH5-4-Chlorisoxazolyl-5
181 3- (4' -CH3-C6H4) -4-Chlor isoxazolyl-5
182 3- (3 '-CH3-C6H4) -4-Chlorisoxazolyl-5
183 3- (2 '-CH3-C6H4) -4-Chlorisoxazoly 1-5
184 3- (4 '-CH3O-C6H4) -4-Chlorisoxazolyl-5 -
185 3- (3' —CH3O—CgH4) -4-Chlor i soxazaJyl-5
186 3- (2 '-CH30-C6H4)-4-Chlorisoxazolyl-5
187 3- (4' -NO2-C6H4) -4-Chlorisoxazoly1-5
188 3- (3 ’—NO2—CgH4) -4-Chlorisoxazolyl-5
189 3- (2 '-NO2-C6H4) -4-Chlorisoxazolyl-5
190 3-(4'-CN-C6H4)-4-Chlor isoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazolyl-5
193 3- (4 '-Cl-C6H4)-4-Chlorisoxazolyl-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazolyl-5
195 3- (2 '-CI-C6H4) -4-Chlorisoxazolyl-5
196 Isoxazolyl-3 ‘
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4' -CH3-C6H4) -isoxazoly 1-3
200 5- (3' -CH3-C6H4) -Isoxazoly 1-3
201 5- (2' -CH3-C6H4) -Isoxazoly 1-3
202 5- (4 ’ -CH3O-C6H4) -Isoxazolyl-3
203 5- (3'-CH3O-C6H4) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 . 5- (4' -NO2- C6H4) -isoxazoly 1-3
206 5- (3'-NO2-C6H4) -isoxazoly 1-3
207 5- (2' -NO2-C6H4) -isoxazoly 1-3
-394CZ 288922 B6
Číslo 5
208 5- {4 ' -CN-C6H4)-Isoxazolyl-3
209 5- (3' -CN-CgH4) -Isoxazolyl-3
210 5- (2 '-CN-C6H4)-Isoxazolyl-3
211 5- (4' -Cl-CgH4) -Isoxazolyl-3
212 5-(3'-CI-C6H4)-Isoxazolyl-3
213 5-(2'-C1-C6H4)-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3~lsothiazolyl-5
216 3-CgH5-lsothiazolyl-5
217 3- (4' -CH3-C6H4) -Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -Isothiazolyl-5
219 3- (2 '-CH3-C6H4) -Isothiazolyl-5
220 3- (4' -CH3O-C6H4) -Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -Isothiazolyl-5
222 3-(2'-CH3O-C6H4)-Isothiazolyl-5
223 3-(4'-NO2-C6H4)-Isothiazolyl-5
224 3- (3 ' -NO2-C6H4) -Isothiazolyl-5
225 3- (2' -NO2-C6H4) -Isothiazolyl-5
226 3-(4'-CN-C6H4)-Isothiazolyl-5
227 3-(3'-CN-CgH4)-Isothiazolyl-5
228 3 - (2' -CN-C6H4) -Isothiazoly 1-5
229 3- (4'—Cl—CgH4)-Isothiazolyl-5
230 3-(3·-CI-C6H4)-Isothiazolyl-5
231 3- (2'—Cl—Cgli4) -Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2- (4'-CH3-C6H4)-Oxazolyl-4
236 2- (3 '-CH3-C6H4)-Oxazolyl-4
237 2- (2 ’-CH3-C6H4) -Oxazolyl-4
238 2- (4 ’-CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2- (2 ' -CH3O-C6H4) -Oxazolyl-4
241 2- (4 · —NO2—CgH4) -Oxazolyl-4.
242 2- (3'—NO2-CgH4) -Oxazolyl-4
243 2- (2' -NO2-C6H4) -Oxazolyl-4
-395CZ 288922 B6
Číslo B
244 2- (4' -CN-CeH4) -Oxazolyl-4
245 2- (3 '-CN-C6H4)-Oxazolyl-4
246 2- (2'-CN-C6H4)-Oxazolyl-4
247 2- (4' -CI-C6H4) -Oxazolyl-4
248 2-(3'-Cl-CgH4)-Oxazolyl-4
249 2- (2' -C1-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CeH5-Thiazolyl-4
253 2- (4 '-CH3-C6H4) -Thiazolyl-4
254 2- (3 '-CH3-CSH4) -Thiazolyl-4
255 2-(2'-CH3-C6H4)-Thiazolyl-4
256 2-(4^-CH3O-C6H4)-Thiazolyl-4
267 2- (3' -CH3ChC6H4 ) -Thiazolyl-4
258 2- (2 '-CH3O-C6H4) -Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3' -NO2-C6H4) -Thiazolyl-4
261 2- (2' -NO2-CGH4) -Thiazolyl-4
262 2- (4'-CN-C6H4) -Thiazolyl-4
263 2- (3' -CN-C6H4) -Thiazolyl-4
264 2- (2'-CN-CeH4) -Thiazolyl-4
265 2- (4 '-C1-CgH4>-Thiazolyl-4
266 2- (3' -CI-C6H4) -Thiazolyl-4
267 2- (2· -CI-C6H4) -Thiazolyl-4
268 N-CH3-I,2,4-Triazolyl-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-1,2,4-Triazoly1-5
271 3- (4 ' -CH3-CgH4 ) -N-CH3-1,2,4-Triazolyl-5
272 3- (3' -CH3-CgH4 ) -N-CH3-1,2,4-Triazolyl-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazoly 1-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Triazoly 1-5
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
276 3- (2'-CH3O-C6H4) -N-CH3-1.2,4-Triazoly 1-5
277 3- (4 · -NO2-C6H4) -N-.CH3-1,2,4-Triazolyl-5
278 3- (3' -NO2-CgH4 ) -N-CH3-1,2.4-Triazoly 1-5
279 3- (2'-NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
-396CZ 288922 B6
Číslo B
280 3- (4 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3' -CN-CeH4) -N-CH3-1,2,4-Triazolyl-5
282 3- (2'-CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4' -Cl-CgH4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3 '-C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
285 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly 1-2
287 5-CH3-I,3,4-Oxadiazolyl-2
288 5-C6H5-1,3,4-Oxadiazolyl-2
289 5- (4' -CH3-CgH4 )-1,3,4-Oxadiazoly 1-2
290 5- (3' -CH3-C6p41-1,3,4-Ox^diazoly 1-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
292 5— (4' -CH3O-CgH4) -1,3,4-Oxadiazolyl-2
293 5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2' -CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
295 5- (4' -no2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 5- (3 ' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
297 5- (2' -NO2- CgH4 )-1,3,4-Oxadiazolyl-2
298 5- (4' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN—CgH4 )-1,3,4-Oxadiazoly 1-2
300 5- (2' -CN—CgH4 )-1,3,4-Oxadiazoly 1-2
301 5- (4' -C1-C6H4 )-1,3,4-0xadiazoly 1-2
302 5- (3' - Cl- CgH4 )-1,3,4-Oxadiazoly 1-2
303 5- (2' -C1-C6H4 )-1,3,4-Oxadiazolyl-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-1,2,4-Oxadiazoly 1-3
306 5-CgHs-l, 2,4-Oxadiazolyl-3
307 5- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-CgH4 )-1,2,4-Oxadiazolyl-3
309 5- (2' -CH3-CgH4 )-1,2,4-Oxadiazoly 1-3
310 5- (4 '-CH3O-C6H4) -1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
314 5-(3’-NÓ2-C6H4)-l,2,4-Oxadiazolyl-3 .
315 5- (2' -NO2-CgH4 )-1,2,4-Oxadiazolyl-3
-397CZ 288922 B6
Číslo B
316 5- (4'-CN-CgH4 )-1,2,4-Oxadiazolyl-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
318 5- (2' -CN-CgH4 )-1,2,4-Oxadiazoly1-3
319 5- (4 ’ -Cl-CgH4 )-1,2,4-Oxadiazoly1-3
320 5- {3' -Cl-CgH4 )-1,2,4-Oxadiazoly1-3
321 5-(2'-Cl-CgH4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-1,2,4-Oxadiazoly 1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-CgH4 )-1,2,4-Oxadiazolyl-5
326 3- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
327 3- (2 ’ -CH3-C6H4) -1,2,4-Oxadiazolyl-5
3- (4 '-CH3O-CgH4 )-1,2,4-Oxadiazoly 1-5
329 3- (3 ' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2 '-CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-CgH4)-1,2,4-Oxadiazoly 1-5
332 3- (3' -NO2-CgH4 )-1,2,4-Oxadiazolyl-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-CgH4 )-1,2,4-Oxadiazoly 1-5
335 3- (3 ' -CN-CgH4 )-1,2,4-Oxadiazoly 1-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3- (4' -C1-C6H4 )-1,2,4-0xadiazolyl-5
338 3- (3'-Cl-CgH4)-1,2,4-Oxadiazoly1-5
339 3- (2' -Cl-CgH4) -1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazoly 1-3
342 5-CgHs-l, 2,4-Thiadiazolyl-3
343 5- (4'-CH3-CgH4)-1,2,4-Thiadiazoly 1-3
344 5- (3' -ch3-c6h4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4' -CH30-CeH4 )-1,2,4-Thiadiazolyl-3
347 5- (3' -CH3O—CgH4 )-1,2,4-Thiadiazoly 1-3
348 5- (2' —CH3O—CgH4 )-1,2,4-Thiadiazolyl-3
349 5- (4' -NO2-CgH4 )-1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-CgH4 )-1,2,4-Thiádiazoly 1-3
351. 5- (2' -NÓ2-CgH4) -1,2,4-Thiadiazoly 1-3
-398CZ 288922 B6
Číslo B
352 5- (4'-CN-CgHí)-1,2,4-Thiadiazolyl-3
353 5- (3'-CN-C6H4)-1,2,4-Thiadiazoly1-3
354 5-(2'-CN-C6H4)-1,2,4-Thiadiazoly1-3
355 5-(4'-CI-C6H4)-1,2,4-Thiadiazoly1-3
356 5- (3' -CI-C6H4 )-1,2,4-Thiadiazoly 1-3
357 5-(2'-CI-C6H4)-1,2,4-Thiadiazoly1-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazolyl-2
360 5-C6H5-l,3,4-Thiadiazolyl-2 .
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
363 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
364 5- (4' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
365 5-* (3' .tCH3OíC6H4 )-1,3,4-Thiadiazoly 1-2
366 5- (2 '-CH3O-C6H4)-1,3,4-Thiadiazolyl-2
367 5- (4 '-NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2 ' -NO2-C6H4) -1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-CgH4 )-1,3,4-Thiadiazolyl-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
372 5-(2'-CN-C6H4)-1,3,4-Thiadiazolyl-2
373 5-{4'-CI-C6H4)-1,3,4-Thiadiazoly1-2
374 5-(3'-CI-C6H4)-1,3,4-Thiadiazolyl-2
375 5-(2'-CI-C6H4)-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimi diny 1-5
383 Pyrimidinyl-2
384 Pyridyl-3
385 . 1-Naftyl
386 2-Naftyl
-399CZ 288922 B6
Tabulka 26
I: R1 = CH3 , X=CH3
II: R1 = CH2-CH3 , X=CH3
III: R1 = CH3 , X-Cl
IV: R1 = CH2-CH3 , X=C1
Číslo
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-F5 ,
8 2,3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-C12
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-CI3
20 2,3,6-CI3
21 2,4,5-CI3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4 .
26 2,3,4,5,6-CI5
27 2-Br ·
28 3-Br
-400CZ 288922 B6
Číslo
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3, 4,5, 6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 2-C1, 3-F
40 2-C1, 4-F
41. 2-C1, 5-F
42 2-C1, 6-F .
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br .
46 2-C1, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
5.5 2-F, 4-Cr
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br.
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F' ' . ‘ -
-401 CZ 288922 B6
Číslo Tm
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(ČH3)2
71 2,5-(CH3)2
72 2,6-{CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5—(CH3)3
81 2,3,4,6- (CH3) 4
82 2,3,5,6- (CH3) 4
83 2,3,4,5,6- (CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5 ·
87 2,4- (C2Hs)2
88 2,6-(C2Hs)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5 )3
91 2-11-C3H7
92 3-11-C3H7
93 4-11-C3H7
94 2-Í-C3H7
95 3-Í-C3H7
96 4-1-C3H7
97 2,4- (i-C3H7)2
98 2,6-(1-C3H7)2
99 3,5-(Í-C3H7)2
100 2,4,6-(i-C3H7)3 . .
-402CZ 288922 B6
Číslo Tm
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9) 2
108 2,4—(t—C4Hg) 2
109 2,5- (t-C4H9) 2
110 2,6-(t-C4Hg) 2
111 3,4-(t—C4H9)2
112 2,4,6- (t-C4H9) 3
113 4-n-C9Hi9
114 4-n-CX2H25
115 4-11-C15H31 /
116 4-(1,1,3,3-Tetramethylbuty1)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-c4Hs, 4-CH3
119 2-1-CfHg, 5-CH3
120 2,6-(t-Č4Hg)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-t-C4Hg '
123 2-CH3, 4-1-C3H7
124 2-CH3, 5-i-C3H7
125 3-CH3, 4-i-C3H7
126 2-Í-C3H-7, 5-ςΗ3
127 2,4-(t-C4H9)2, 6-i-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hn
134 - 4-cyklo-CgHn
135 2,4-(cyklo-C6Hn)2, 6-CH3
136 2-CH3, 4-cyklo-CgHu
-403CZ 288922 B6
Číslo Tm
137 2—CH2-CgH5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6Hs
145 4- {2-Í-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-CgHs
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-CgH5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2CgHs
154 2-Br, 4-CH2C6H5
155 2-cyklo-CgHu, 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-C1, 4-cyklo-c6Hn
158 2-Br, 4-cyklo-CgHii
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—0—I1-C3H7
166 3—0—n—C3H7
16? 4-O-I1-C3H7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2—0—n—CgHi3
172 3- 0- n- Č6H13
-404CZ 288922 B6
Číslo Tm
173 4-O-n-C6Hi3
174 2-O-n-C8Hi7
175 3— 0—n—C8Hi7
176 4-O-n-C8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br'
206 2-CH3, 4-Br.
207 2-CH3, 5-Br
208 2-CH3, 6-Br
-405CZ 288922 B6
Číslo
209 2-C1, 3-CH3
210 2-C1, 4-CHj
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4—CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2 / '
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244. 2,3,6-(CH3)3, 4-C1
-406CZ 288922 B6
Číslo Tm
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2/ 6-F
247 2,4-(CH3)2> 6-C1
248 2,4-(CH3)2r 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3/ 5-NO2
253 2,4-Cl2, 5-NO2
254' 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-i-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2.CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (II-C3H7)
266 3-CO2 (11-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2 (í-C3H7)
269 3-CO2 (Í-.C3H7)
270 4-CO2(1-C3H7)
271 . 2-CO2(n-C6H13)
272 3-CO2 (n-C6Hi3)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
-407CZ 288922 B6
Číslo Tm
281 3-CH2O (11-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O(í-C3H7)
285 4-CH2O(Í-C3H7)
286 2-CHO
287 3-CHO ·
288 . 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3—CO—CH2—CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2-4-CHO
307 . 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
314 2-C1-4-CH3-CH (CH3)-CO
. 315 2,5-Cl2.-4-CHO
316 2,5-CI2-4-CH3-CO
-408CZ 288922 B6
Číslo Tm
317 2,5-CI2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-C12-4-CH3--CH(CH3)-CO
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C (=NOC2H5) -CH3
326 2-C (=NO-n-C3H7) ~CH3
327 3—C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H7) -CH3
329 2-C C=NO-i-C3H7) -CH3
330 3-C (=NO- Í-C3H7) -CH3
331 4-C (=NO-i-C3H7) -CH3 '
332 2-C(=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorally 1)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NQ-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propargy1)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2-C (=NO-n-C4H9) —CH3'
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C (=NO-CH2-C6H5)-CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5)-CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350. 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
-409CZ 288922 B6
Číslo
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4Hg
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-ch3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2—CH3—4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3—C=NO—i—C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorally 1)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4t (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-CssNOC2H5.)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3)2-4-(CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=N0-Pr opary 1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4-(CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3“C6H5
385 4-CgHg
386 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4)·
-410CZ 288922 B6
Číslo Tm
389 3-(2 '-F-CgHJ
390 3-(3'-F-C6H4)
391 3-(4'-F-C5H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-C1-C6H4)
397 2-(4'-Cl-C6H4)
398 3- (2 '-C1-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C5H4)
401 4-(2'-Cl-C6H4)
402 4-(3'-C1-C6H4)
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2- (4' -CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3- (4 ’-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4-(3'-CH3-C6H4)
413 4- (4 '-CH3-C6H4)
414 2- (2 '-CH3-CO- CgH4)
415 2-(3'-CH3-CO-C6H4)
416 2- (4 '-CH3-CO-C6H4)
417 3- (2'-CH3-CO-C6H4)
418 3-(3 '-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4- (2 ’-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4-(4'-CH3-CO~C6H4)
423. 2-(2'- (CH3~C (=N0Allyl))-C6H4}
424 2-(3'- (CH3-C (=NQAllyl)) -C6H4)
425 2- (4' - (CH3-C (=N0Allyl)) -C6H4)
-411 CZ 288922 B6
Číslo Tro
426 3-(2'-(CH3-C(=NOAllyl))-C6H4)
427 3-(3’- (CH3-C (=NOAllyl) ) -C6H4)
428 3-(4’-(CH3-C(=NOAllyl) )-C6H4)
429 4- (2 '-(CH3-C(=NOAllyl) )-C6H4)
430 4- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
431 4-(4'-(CH3-C(=NQAllyl)) -C6H4)
432 2-(2'-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2-(4'-OH3O2C-C6H4)
435 3-(2'-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 ' 4-(3'-CH3O2C-C6H4)
440 4- (4 '-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 2-(3^0^0-06^)
443 2-(4'-ΟΗ3Ο-Ο6Η4)
444 3- (2'-CH3O-C6H4)
445 3- (3 '-CH3O-C6H4)
446 3-(4'-ΟΗ3Ο-Ο6Η4)
447 . 4- (2'-0Η3Ο-Ο6Η4)
448 4-(3'-CH3O-C6H4)
449 4- (4 '-CH3O-C6H4)
450 2-(2'-O2N-CgH4)
451 2-(3'-O2N-C6H4)
452 2- (4 '-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 - 3-(4'-O2N-C6H4)
456 4-(2'—O2N-CgH4)
457 4-(3'-O2N-CgH4)
458 4-(4'-Ο2Ν-Ο6Η4)
459 2-(2'-NC-C6H4)
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C6H4) '
-412CZ 288922 B6
Číslo Tm
462 3- (2' -NC-CgH4)
463 3-(3'-NC-CgH4)
464 3-(4'-NC-CgH4)
465 4-(2'-NC-CgH4)
466 4-(3'-NC-CgH4)
467 4-(4'-NC-CgH4)
468 2-(2'-CF3-CgH4)
469 2-(3'-CF3-CgH4)
470 2-(4'-CF3-CgH4)
471 3-(2'-CF3-CgH4)
472 3-(3’-CF3-CgH4)
473 3-(4'-CF3-CeH4 )
474 4-(2'-CF3-CgH4)
475 4-(3’-CF3-CgH4)
476 4-(4'-CF3-CgH4)
477 2-0-CgH5
475 3-0- c6h5
476 4-0- CgHg
478 2-O-(2'-F-C6H4)
479 2-o-(3'-F-C6H4)
480 2-o-(4'-F-CgH4)
481 3-0-(2'-F-CgH4)
482 3-O-(3'-F-CgH4)
483 3-0-(4'-F-CgH4)
484 4-O-(2'-F-CgH4)
485 4-O-(3'-F-CgH4)
486 4-0-(4'-F-C6H4)
487 - 2-0-(2’-Cl-CgH4)
488 2-0-(3’-Cl-CgH4)
489 2-O-(4'-Cl-CgH4)
490 3-O-(2'-Cl-CgH4)
491 3-O-(3'-Cl-CgH4)
492 3-0-(4’-Cl-CgH4)
493 3-O-(4'-Čl-C6H4)
494 4-0-(2’-Cl-CgH4)'
,495 4-0-(3'-Cl-CgH4)
-413CZ 288922 B6
Číslo
496 4-0-(4'-01-06¾)
497 2-O-(2'-CH3-C6H4)
498 2-0-(3'-ΟΗ3-06Η4)
499 2-O-(4'-CH3-C6H4)
500 3-0-(2'-ΟΗ3-Ο6Η4)
501 3-0-(3'-ΟΗ3-Ο6Η4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-0-(3'-ΟΗ3-Ο6Η4)
505 4-0-(4'-CH3—C6H4)
506 2-0- (2 ' —CH3—CO—CgH4)
507 2-0- (3 ' —CH3—CO—C6H4)
508 2-0- (4/-CH3-CO-C6H4)
509 3-0- (2 ' -CH3-CO-C6H4)
510 3-0- (3 ' -CH3-CO-C6H4)
511 3-0- (4 '-CH3-CO-CeH4)
512 4-0-(2' -CH3-CO-C6H4)
513 4-0- (3 '-CH3-CO-C6H4)
514 4-0-(4' -CH3-CO-C6H4)
515 2-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
516 2-0- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
517 2-0-(4'-(CH3-C(=NQAllyl) )-06¾)
518 3-0-(2'-(CH3-C(=NOAllyl) )-06¾)
519 3-0- (3' - (CH3-C (=N0Allyl)) -06¾)
520 3-0- (4 '- (CH3-C (=N0Allyl)) -06¾)
521 4-0- (2'- (CH3-C (=NQAllyl)) -C6H4)
522 4-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
523 4-0- (4' - (CH3-C (=N0Allyl)) -C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-0-(3 ’-CH3O2C-C6H4)
526 2-O-(4'-CH3O2C-C6H4)
527 3-0- (2' -CH3O2C-C6H4)
528 3-Ο-(3'-ΟΗ3θ2θ-06Η4)
529 3-0- (4 ' -ΟΗ3Ο2Ο-Ο6Η4)
530 4-0-(2'-ΟΗ3020-06Η4)
531 4-0- (3 ' -CH3O2C-C6H4)
-414CZ 288922 B6
Číslo Tra
532 4-O-(4'-CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-0-(3'-CH3O-CgH4)
535 2-0-(4 '-CH3O-CgH4)
536 3-0-(2'-CH3O-CgH4)
537 3-0-(3'-CH3O-CsH4)
538 3-0-(4'-CH3O-CgH4)
539 4-0-(2'-CH3O-CgH4)
540 4-0-(3'-CH3O-CgH4)
541 4-0-(4'-CH3O-CgH4)
542 2-0-(2'-O2N-CgH4)
543 2-O-(3'-O2N-CgH4)
544 2-O-(4'-O2N-CgH4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-CgH4)
547 3-0-(4 ,-O2N-CgH4)
548 4-O-(2'-O2N-C6H4)
549 4-0-(3'-O2N-CgH4)
550 4-0-(4 ,-O2N-CgH4)
551 2-O-(2'-NC-CgH4)
552 2-0-(3'-NC-CgH4)
553 2-0-(4'-NC-CgH4)
554 3-O-(2'-NC-CgH4)
555 3-0- (3 '-NC-C6H4)
556 3-0-(4'-NC-CgH4)
557 4-0-(2'-NC-CgH4)
558 4-O-(3'-NC-CgH4)
559- 4-0-(4'-NC-CgH4)
560 2-0-(2 *-CF3-CgH4)
561 2-0-(3’-CF3-CgH4)
562 2-0- (4 '-CF3-CgH4)
563 3-O-(2'-CF3-CgH4)
564 3-O-(3'-CF3-C€H4)
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-CgH4)
-415CZ 288922 B6
Číslo Tm
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-21
570 2-Pyridyl-3’
571 2-Pyridyl-4‘
572 3-Pyridyl-2’
573 3-Pyridyl-3'
574 3-Pyridyl-4'
575 4-Pyridyl-2’
576 4-Pyridyl-3·
577 4-Pyridyl-4’
578 2-Pyrimi diny1-2' ·
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2'
582z 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimi diny 1-2'
585 4-Pyrimidinyl-3·
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l' ·
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4 r
590 3-PyrazolyI-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4’ x
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl~5' -
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4' -
-416CZ 288922 B6
Číslo Tm
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-lsothiazolyl-5’
608 3-lsothiazolyl-3'
609 3-lsothiazolyl-4'
610 3-lsothiazolyl-5'
611 4-lsothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-isothiazolyl-5'
614 2-Imidazolyl-l'
615’ 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2' ··'
619 3-Imidazolyl~4'
620 4-Imidazolyl-l'
621 4-lmidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 ' 3-Oxazolyl-4'
628 3-Oxazolyl-5’
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4’
637 3-Thiazolyl-5'
638 . 4-Thiazolyl-2'
639 4-Thiažolyl-4'
-417CZ 288922 B6
Číslo
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4-(n-C3H7-C=N-OCH3)
645 2-CH3-4- (n—C3H7—C=N—OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-i-C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-0-trans-Chlorallyl)
650 2-CH3-4- (n-C3H7-C=N-0-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i—C3H7-C=N-OCH3)
654 2-CH3-4-(Í-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i-C3H7—C=N—0-i—C3H7)
657 2-CH3-4- (Í-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlorallyl)
659 2-CH3-4- (i-c3H7-C=N-0-Propargy 1)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661- 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 2-O-n-C4Hg
663 2—0—i—C4Hg
664 2—0—S—C4Hg
665 2-O-t-C4Hg
666 2-Neopentyloxyskupina
667 3-O-n-C4Hg
668 3-O-i-C4H9
669 3—0—S—C4H9
670 3—0—t—C4Hg
671 3-Neopentyloxyskupina
672 4-O-n-C4H9
673 4—0-i—C4H9
674 4—0—S—C4Hg
675 4-O-t-C4Hg
-418CZ 288922 B6
Číslo Tm
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-11-C3H7
680 3-CH3-4-0-n-C4Hg
681 3-CH3-4-O-X-C4H9
682 3-CH2-4-O-S-C4H9
683 3-CH3-4—0—t—C4H9
684 3-CH3- 4-Neopentyloxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
6.87 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3—5—O—i—C3H7
698 2-CH3-6-O-Í-C3H7
699' 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 . 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-C1-3-OCH3
706 2-CI-4-OCH3
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
710 3-CI-5-OCH3
711 3-CI-6-OCH3
-419CZ 288922 B6
Číslo Tm
712 4-C1-5-OCH3
713 4-CI-6-OCH3 ’
714 5-C1-6-OCH3
-420CZ 288922 B6
Tabulka 27
I: R1 = CH3 , X=CH3
II: R1 = CH2-CH3 , X=CH3
III: R1 = CH3 , X=C1 IV: R1 = CH2-CH3 , X=C1
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-CgH5-Pyrrolyl-3
4 N- (4 '-CH3-C6H4)-Pyrrolyl-3
5^--- N- (3' -CH3-C6H4) -Pyrrolyl-3
6 N- (2 '-CH3-C6H4)-Pyrrolyl-3
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2'-CH3O-C6H4) -Pyrrolyl-3
10 N- (4' -NO2-C6H4) -Pyrrolyl-3
11 N- (3 ' -NO2-CgH4) -Pyrrolyl-3
12 N- {2' -NO2-C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3' -CI-C6H4) -Pyrrolyl-3
18 N- (2' -CI-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-Pyrrolyl-2
22 N- (4 · -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2.
24 N- (2' -CH3-CgH4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
27 N- (2' -CH3O-CgH4) -Pyrrolyl-2
28 N- (4' -NO2-C6H4) -Pyrroly 1-2
-421 CZ 288922 B6
Číslo B
29 N- (3 ' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4)-Pyrrolyl-2
33 N- (2 ' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrrolyl-2
35 N- (3 ' -C1-C6H4) -Pyrrolyl-2
36 N- (2' -C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-CgH5-Furyl-2
40 5- (4 '-CH3-C6H4)-Furyl-2
41- 5-(3'-CH3-CgH4)-Furyl-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4' -CH3O-Č6H4) -Fůry 1-2
44 5- (3' -CH3O-C6H4) -Furyl-2
45 5- (2' -CH3O-C6H4) -Furyl-2
46 5- (4 ’ -NO2-C6H4) -Furyl-2
47 5-(3'-NO2-C6H4)-Furyl-2
48 5- (2' -NO2-C6H4) -Furyl-2
49 5- (4' -CN-C6H4) -Furyl-2
50 5-4 3 -CN-C6H4) -Furyl-2
51 5- (2' -CN-C5H4) -Furyl-2
52 5- (4' -C1-C6H4) -Furyl-2
53 . 5- (3 ' -C1-C6H4) -Furyl-2
54 5- (2' -CI-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl~2
57 4- (4 · -CH3-C6H4) -Furyl-2
58 4-(3'-CH3-C6H4)-Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4) -Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4-(2'-CH3O-C6H4)-Furyl-2
63 4- (4 ' -NO2-C6H4) -Furyl-2
64 4- (3' -NO2-C6H4) -Furyl-2
-422CZ 288922 B6
Číslo B
65 4- (2 '-NO2-C6H4)-Furyl-2
66 4- (4 ' -CN-C6H4) -Furyl-2
67 4- (3 ' -CN-C6H4) -Furyl-2
68 4- (2 ' -CN-C6H;) -Fůry 1-2
69 4-(4'-C1-C6H4)-Fůry 1-2
70 4-(3'-C1-C6H4)-Fůry1-2
71 4- (2 ' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2
75 5- (4 '-CH34C6H4) -Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 5- (2 '-CH3-C6H4) -Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3 ' -CH3O-C6H4) -Thiený-1-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4 ' -NO2-C6H4) -Thienyl-2
82 5- (3 '-NO2-C6H4) -Thienyl-2
83 5-(2'-NO2-C6H4)-Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2
85 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 ' -C1-C6H4) -Thienyl-2
88 5-(3'-CI-C6H4) -Thienyl-2
89 5- (2 '-C1-C6H4)-Thienyl-2
90 4-CH3-Thienylr2
91 4-C6Hs-Thienyl-2
92 4- (4 '-CH3-C6H4) -Thienyl-2
93 4- (3' -CH3-C6H4) -Thienyl-2
94 4-(2'-CH3-C6H4)-Thienyl-2
95 4-(4'-CH3O-C6H4)-Thienyl-2
96 4— (3' -CH3O-C6H4) -Thienyl-2
97 4-(2'-CH3O-C6H4)-Thienyl-2
98 4- (4' -NO2-C5H4) -Thienyl-2
99 4- (3 · -NO2-C6H4) -Thienyl-2
100 4-(2'-NO2-C6H4)-Thienyl-2
-423 CZ 288922 B6
Číslo B
101 4- (4' -cn-c6H4 ) -Thienyl-2
102 4- (3'-CN-C6H4)-Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4- (4' -C1-C6H4) -Thienyl-2
105 4- (3' -C1-C6H4) -Thienyl-2
106 4-(2'-C1-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CgH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- (3 '-CH3-C6H4) -Thienyl-3
112 5- (2 · -CH3-C6H4) -Thienyl-3
113 5-(4' -CH3O-C6H4) -Thienyl-3
114 ; 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2 '-CH3O-C6H4) -Thienyl-3
116 5- (4 · -NO2-C6H4) -Thienyl-3
117 5- (3 ' -NO2-C6H4) -Thienyl-3
118 5- (2' -NO2-C6H4) -Thienyl-3
119 5- (4 ’ -CN-C6H4) -Thienyl-3
120 5-(3 '-CN-C6H4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' -Cl—CgH4) -Thienyl-3
123 5-(3'-Cl-C6H4)-Thienyl-3
124 5-(2'-C1-C6H4)-Thienyl-3
125 Pyrazolyl-4 ·
126 N-CH3-Pyrazolyl-4
127 N-CgH5-Pyrazolyl-4
128 N- (4 '-CH3-C6H4) -Pyrazolyl-4
129 N- (3' -CH3-CgH4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3' -CH3O-CgH4) -Pyrazolyl-4
133 N- (2 '-CH3O-C6H4) -Pyrazolyl-4
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N- (3 · -NO2-C6H4) -Pyrazolyl-4
136 N- (2 ’ -NO2-C6H4) -Pyrazolyl-4
-424CZ 288922 B6
Číslo B
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-CgH4) -Pyrazolyl-4
139 N- (2 '-CN-C6H4) -Pyrazolyl-4
140 N- (4 ' -Cl-CgH4) -Pyrazolyl-4
141 N- (3' - Cl- CgH4) -Pyrazolyl-4
142 N- (2 ' -Cl-CgH4) -Pyrazolyl-4
143 3-CH3~N-Methylpyrazolyl-4
144 3-CgH5~N-Methylpyrazolyl-4
145 3- (4 '-CH3-CgH4)-N-Methylpyrazolyl-4
146 3- (3 '-CH3-CgH4) -N-Methylpyrazolyl-4
14? 3- (2' -CH3-CgH4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-CgH4) -N-Methylpyrazolyl-4
149 3- (3' -CH3O-C6H4) -N-Methylpyrazolýl-4
150 3- (2' -CH3O-CgH4) -N-Methylpyrazolyl-4
151 3- (4 '-NO2-CgH4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2 '-NO2~CgH4) -N-Methylpyrazolyl-4
154 3- (4 ’-CN-CgH4)-N-Methylpyrazolyl-4
155 3- (3 '-CN-CgH4) -N-Methylpyrazolyl-4
156 3 - (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4' -Cl-CgH4) -N-Methylpyrazolyl-4
158 3- {3' -Cl-CgH4) -N-Methylpyrazolyl-4
159 3- (2' -Cl-CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-CgHs-Isoxazolyl-5
163 3-(4'-CH3-CgH4)-Isoxazolyl-5
164 3- (3'—CH3-CgH4) -Isoxazolyl-5
165 3- (2' -CH3-C6H4) -Isoxazolyl-5
166 3- (4'-CH3O-CgH4)-lsoxažolyl-5
167 3- (3 '-CH3O—CgH4) -Isoxazolyl-5
168 3- (2' -CH3O-CgH4) -Isoxazolyl-5
169 3- (4'—NO2—CgH4) -Isoxazolyl-5
170 3- (3' -NO2-C6H4) -Isoxazolyl-5
171 . 3-(2'-NO2-CgH4)-Isoxazolyl-5
172 . 3-14' -CN-CgH4) -Isoxazolyl-5
-425CZ 288922 B6
Číslo B
173 3- (3 '-CN-CgHa) -Isoxazolyl-5
174 3- (2 '-CN-C6H4) -Isoxazolyl-5
175 3- (4' -CI-C6H4} -Isoxazolyl-5
176 3- (3' -CI-C6H4) -Isoxazolyl-5
177 3- (2' -CI-C6H4) -Isoxazolyl-5
178 4-Chlorišoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-CgH5-4-Chlorisoxazolyl-5
181 3- (4 '-CH3-C6H4)-4-Chlorisoxazolyl-5
182 3- (3' -CH3-C6H4) -4-Chlorisoxazolyl-5
183 3 - (2' -CH3-C6H4) -4-Chlor isoxazolyl-5
184 3- (4' -CH3O-C6H4) -4-Chlorisoxazoly1-5
185 3- (3 '-CH3O-C6H4 )-4-Chlorisoxazolyl-5
186 3- (2'—CH3O-CgH4 )-4-Chlorisoxazoly 1-5
187 3- (4 '-NO2-C6H4) -4-Chlorisoxazolyl-5
188 3- (3' - NO2- ¢6¾) -4-Chlor isoxazolyl-5
189 3- (2' -NO2-C6H4) -4-Chlor isoxazolyl-5
190 3- (4 '-CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3 '-CN-C6H4)-4-Chlorisoxazoly 1-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazoly1-5
193 3- (4' -CI-C6H4) -4-Chlorisoxazolyl-5
194 3- (3 '-CI-C6H4) -4-Chlori'SOxazolyl-5
195 3- (2 '-Cl-C6H4)-4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-CeH5-Isoxazolyl-3 . .
199 5- (4' - CH3-C6H4) -Isoxazolyl-3
200 5- (3 '—CH3—CgH4) -lsoxazolyl-3
201 5- (2' -CH3-C6H4) -Isoxazolyl-3
202 5- (4 '-CH3O-C6H4) -Isoxazolyl-3
203 5- (3' -CH3O-C6H4) -Isoxazolyl-3
204 5- (2' -CH3o-CeH4) -lsoxazolyl-3
205 5- (4' -NO2-CgH4). -Isoxazolyl-3
206 5- (3' -NO2-CgH4) -Isoxazolyl-3
207 5-(2'-NO2-C6H4)-Isoxazolyl-3
208 5- (4 '-CN-C6H4) -Isoxazolyl-3
-426CZ 288922 B6
Číslo B
209 5-(3 '-CN-CgHí)-Isoxazolyl-3
210 5- (2 ' —CN-CgH4) -Isoxazolyl-3
211 5- (4' -C1-C6H4) -Isoxazolyl-3
212 5- (3 ' -CI-C6H4) -Isoxazolyl-3
213 5-(2'-Cl-CgH4)-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-C6H5-Isothiazolyl-5
217 3- (4' -CH3-C6H4) -Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -Isothiazolyl-5
219 3- (2 '-CH3-C6H4) -Isothiazolyl-5
220 3- (4' -ČH3O-C6H4J -Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -Isothiazolyl-5
222 3- (2' -CH3O-C6H4) -Isothiazolyl-5
223 3- (4' - NO2- C6H4) -Isothiazoly 1-5
224 3- (3 ' —NO2—CgH4) -Isothiazolyl-5
225 3- (2'—NO2—C6H4) -Isothiazolyl-5
226 3- (4' -CN-C6H4) -Isothiazolyl-5
227 3- (3' -CN-C6H4) -Isothiazolyl-5
228 3-(2' -CN-C6H4) -Isothiazolyl-5
229 3 — í 4 * -CI-C6H4) -Isothiazolyl-5
230 3- (3 '-Cl-CgH^J.^Isothiazolyl-S
231 3-(2'-CI-C6H4)-Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-C6H5-Oxazolyl-4
235 2-(4'-CH3-C6H4)-Oxazolyl-4
236 2- {3' -CH3-C6H4) -Oxazolyl-4
237 2- (2 '-CH3-C6H4) -Oxazolyl-4
238 2- (4' -CH3O-C6H4) -Oxazolyl-4
239 2- (3' -CH3O-Č6H4) -Oxazolyl-4
240 2- (2 '-CH3O-C6H4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
242 2- (3' -NO2-C6H4) -Oxazolyl-4
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-C6H4) -Oxazolyl-4
-427CZ 288922 B6
Číslo B
245 2- (3' -CN-C6H4) -Oxazolyl-4
246 2- (2' -CN-C6H4) -Oxazolyl-4
247 2- (4'-C1-C6H4) -Oxazolyl-4
248 2 — (3' -C1-C6H4) -Oxazolyl-4
249 2-(2'-C1-C6H4)-Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CgH5-Thiazolyl-4
253 2- (4' -CH3-C6H4) -Thiazolyl-4
254 2- (3 '-CH3-C6H4) -Thiazolyl-4
255 2- (2' -CH3-C6H4) -Thiazolyl-4
256 2- (4 ’-CH3O-C6H4)-Thiazolyl-4
267 2- (3' -CH3O-CóH4 ) -Thiazolyl-4
258 2- (2' - CH3O- C6H4) -Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3 ' -NO2-C6H4) -Thiazolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2- (4 '-CN-C6H4)-Thiazolýl-4
263 2- (3' -CN-CgH4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2- (4' -C1-C6H4) -Thiazolyl-4
266 2-(3'-C1-C6H4)-Thiazolyl-4
267 2- (2' -C1-C6H4) -Thiazólyl-4 '
268 . N-CH3-1,2, 4-Triazoly1-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-1,2,4-Triazolyl-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2.4-Triazolyl-5
272 3- (3 '-CH3-C6H4)-N-CH3-l,2,4-Triazolyl-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4CH3O-C6H4) -N-CH3-1,2,4-Tr iazoly 1-5
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Tr iazoly 1-5
276 3- (2' -CH3O-C6H4) -N-CH3-1,2,4-Tr iazoly 1-5
277 3- (4' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
279 3- (2 * -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4 '-CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
-428CZ 288922 B6
Číslo B
281 3- (3 ' -CN-CgHí) -N-CHj-l, 2,4-Triazolyl-5
282 3- (2' -CN-CgHí} -N-CH3-1,2,4-Triazolyl-5
283 3- (4' -CI-C6H4) -N-CH3-1.2,4-Triazolyl-5
284 3- (3 ' -C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
285 3- (2 '-C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3, 4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly 1-2
288 5-CgH5-l, 2,3-Oxadiazolyl-2
289 5- (4' -CH3-C6H4) -1,3,4-Oxadiazoly 1-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
292 5— (4' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
2-93 '5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2 ' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
296 5- (3' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
297 5- (2 '-NO2-C6H4 )-1,3,4-Oxadiazolyl-2
298 5- (4 ' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3 '-CN-C6H4) -1,3,4-Oxadiazoly 1-2
300 5- (2' -CN-CgH4)-1,3,4-Oxadiazoly1-2
301 5- (4' -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
302 5- (3 ' -C1-C6H4) -1,3 /4-Oxadiazoly 1-2
303 5- (2' -C1-C6H4 )-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly1-3
305 '· 5-CH3-l,2,4-Oxadiazoly1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' —CH3—CgH4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-CgH4 )-1,2,4-Oxadiazoly 1-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311' 5- (3 '-CH3O-CgH4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
314 . 5- (3' -NO2- CgH4 )-1,2,4-Oxadiazolyl-3
315 5- (2' —NO2—CgH4 )-1,2,4-Oxadiazolyl-3;
316 5- (4 · -CN-C6H4 )-1,2,4-Oxadiazoly1-3
-429CZ 288922 B6
Číslo B
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2' -CN-CgH4 )-1,2,4-Oxadiazoly 1-3
319 5- (4' -C1-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (3' -Cl-CgH4 )-1,2,4-Oxadiazoly 1-3
321 5- (2' -Cl-CeH4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly 1-5
323 3-CH3-1,2,4-Oxadiazoly1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
326 3- (3 '—CH3—ΟβΗ4 )-1,2,4-Oxadiazolyl-5
327 3- (2 ’ -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
328 3-(4'-CH3O-CeH4)-1,2,4-Oxadiazplyl-5\
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-5
331 3- (4' -ŇO2-C6H4) —1,2,4-Oxadiazplyl-5
332 3- (3 ' -NO2-CgH4 )-1,2,4-Oxadiazolyl-5
333 3- (2'-NO2-CgH4)-1,2,4-Oxadiazplyl-5
334 3- (4' —CN—C(jH4 )-1,2,4-Oxadiazplyl-5
335 3 - (3'-CN-C6H4)-1,2,4-Oxadiazplyl-5
336 3- (2' -CN-CgH4 )-1,2,4-Oxadiazply 1-5
337 3- (4' —Cl—CeH4 )-1,2,4-Oxadiazplyl-5
338 3- (3' -Cl-CeH4 )-1,2,4-Oxadiazply 1-5
339 3-(2 / -Cl-CgH4 )-1,2,4-Oxadiazply 1-5
340 1,2 ,.4-Thiadiazolyl-3
341 5-CH3-1,2,4-Thiadiazplyl-3
342 5-C6H5-1,2,4-Thiadiazplyl-3
343 5- (4 * -CH3-C6H4 )-1,2,4-Thiadiazoly1-3
344 5- (3' -CH3-CgH4 )-1,2,4-Thiadiazplyl-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
347 5- (3' -CH3O-CgH4 )-1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-CgH4 )-1,2,4-Thiadiazolyl-3
349 5- (4' -NO2-CgH4) -1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-CgH4 )-1,2,4-Thiadiazplyl-3
351 5- (2' - NO2-CgH4 )-1,2,4-Thiadiazoly 1-3
352 5- (4' -CN-C8H4 )-1,2,4-Thiadiazolýl-3
-430CZ 288922 B6
Číslo B
353 5-(3'-CN-C6H4)-l,2,4-Thiadiazolyl-3 '
354 5-(2'-CN-CgH4)-1,2,4-Thiadiazoly1-3
355 5- (4'-C1-C6H4 )-1,2,4-Thiadiazoly1-3
356 5-(3'-C1-C6H4 )-1,2,4-Thiadiazolyl-3 ·
357 . 5-(2’-Cl-C6H4)-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazoly 1-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
363 5-(2' -CH3-CgH4 )-1,3,4-Thiadiazoly1-2
364 5- (4' -CH3O—CgH4 )-1,3,4-Thiadiazolyl-2
365 5-(3 '-CH3O-C6H4)-1,3,4-Thiadiazoly 1-2 ·.
366 5- (2 '-CH3O-C6H4 )-1,3,4-Thiadiazolyl-2 ·
367 5- (4'-NO2-CgH4)-1,3,4-Thiadiazoly 1-2
368 5— (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2'-NO2-C6H4 )-1,3,4-Thiadiazoly 1-2. ·
370 5- (4' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' —CN—CgH4)-1,3,4-Thiadiazolyl-2
373 5- (4' -C1-C6H4 )-1,3,4-Thiadiazoly 1-2
374 5- (3'-C1-C6H4 )-1,3,4-Thiadiazolyl-2
375 5-(2'-C1-C6H4 )-1,3,4-Thiadiazoly 1-2
376 Pyridyl-2 x
377 Pyridyl-4
37 8 Pyridazinyl-3
379 Pýridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl.
386 .2-Naftyl.
-431 CZ 288922 B6
I: R1 = CH3 , X=CH3
II: R1 = ČH2-CH3 , X=CH3
III:.R1 = CH3 , X=C1 IV: R1 = CH2-CH3 , X=C1
Číslo Tm
1 H
2 2-F
3 . 3-F
4 4-F > .
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8 2,3-F2
9 2-C1
10 3-C1
11 4-Cl
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
‘ 20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
-432CZ 288922 B6
Číslo Tm
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2
39 2-C1, 3-F
40 ’ 2-C1, 4-F v ·
41 2-C1, 5-F
42 2-C1, 6-F -
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-Cl, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
-433CZ 288922 B6
Číslo T®
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2»3,4-(ΟΗ3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6-(CH3)4
83 2,3,4,5,6- (CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(02¾) 2
88 2,6-(02¾) 2
89 3,5-(02¾)2
90 2,4,6- (C2H5)3
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
95 3-Í-C3H7
96 4-i-C3H7
97 2,4- (i—C3H7) 2
98 2,6-( X-C3H7) 2
99 , 3,5-(χ-Ο3Η7)2
100 2,4,6-(ί-Ο3Η7)3
-434CZ 288922 B6
Číslo Tm
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4Hg)2
108 2,4-(t-C4Hg) 2
109 2,5—(t—C4Hg) 2
110 2,6- (t-C4Hg) 2
m 3,4-(t-C4Hg)2
112 2,4,6- (t—C4H.g) 3.
113 4-n-CgHig
114 4-n-Ci2H25
115 4-11-C15H31
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-t-C4Hg, 5-CH3
120 2,6- (t -C'4H9) 2 (4-CH3
121 2-CH3, 4-t-C4Hg
122 2-CH3 , 6—t—C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3· 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-i-C3H7, 5-CH3
127 2,4-(t-C4Hg)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyclo-CgHii
133 3-cyclo-CgHn
134 4-cyclo-C6Hn
135 2,4- (cyklo-CgHn) 2, 6-CH3
136 2-CH3, 4-cyklo-C6Hu
-435 CZ 288922 B6
Číslo Tm
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-CsH5
145 4- (2-Í-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-Cl
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-CgHii, 4-C1
156 2-cyklo-CeHn, 4-Br
157 2-C1, 4-cyklo-CgHii
158 2-Br, 4-cyklo-CgHj^
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3—0—C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-n-C3H7
167 4-O-11-C3H7
168 2-O-1-C3H7
169 3—0—i—C3H7
170 4-O-Í-C3H7
171 2-O-n-C6H13
172 3-O-n-C6Hi3
-436CZ 288922 B6
Číslo Tm
173 4 O n-C6Hi3
174 2-O-n-C8Hi7
175 3-0—n-CsHi7
176 4-O-n-C8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6Hs
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-0(3a 3-C1 ,
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 . 2-CH3, 6-Br .
-437CZ 288922 B6
Číslo Tm
209 - 2-C1, 3-CH3
210 2-Cl,.4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, · 5-C1
220 3-CH3, 4-F
221 3-CH3,. 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3' f
225 3-Cl, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CHy)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233· 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6- (CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
-438CZ 288922 B6
Číslo Tm '
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2í 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2» 6-Br
249 2-i-C3H7, 4-Cl, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-Cl
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-í-C3H7, 4-Cl
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (n-C3H7)
266 3-CO2 (n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(i-C3H7)
269 3-CO2(i-C3H7)
270 4-CO2(í-C3H7)
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-CsHi3)
273 4-CO2 (n-C6H13)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5) -
279 . 4-CH2O(C2Hs)
280 2-CH2O (n-C3H7)
-439CZ 288922 B6
Číslo Tro .
281 3-CH2O(n-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O (í-C3H7)
285 4-CH2O (Í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3'
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO—CH2—CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2—CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
314 2-C1-4-CH3-CH (CH3) -co
315 2,5-Cl2-4-CHO
316 2>5-CI2-4-CH3-CO
-440CZ 288922 B6
Číslo Tm
317 2.5-CI2-4-CH3-CH2-CO
318 2,5-Cl2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3-CH(CH3)-CO
320 2-C(=NOCH3)-CH3
321 3-C (=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2-C{=NOC2H5)-CH3
324 3-C (=NOC2H5) —CH3
325 4-C (=NOC2H5)-CH3
326 2-C (=NO-n-C3E7) -CH3
327 3-C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H7) -CH3
3Ž9 2-C (=NO-Í-C3H7) -CH3
330 3-C (=NO-i-C'3H7) -CH3
33'1 4-C (=NO-i-C3H7) -CH3
332 2-C(=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 4-C(=NO—Ally1)—CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2 -C (=NO-n-C4H9) -CH3
342 3 -C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3—4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-Í-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
-441 CZ 288922 B6
Číslo
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4Hg
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4-(CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3C=NO-CH2-C6H5)'
365 2-CH3-4-(C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-CaNO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorally 1)
371 2-CH3-4-(C2H5~C=NO~Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4Hg)
373 2-CH3-4- (C2Hs-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5Í
376 2,5-(CH3)2-4-(CH3-C=NO-n-C3H7)
377 ' . 2,5-(CH3)2-4-(CH3-C=NO-í-C3H7) ' .
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlo.rallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Pr opary 1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5-(CH3) 2-4-(CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4”C6 H5
386 2-(2’-F-C6H4)
387 2-(3'-F-C6H4)
388. 2-(4'-F-C6H4)
-442CZ 288922 B6
Číslo Tm
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-{2'-F-C6H4)
393 4-(3'-F-CeH4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-C1-C6H4)
397 2-(4'-Cl-C6H4)
398 3- (2 '-C1“C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-C1-C6H4)
401. 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-C1-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3'-CH3-C6H4)
407 2-(4’-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3- (4 '-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4-(3'-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3- (3 '-CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4- (2 ’-CH3-CO-C6H4 )
421 4-(3'-CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4)
423 2-(2(CH3~C (=N0Allyl))-C5H4 j
424 2- (3' - (CH3-C (=NQAllyl)) -C6K4)
425 2-(4'- (CH3-C (=N0Allyl))-CgH4)
-443CZ 288922 B6
Číslo Tm
426 - 3- (2 ' - (CH3-C (=NOAllyl)) -ΟδΗ4)
427 3-(3 ' - (CH3-C (=N0Allyl))-C6H4)
428 3- (4 ' - (CH3-C (=NQAllyl)) -C6H4)
429 4- (2'- (CH3-C(=NQAllyl) )-C6H4)
430 4- (3 ’- (CH3-C (eNQAllyl)) -C6H4)
431 4-(4(CH3-C (=NOAllyl) )-C6H4)
432 2- (2 '-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2-(4'-CH3O2C—CgH4)
435 3-(2'-CH3O2C-C6H4)
436 3-(3CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4-(2'-CH3O2C-CsH4)
439 4-(3’-CH3O2C-C6H4)
440 4- (4 '-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 2- (3 '-CH3O-C6H4)
443 2- (4 *-CH3O-C6H4)
444 3- (2 ’-CH3O-C6H4)
445 3-(3'-CH3O-C6H4)·
446
447 4>12'-01^0-06¾)
448 4- (3 '-CH3O-C6H4)
449 Λ 4-(4'-CH3O-C6H4)
450 2- (2 '-O2N-CgH4)
451 2-(3'-O2N-C6H4)
452 2-(4'-O2N-CeH4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3- (4 ' -O2N-C6H4)
456 4- (2 · -O2N-C6H4)
457 4- (3 '-O2N-CgH4)
458 4-(4'-O2N-C6H4)
459 2-(2'-ΝΟ-ΟβΗ4)
460 2-(3'-ΝΟ-Ο6Η4)
461 2-(4'-NC-C6H4)
-444CZ 288922 B6
Číslo Tm
462 3-(2'-NC-C6H4)
463 3-(3 ’-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4- (2'-NC-C6H4)
466 4- (3 ' -NC-C6H4)
467 4- (4 '-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3- (2 ' -CF3-CSH4)
472 3-(3’-CF3tC6H4)
473 3-(4'-CF3-G6H4)
474 4-(2'-CF3-C6H4) -
475 4- (3 ' -CF3-C6H4).
476 4-(4'-CF3-C6H4) /-
477 2-O-CgHs
475 3-O~C6H5
476 4-O-C6H5
478 2-0- (2' -F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
481 3-O-(2'-F-CsH4)
482 3-O-(3'-F-CSH4)
483 3-O-(4'-F-C6H4)
484 4-0—(2'-F-CeH4)
485 4-O-(3'-F-C6H4)
486 4-O-(4'-F-CsH4)
487 2-O-(2'-Cl-C6H4)
488 2-0-(3'-C1-CsH4)
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-CSH4)
493 3-O-(4'-Cl-CeH4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
-445CZ 288922 B6
Číslo Tm
496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
498 2-0-(3'-CH3-CgH4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3-O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2’-CH3-C6H4)
504 4-O-(3'-CH3-C6H4)
505 4-0-(4'-CH3-C6H4)
506 2-0- (2 ' -CH3-CO-C6H4)
507 2-0-(3 '-CH3-CO-C6H4)
508 2-0-(4'-CH3-CO-C6H4)
509 3-0- (2 ' -CH3-CO-C6H4)
510 3-0-(3'-CH3-CO-CgH4)
511 3-0-(4'-CH3-CO-C6H4)
512 4 -0- (2 ' -CH3 -CO—CgH4)
513 4-0- (3 '-CH3-C0-C6H4)
514 4-0-(4'-CH3-CO-C6H4)
515 2-0- (2' - (CH3-C (=N0Allyl)) -C6H4)
516 2-0-(3'-(CH3-C(=NOAllyl) )-C6H4)
517 2-0-(4'- (CH3-C (=N0Allyl))-CeH4)
518 3-0- (2' - (CH3-C (=N0Allyl)) -CeH4)
519 3-O-(3'-(CH3-C(=NOAllyl))-C6H4) '
520 3-0- (4 · - (CH3-C (=N0Allyl)) -ΟβΗ4)
521 4-O-(2'-(CH3-C(=NOAllyl) )-CsH4) -
522 4-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
523 4-0- (4' - (CH3-C (=N0Allyl)) -C6H4)
524 2-0- (2 '-CH3O2C—CgH4)
525 . 2-0- (3 ' -CH3O2C-C6H4)
526 2-0- (4 '-CH302C-CgH4)
527 3-0- (2 '-CH302C-CgH4)
528 3-0- (3 ' -CH3O2C-C6H4)
529 3-0- (4 ' -CH3O2C-C6H4)
530 4-0- (2 '-CH3O2C-C6H4)
531 4-0- (3 '-CH3O2C-C6H4)
-446CZ 288922 B6
Číslo Tm
532 4-0- (4 ' -CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-CsH4)
538 3-0-(4'-CH3O-CgH4)
539 4-0-(2 '-CH3O-CgH4)
540 4-0-(3'-CH3O-CgH4)
541 4-0-(4'-CH3O-CgH4)
542 2-0-(2'-O2N-CgH4)
543 2-0-(3 '-O2N-C6H4)
544 2-0-(4’-O2N-CgH4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-CgH4)
547 3-0-(4'-O2N-CgH4)
548 4-O-(2'-O2N-C6H4)
549 4-0-(3 '-O2N-CgH4)
550 4-0-(4'-O2N-CgH4)
551 2-0-(2'-NC-CgH4 )·
552 2-O-(3'-NC-CgH4)
553 .. 2—0-(4'-NC-CgH4)
554 3-0-(2'-NC-CgH4)
555 3-O-(3'-NC-CgH4)
556 3—0—(4'-NC-CgH4)
557 4-0-(2'-NC-CgH4)
558 4-0- (3 '-NC-CgH4)
559 4-0-(4’-NC-CgH4)
560 2-O-(2'-CF3-CgH4)
561 2-o-(3'-CF3-C6H4)
562 2-O-(4'-CF3-CgH4)
563 3-0-(2'-CF3-CgH4)
564 3-0- (3 '-CF3-CgH4)
565 3-0-(4'-CF3-CgH4)
566 4-0- (2'-CF3-CgH4)
567 4-0-(3'-CF3-CgH4)
-447CZ 288922 B6
Číslo Tm
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2·
570 2-Pyridyl-3’
571 2-Pyridyl-4’
572 3-Pyridyl-2’
573 3-Pyridyl-3 *
574 3-Pyridyl-4 ·
575 4-Pyridyl-2'
576 4-Pyridyl-3‘
577 4-Pyridyl-4’
578 2-Pyrimi diny1-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2/
582 . 3-Pyrimidinylr3'
583 3-Pyrimidinýl-4'
584 4-Pyrimi diny1-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4’
587 2-Pyrazoly1-1'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'. -
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-PyrazoJyl-4'
593 - 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5·
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3’
603 4-Isoxazolyl-4'
-448CZ 288922 B6
Číslo Tm
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-lsothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-lmidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
622 4-lmidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5' z
626 3-Oxazolyl-2'
627' 3-Oxazolyl-4'
628 3-Oxazolyl-5'.
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
-449CZ 288922 B6
Číslo Tm
639 4-Thiazolylr4 *
640 4-Thiazolyl~5'
-450CZ 288922 B6
I: R* = CH3 , X=CH3
II: R- = CH2-CH3 , X=CH3
III: R‘- = CH3 , X=C1
IV: R'- = CH2-CH3 , X=C1
Tabulka 29
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C5H5-Pyrrolyl-3
4 N- (4 ' -CH3-C6H4) -Pyrrolyl-3
5 N-(3 '-CH3-C5H4)-Pyrrolyl-3
6 N- (2' -CH3-C6H4) -Pyrrolyl-3
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrolyl-3
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4 ’-NO2-C6H4) -Pyrrolyl-3
11 N- (3' - NO2-C6H4) -Pyrrolyl-3
12 N-. (2'-NO2-C6H4)-Pyrro.lyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2 ’ -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrrolyl-3
17 N- (3'-C1-C6H4)-Pyrrolyl-3
18 N-(2'-Cl-ΟςΗ4) -Pyrrolyl-3
19 Pyrrolyl-2
20 . N-CH3-Pyrrolyl-2
21 N-C6H5-Pyrrolyl-2
22 N-(4'-CH3-C6H4)-Pyrrolyl-2.
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4 '-CH3O-C6H4) -Pyrrolyl-2
-451 CZ 288922 B6
Číslo B
26 N- (3 · -CH3O-C6H4) -Pyrrolyl-2
27 N- (2 · -CH3O-C6H4) -Pyrrolyl-2
28 N— (4 · -NO2-C6H4) -Pyrroly 1-2
29 N- (3 · -NO2-C6H4) -Pyrroly 1-2
30 N-(2'-NO2-C6H4)-Pyrroly 1-2
31 N-(4'-CN-C6H4)-Pyrroly 1-2
32 N- (3' -CN-C6H4) -Pyrroly 1-2
33 N- (2'-CN-C6H4)-Pyrroly 1-2
34 N- (4 · -C1-C6H4) -Pyrroly 1-2
35 N- (3 '-CI-C6H4) -pyrroly 1-2
36 N- (2' -CI-C6H4) -Pyrr oly 1-2
37 Furyl-2 ·
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 5- (4' -CH3-C6H4) -Furyl-2
41 5- (3 ' -CH3-C6H4) -Furyl-2
42 5- (2' -CH3 -C 6H4) -Furyl-2
43 5-(4'-CH3O-C6H4)-Furyl-2
44 5-(3 '-CH3O-C6H4)-Furyl-2
45 5- (2' -CH3O-C6H4) -Furyl-2
46 5- (4' -NO2-C6H4) -Furyl-2
47 '· 5- (3' -NO2-C6H4) -Furyl-2
48' 5- (2' -NO2-C6H4')'-Fury 1-2 -
49 5- (4' -CN-C6H4) -Furyl-2
50 5- (3' -CN-C6H4) -Furyl-2
51 5- (2' -CN-C6H4) -Fůry 1-2
52 5- (4' -C1-C6H4) -Furyl-2
53 5-(3'-CI-C6H4)-Furyl-2
54 5- (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4-(4'-CH3-C6H4)-Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4- (4' -CH3O-C6H4)-Furyl-2
61 4- (3 ' -CH3O-C6H4) -Furyl-2
-452CZ 288922 B6
Číslo B
62 4- (2 ' -CH3O-C6H4) -Furyl-2
63 4- (4 ' -ΝΟ2—CgH4) -Furyl-2
64 4- (3 · -NO2-C6H4) -Furyl-2
65 4- (2 '-NO2-C6H4) -Furyl-2
66 4- (4' -CN-C6H4) -Furyl-2
67 4- (3 · —CN—CgH4) -Fůry 1-2
68 4- (2 ' -CN-C6H4) -Furyl-2
69 4- (4 ’ -C1-C6H4) -Furyl-2
70 4- (3' -CI-C6H4) -Furyl-2
71 4- (2 ' —Cl—C5H4) -Furyl-2
72 . Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2
75 5- (4 ’ -CH3-C6H4) -Thienyl-2
76 5- (3 ' -CH3-C6H4) -Thienyl-2
77 5- (2' -CH3-C6H4) -Thienyl-2
78 5- (4 ' -CH3O-C6H4) -Thienyl-2
79 5— (3 ' -CH3O-C6H4) -Thienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4' -NO2-C6H4) -Thienyl-2
82 5- (3'-NO2-C6H4) -Thienyl-2 .
83 5- (·2 · -Χ&ϊ,-Ζ&ι ) -Thienyl-2
84 5- (4' -CN-C6H4) -Thienyl-2 -
85 5- {3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4' -C1-C6H4) -Thienyl-2
88 5- (3' -CI-C6H4) -Thienyl-2
89 5- (2 · -Cl-CeH4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-C &Hs-Thieny 1-2
92 4- (4' -CH3-C6H4) -Thienyl-2
93 4-(3'-CH3-CsH4)-Thienyl-2
94 4- (2 · -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' —ČH3O—CgH4) -Thienyl-2
97 4- (2 · -ch3o-c6h4 ) -Thienyl-2
-453 CZ 288922 B6
Číslo B
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2'-NO2-C6H4) -Thienyl-2
101 4- (4 '-CN-C6H4) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4— (4 * -C1-C6H4) -Thienyl-2
105 4- (3' -CI-C6H4) -Thienyl-2
106 4- (2'-C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- (3' -CH3-C6H4) -Thienyl-3
112 5- (2' -CH3-C6H4) -Thienyl-3
113 5- (4' -CH3O-C6H4) -Thienyl-3
114 5— (3' -CH3O-C6H4) -Thienyl-3
115 5- (2 ' -CH3O-C6H4) -Thienyl-3
116 5- (4' -NO2-C6H4) -Thienyl-3
117 5- (3' -NO2-C6H4) -Thienyl-3
118 5- (2 · -NO2-C6H4) -Thienyl-3
119 5- (4 · -CN-C6H4) -Thienyl-3
120 5-(3'-CN-CeH4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 \ 5-(4'-Cl-C6H4)-Thienyl-3
123 5- (3' -CI-C6H4) -Thienyl-3
124 5- (2' -C1-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N- (4' -CH3-CeH4) -Pyrazolyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C6H4) -Pyrazolyl-4
131 N- (4 ’ -CH3O-CgH4) -Pyrazolyl-4
132 N- (3' -CH3O-c6H4 ).-Pyrazolyl-4
133 N- (2' - CH3O-C6H4) -pyrazolyl-4
-454CZ 288922 B6
Číslo B
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N- (3' -NO2-C6H4) -Pyrazoly 1-4
136 N- (2' -NO2--C6H4) -Pyrazolyl-4
137 N— (4' -CN-C6H4} -Pyrazoly 1-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2 '-CN-C6H4) -Pyrazolyl-4
140 N- (4 '-CI-C6H4}-Pyrazolyl-4
141 N- (3 ' - Cl-C6H4) -Pyrazolyl-4
142 N- (2 '-C1-C6H4).-Pyrazoly 1-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 '-CH3-C6H4) -N-Methylpyrazolyl-4
146 3- (3 '-CH3-C6H4) -N-Methylpyrazolyl-4
Λ47 3- (2 '-CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3 ’-CH3O-C6H4)-N-Methylpyrazolyl-4
150 3- (2'-CH3O-C6H4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-CgH4) -N-Methylpyrazolyl-4
152 3- (3 '-NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2' -NO2-C6H4) -N-Methylpyrazolyl-4
154 3- {4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3- (3' -CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-CgHí) -N-Methylpyrazolyl-4
157 3- (4'* -CI-C6H4) -N-Methylpyrazolyl-4
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3- (2 '-CI-C6H4) -N-Methylpyrazolyl-4
160 isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6H5-Isoxazolyl-5
163 3-(4'-CH3-C6H4)-Isoxazoly 1-5
164 3-(3'-CH3-C6H4)-isoxazoly 1-5
165 3- (2' -CH3- C6H4) -Isoxazolyl-5
166 3-(4’-CH3O-C6H4)-Isoxazolyl-5
167 3- (3' -CH3O-C6K4) -Isoxazolyl-5
168 3- (2' —CH3O—C5H4) -Isoxazolyl-5
169 3- (4 '-NO2-C6H4)-Isoxazolyl-5
-455 CZ 288922 B6
Číslo B
170 3- (3'-NO2-CgH4) -Isoxazolyl-5
171 3- (2' —NO2—CgH4) -Isoxazolyl-5
172 3- (4' -CN-C6H4) -lsoxazolyl-5
173 3- (3' -CN-CgHí) -Isoxazolyl-5
174 3- (2 '-CN-C6H4)-Isoxazolyl-5
175 3- (4 '-CI-C6H4)-Isoxazolyl-5
176 3- (3 '-CI-C6H4) -Isoxazolyl-5
177 3- (2' -Cl-CgH4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4 ’ -CH3-C6H4) -4-Chlor isoxazolyl-5
182 3- (3 '-CH3-C6H4)-4-Chlorisoxazolyl-5
183 3- (2 '-CH3-C6H4)-4-Chlorisoxazolyl-5
184 3- (4 '-CH30-C6H4)-4-Chlorisoxazolyl-5
185 3- (3' -CH3O-C6H4) -4-Chlorisoxazolyl-5
186 3- (2' -CH3O-C6H4) -4-Chlorisoxazolyl-5
187 3- (4' -NO2-C6H4) -4-Chlor isoxazolyl-5
188 3- (3' -NO2-C6H4) -4-Chlorisoxazolyl-5
189 3-(2'-NO2-C6H4)-4-Chlorisoxazolyl-5
190 3- (4' -CN-C6H4) -4-Chlorisoxazolyl-5
191 3- (3' -CN-C6H4) -4-Chlorisoxazolyl-5
192 3- (2' -CN-C6H4) -4-Chlorisoxazolyl-5
193 3- (4' —Cl—CgH4) -4-Chlorisoxazolyl-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazolyl-5
195 3- (2' -CI-C6H4) -4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4' -CH3-C6H4) -Isoxazolyl-3
200 5- (3' -CH3-C6H4) -Isoxazolyl-3
201 5- (2 ’-CH3-C6H4) -Isoxazolyl-3
202 5- (4' -CH3O-CgH4) -Isoxazolyl-3
203 5- (3' —CH3O—CgH4) -Isoxazolyl-3
204 5- (2' —CH3O—C5H4) -Isoxazolyl-3
205 5- (4' -NO2-C6H4) -Isoxazolyl-3
-456CZ 288922 B6
Číslo B
206 5- (3 '-NO2-C6H4) -Isoxazolyl-3
207 5- (2 '-N02-C6H4)-Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxazolyl-3
209 5- (3 ' -CN-C6H4) -Isoxazolyl-3
210 5- (2' -CN-CgH4)-Isoxazolyl-3
211 5- (4' -CI-C6H4) -Isoxazolyl-3
212 5- (3' -CI-C6H4) -Isoxazolyl-3
213 5- (2' -CI-C6H4) -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-lsothiazolyl-5
216 3-C6H5-lsothiazolyl-5
217 3- (4'-CH3-C6H4)-Isothiazolyl-5
218 3-(3'-CH3-C6H4)-Isothiazolyl-5’
219 3- (2 '-CH3-CeH4) -Isothiazolyl-5 ·
220 3- (4 '-CH3O-C6H4)-isothiazolyl-5
221 3-(3'-CH3O-C6H4)-Isothiazolyl-5
222 3- (2 '-CH3O-C6H4)-Isothiazolyl-5
223 3-(4 '-NO2-C6H4) -Isothiazolyl-5
224 3-(3'-NO2-C6H4)-Isothiazolyl-5
225 3-(2'-NO2-C6H4)-Isothiazolyl-5
226 3 — (4' -CN-C6H4) -Isothiazolyl-5
227 3- (3' -CN-C6H4)-Isothiazolyl-5
228 3- (2 '-CN-CgH4}-Isothiazolyl-5
229 3- (4 ’ -CI-C6H4) -Isothiazolyl-5
230 3- (3' -CI-C6H4) -Isothiazolyl-5
231 3- (2 '-Cl-CgH4)-Isothiazolyl-5
232 Oxazolyl-4.
233 2-CH3-Oxazolyl-4
234 2-CgH5-Oxazolyl-4
235 2-(4'-CH3-C6H4)-Oxazolyl-4
236 2- (3' -CH3-C6H4) -Oxazolyl-4
237 2- (2' -CH3-C6H4) -Oxazolyl-4
238 2- (4 · —CH3O-CgH4) -Oxazolyl-4
239 2- (3' -CH3O-CgH4) -Oxazolyl“ i
240 2- (2 · -CH3O-C6H4) -Oxazolyl-4
241 2- (4' -NO2-C6H4) -Oxazolyl-4
-457CZ 288922 B6
Číslo B
242 2- (3' -NO2-C6H4) -Oxazolyl-4
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4 ' -CN-C6H4) -Oxazolyl-4
245 2- (3' -CN-C6H4) -Oxazolyl-4
246 2- (2 '-CN-C6H4) -Oxazolyl-4
247 2- (4' -CI-C6H4) -Oxazolyl-4
248 2- (3 ’ -CI-C6H4) -Oxazolyl-4
249 2- (2' -CI-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6Hs-Thiazolyl-4
253 2- (4' -CH3-C6H4) -Thiazolyl-4
254 2- (3 '-CH3-C6H4) -Thiazolyl-4
255 2- (2 * -CH3-C6H4) -Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2- (3 '-CH3O-C6H4) -Thiazolyl-4
258 2- (2' -CH3O-C6H4) -Thiazolyl-4
259 2- (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3 '-NO2-C6H4) -Thiazolyl-4
261 2- (2' -NO2-C6H4) -Thiazolyl-4
262 2- (4 '-CN-C6H4) -Thiazolyl-4
263 2- (3' -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2- (4' -CI-C6H4) -Thiazolyl-4
266 2- (3' -CI-C6H4) -Thiazolyl-4
267 2- (2' -CI-C6H4) -Thiazolyl-4
268 N-CH3-I,2,4-Triazolyl-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-1,2,4-Triazolyl-5
271 3- (4' -CH3—CgH4) -N-CH3-I . 2,4-Triazolyl-5
272 3- (3 ' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2 '-CH3-C6H4)-N-CH3-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C5H4) -N-CH3-1,2,4-Triazolyl-5
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
276 3- (2 '-CH3O-C6H4)-N-CH3-l,2,4-Triazolyl-5
277 3- (4' - N02- C6H4) -N-CH3-1,2,4-Triazolyl-5
-458CZ 288922 B6
Číslo B
278 3- (3 '-N02-C6H4)-N-CH3-l,2,4-Triazolyl-5
279 3- (2 ' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
280 3- (4' -CN-CSH4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3' -CN-C6H4) -N-CH3--1,2,4-Triazolyl-5
282 3- (2 ' —CN—CgH4) -N-CH3-I,2,4-Triazolyl-5
283 3 - (4 '-C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
284 3-(3'-CI-C6H4)-N-CH3-1,2,4-Triazolyl-5
285 3-(2'-CI-C6H4)-N-CH3-I,2,4-Triazolyl-5
286 , 3,4-Oxadiazoly 1-2
287 5-CH3-I, 3,4-Oxadiazoly1-2
288 5-CgHs-l, 2,3-Oxadiazolyl-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
292 5-(4'-CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
293 5-(3'-CH3O-C6H4)-1,3,4-Oxadiazoly 1-2
294 5-(2'-CH3O-C6H4 )-1,3,4-Oxadiazoly1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 5- (3 '-NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2' -NO2-C6H4 )-1,3,4-Oxadiazolyl-2
298 5-(4'-CN-CgH4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
300 5- (2' -CN-CgH4 )-1,3,4-Oxadiazoly 1-2
301 5-(4'-C1-C6H4)-1,3,4-Oxadiazoly 1-2
302 5-(3'—Cl—C6H4)—1,3,4-Oxadiazoly1-2 .
303 5-(2'-C1-C6H4 )-1,3,4-Oxadiazoly1-2
304 . 1,2,4-Oxadiazolyl-3
305 5-CH3-1,2,4-Oxadiazoly 1-3
306 5-CgH5-l, 2,4-Oxadiazolyl-3
307 5— (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
309 5- (2' —CH3-CgH4 )-1,2,4-Oxadiazolyl-3
310 5- (4' -CH3O-CgH4 )-1,2,4-Oxadiazoly 1-3
311 5-(3'-CH3O-CgH4 )-1,2,4-Oxadiazoly1-3
312 . 5-(2'-CH3O-CgH4 )-1,2,4-Oxadiazoly1-3
313 5- (4» no2-C6H4 )-1,2,4-Oxadiazoly 1-3
-459CZ 288922 B6
Číslo B
314 5- (3'-NO2-C6H4 )-1,2,4-Oxadiazolyl-3
315 5- (2' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
316 5- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
317 5-13' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
319 5- (4' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-I,2,4-Oxadiazoly1-5
324 3-CgH5-l, 2,4-Oxadiazolyl-5
325 . 3- (4'-CH3-C6H4)-l,2,4-Oxadiazolyl-5
326 3- (3 · -CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
327 3- (2' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
328 3- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-5
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
332 3- (3 · -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
.336 3-(2'-CN-C6H4)-1,2,4-Oxadiazoly 1-5
337 3- (4' -CI-C6H4 )-1,2,4-Oxadiazcly 1-5
338 3 — < 3' -CI-C6H4 )-1,2,4-OxadiazoJy1-5
339 3- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-^-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-1,2,4-Thiadiazoly 1-3
342 5-C6H5-1,2,4-Thiadiazoly 1-3
343 5- (4' -CH3-C6H4) -1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2 · -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- {3-CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
348 . 5- (2 · -CH3O-C6H4 )-1,2,4-Thiadiázolyl-3
349 5- (4' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
-460CZ 288922 B6
Číslo B
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
351 5- (2 '-NO2-C6H4) -1,2,4-Thiadiazoly 1-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2 '-CN-CgH4 )-1,2,4-Thiadiazolyl-3
355 5- (4 ' -Cl-CgH4 )-1,2,4-Thiadiazolyl-3
356 5-(3'-CI-C6H4 )-1,2,4-Thiadiazoly1-3
357 5-(2'-CI-C6H4 )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3,4-Thiadiazolyl-2
360 S-CsHs-l, 3,4-Thiadiazolyl-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3 '-CH3-C6H4) -1,3,4-Thiadiazoly 1-2
363 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
364 5- (4 · -CH3O-C6H4 )-1,3,4-Thiádiazolyl-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4 '-NO2-CgH4) -1,3,4-Thiadiazoly 1-2
368 5- (3 ' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2 · -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- (3 '-CN-C6H4 )-1,3,4-Thiadiazoly 1-2
372 5- (2' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
373 5- (4' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
374 5- (3' -CI-C6H4 )-1,3,4-Thiadiazolyl-2
375 5- (2 ’ -C1-C6H4) -1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
-461 CZ 288922 B6
Tabulka 30
Vybrané fyzikální hodnoty, jednotlivých sloučenin
ČÍS. Sloučenina IČ(cm_1) nebo 1H-NMR (ppm) T.t. (•C)
O 81
2 o 60
3 CH, IsCOjC 3,85 (s, široký, 3H);-3,7 (s, široký,3H)
4 ku H3CO2C 1 - a 3,85 (s, široký, 3H); 3,75 (S, široký,3H)
5 Γ^ϊι 13 Í3CO2C 3,75 (2s, široký, každý 3H)
6 ch3 LJJ Í3CO2C 1 a 91
-462CZ 288922 B6
ČÍS. Sloučenina IČlcnr1) nebo 1H-NMR (ppm) ’ T.t. (•C)
7 H3CO2C 3,8 (s, 3H); 3,75 (s, širokýt 3H)
8 H3CO2C 3,85 (s, 3H); 3,8 (s, široký t 3H)
-463CZ 288922 B6
Tabulka 31
jf > s I: R1 = CH3 , x=ch3
Λ •A- '3 II: R1 = C2H5 · , x=ch3
1 N III : R1 = CH3 , X=C1
h3c Y \ OR1 IV: R1 s -- C2H5 . , x=ci
O
Číslo B
1 2-Pyridyl
2 3-Tr i f luormet hy 1-2-pyr idy 1
2 5 -Tri f luormethy 1-2 -pyridy 1
4 3,5-Bis-(trifluormethyl)-2-pyridyl
5 3,5-Dichlor -2-pyridyl
6 3-Chlor -5-trifluormethyl-2-pýridyl
7 3,5-Dichlor -2-pyridyl
8 2-Chlor-4-trifluormethylfenyl
9 2-Benzothiazolyl
10 5-Chl or-1-met by 1-2-benz imidazoly 1
11 2-Benzoxazolyl
12 l-Methyl-5-trif luormethylimidazo[ 5,4-a]-pyridin-2-yl
13 5-Chlor -2-pyrimidinyl
14 4-Methyl -5-f enyl-2-thiazolin-2-yl
15 4-Methyl -5-f enyl-2-oxazolin-2-yl
16 7-Tri f luormethyl - 4-chino 1 inyl
-464CZ 288922 B6
Tabulka 57
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. X Tm 4^6 • 0 1H-NMR (ppm) nebo IČ (cm-1)
1 Cl 2-CH3 3,8 (s,široký,6H)
2 Cl 2,5-(CH3)2 3,8 (s, široký,6H)
3 Cl 2-CH3-4-C (CH3) =n-och3 / X 4,0 (S, 3H);.3,8 (s, široký,6H)
4 Cl 2.5- (CH3) 2-4-C (CH3) =N-0Allyl 3,8 (s, široký,6H)
5 ch3 2-CH3-4-C(CH3)=N-OCH3 4,0 (s, 3H); 3,75 (s,široký,6H)
6 ch3 2-CH3 3,75 (s, široký, 6H)
7 ch3 2,5-(CH3)2 3,75 (s, široký, 6H)
8 ch3 .2,5- (CH3) 2-4-C (CH3) =N-0Allyl 3,75 (s, široký, 6H)
-465CZ 288922 B6
Přikladli
2-(2'-Methylfenoxymethyl)trichloracetanilid (tabulka 38, číslo 1)
a) 2-(2'-Methylfenoxymethyl)nitrobenzen g (0,347 mol) 2-nitrobenzylbromidu, 37 g (0,342 mol) o-kresolu a 56 g (0,405 mol) uhličitanu draselného v 500 ml dimethylformamidu se míchá za teploty místnosti (20 °C) po dobu 5 hodin. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje etherem. Etherové fáze se vysuší a odpaří. Krystalický odparek se rozmíchá v methanolu a odsaje. Dostane se 73 g (0,300 mol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 88 % teorie.
Teplota tání: 83 °C.
‘H-NMR (CDC13): δ 8,15 (d, 1H, J = 8 Hz, aromát), 7,95 (d, 1H, J = 8 Hz, aromát), Ί,Ί (t, 1H, J = 8 Hz, aromát), 7,45 (t, 1H, J = 8 Hz, aromát), 7,15 (m, 2H, aromát), 6,9 (m, 2H, aromát), 5,45 (s, 2H, O-CH2), 2,35 (s, 3H, CH3) ppm.
b) 2-(2'-Methylfenoxymethyl)anilin g (0,308 mol) 2-(2'-methylfenoxymethyl)nitrobenzenu (příklad 11a) a lOg 5% platiny adsorbované na aktivním uhlí (Pt/C) v 50 ml methanolu se intenzivně míchá po dobu 2 hodin ve vodíkové atmosféře. Poté se k reakční směsi přidají další 2 g 5% platiny na aktivním uhlí a vše se míchá přes noc. Nakonec se katalyzátor odsaje a nahradí 10 g čerstvého katalyzátoru. Reakční směs se mích přes noc, odsaje a filtrát se odpaří za sníženého tlaku. Odparek se čistí sloupcovou chromatografií za použití směsi hexanu a ethylacetátu jako elučního činidla. Získá se 61 g (0,286 mol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 93 % teorie.
Teplota tání: 56 °C.
’Η-NMR (CDC13): δ 7,2 (m, 4H, aromát), 6,95 (d, 1H, J = 8 Hz, aromát), 6,9 (t, 1H, J = 6 Hz, aromát), 6,7 (m, 2H, aromát), 5,0 (s, 2H, O-CH2), 4,05 (široký s, 2H, NH2), 2,2 (s, 3H, CH3) ppm.
c) 2-(2'-Methylfenoxymethyl)trichloracetanilid (tabulka 38, číslo 1)
Ke směsi 6,6 g (36 mmol) trichloracetylchloridu a 3 g (38 mmol) pyridinu v 50 ml dichlormethanu se za teploty 10 až 15 °C přikape roztok 6g 2-(2'-methylfenoxymethyl)anilinu (příklad lb) ve 20 ml dichlormethanu. Vše se míchá za teploty místnosti po dobu 1 hodiny. Nakonec se reakční směs extrahuje vodou, vysuší síranem hořečnatým a odpaří. Odparek se odsaje přes vrstvu silikagelu a získaný filtrát se odpaří. Odparek se krystaluje a rozmíchá s hexanem. Dostane se 7,9 g (22 mmol) sloučeniny pojmenované v nadpise jako krystalické tuhé látky. Výtěžek odpovídá 78 % teorie.
Teplota tání: 128 °C.
’Η-NMR (CDC13): δ 9,6 (široký s, 1H, NH), 8,1 (d, 1H, J = 8 Hz, fenyl), 7,5 (široký t, 1H, fenyl), 7,4 (široký d, 1H, fenyl), 7,2 (m, 3H, fenyl), 6,95 (m, 2H, fenyl), 5,1 (s, 2H, OCH2), 2,2 (s, 3H, CH3) ppm.
Příklad 12
N-Methyl-N'-/2-(2'-methylfenoxymethyl)fenyl/močovina (tabulka 7, číslo 2)
-466CZ 288922 B6
V laboratorním autoklávu se k 2 g (5,5 mmol) trichloracetanilidu z příkladu lc přidá přibližně 10 ml methylaminu. Poté se laboratorní autokláv uzavře a reakční směs se zahřívá na teplotu 80 °C po dobu přibližně 6 hodin. Nakonec se reakční směs ochladí a laboratorní autokláv se otevře. Methylamin se nechá odpařit a pevný odparek se zředí methyl-terc.-butyletherem. Nerozpustná tuhá látka se odsaje a vysuší za sníženého tlaku. Získá se 1,4 g (5,2 mmol) sloučeniny pojmenované v nadpise jako krystalické tuhé látky. Výtěžek odpovídá 94 % teorie.
Teplota tání: 144 °C.
'H-NMR (DMSO-dg): δ 8,05 (s, 1H, NH), 7,8 (d, 1H, J = 8 Hz, fenyl), 7,4 (d, 1H, J = 8 Hz, fenyl), 6,8 - 7,3 (m, 6H, fenyl), 6,7 (s, 1H, NH), 5,1 (s, 2H, OCH2), 2,65 (d, 3H, J = 5 Hz, NCH3), 2,2 (s, 3H, CH3)ppm.
Příklad 13
Anilid kyseliny 2-(2'-methylfenoxymethyl)propionové (tabulka 38, číslo 3)
Směs 3 g (14,1 mmol) anilinu z příkladu lb, 1,35 g (17 mmol) pyridinu a 1,4 g (15,5 mmol) chloridu kyseliny propionové ve 30 ml methylenchloridu se míchá za teploty místnosti po dobu 1 hodiny. Reakční směs se nakonec promyje zředěnou kyselinou chlorovodíkovou a vodou, vysuší síranem hořečnatým a odpaří. Jako odparek se dostane 3,8 g sloučeniny pojmenované v nadpise. Výtěžek je kvantitativní.
'H-NMR (COC13): δ 8,25 (široký s, 1H, NH), 8,15 (d, 1H, J= 8 Hz, fenyl), 6,9-7,5 (m, 7H, fenyl), 5,1 (s, 2H, OCH2), 2,35 (q, 2H, J = 8 Hz, CH2), 2,25 (s, 3H, CH3), 1,2 (t, 3H, J = 8 Hz, CH3) ppm.
Příklad 14
Anilid kyseliny N-propionyl-2-(2'-methylfenoxymethyl)propionové (tabulka 38, číslo 4)
K 3,8 g (14 mmol) anilidu kyseliny propionové z příkladu 13 ve 40 ml dimethylformamidu se po částech přidá 0,41 g (17,1 mmol) natriumhydridu. Po odeznění vývoje plynu se k reakční směsi přidá 1,4 g (15,9 mmol) chloridu kyseliny propionové a vše se míchá přes noc. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií za použití směsi hexanu a ethylacetátu jako elučního činidla. Získá se 2,6 g (8 mmol) sloučeniny pojmenované v nadpise ve formě žlutého oleje. Výtěžek odpovídá 57 % teorie.
'H-NMR (CDC13): δ 7,6 (m, 1H, fenyl), 7,4 (m, 2H, fenyl), 7,15 (m, 3H, fenyl), 6,85 (m, 2H, fenyl), 4,85 (m, 2H, OCH2), 2,6 (m, 4H, 2 x CH2), 2,2 (s, 3H, CH3), 1,1 (t, 6H, J = 8 Hz, 2 x CH3) ppm.
Příklad 15
Anilid kyseliny N-methyl-2-(2'-methylfenoxymethyl)propionové (tabulka 38, číslo 5)
K 4,0 g (14,8 mmol) anilidu kyseliny propionové z příkladu 13 v 50 ml dimethylformamidu se po částech přidá 0,45 g (19 mmol) natriumhydridu. Po odeznění vývoje plynu se k reakční směsi přidají 3,0 g (21 mmol) methyljodidu a vše se míchá za teploty místnosti po dobu 2 hodin. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.
-467CZ 288922 B6 butyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Odparek krystalizuje a rozmíchá se s hexanem. Získá se 3,7 g (11,7 mmol) sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 90 % teorie.
Teplota tání: 80 °C.
’Η-NMR (CDCIj): δ 7,7 (m, 1H, fenyl), 7,4 (m, 2H, fenyl), 7,2 (m, 3H, fenyl), 6,9 (m, 2H, fenyl), 5,0 (s, 2H, OCH2), 3,2 (s, 3H, N-CH3), 2,2 (s, 3H, CH3), 2,0 (m, 2H, CH2), 1,0 (t, 3H, J = 8 Hz, CH3) ppm.
Příklad 19
N-methyl-2-(2'-methylfenoxymethyl)acetanilid
a) N-methyl-2-(2'-methylfenoxymethyl)anilin
Směs 5 g (23 mmol) 2-(2'-methylfenoxymethyl)anilinu (příklad lb), 5 g (36 mmol) uhličitanu draselného a 3,4 g (24 mmol) methyljodidu v 50 ml dimethylformamidu se míchá za teploty místnosti přes noc. Reakční směs se nakonec zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Odparek se čistí sloupcovou chromatografií za použití směsi hexanu a methylenchloridu jako elučního činidla. Získá se 3,0 g sloučeniny pojmenované v nadpise o čistotě přibližně 70 %, ve formě žlutého oleje. Výtěžek odpovídá přibližně 40 % teorie.
’Η-NMR (CDC13): δ 6,6 - 7,4 (m, 8H, fenyl), 5,0 (s, 2H, OCH2), 4,6 (široký s, 1H, NH), 2,9 (d, 3H, N-CH3), 2,2 (s, 3H, CH3) ppm.
b) N-methyl-2-(2'-methylfenoxymethyl)acetanilid (tabulka 7, číslo 9)
Směs 1,6 g (16 mmol) acetanhydridu a 1,3 g (16 mmol) pyridinu ve 20 ml methylenchloridu se uvede do styku se 3 g (asi 9,3 mmol) N-methyl-2-(2'-methylfenoxymethyl)aniIinu (z příkladu 5a). Reakční směs se míchá za teploty místnosti po dobu 1 hodiny a poté extrahuje zředěnou kyselinou chlorovodíkovou a vodou. Organická fáze se potom odpaří a odparek se čistí sloupcovou chromatografií za použití směsi hexanu a ethylacetátu jako elučního činidla. Získají se 2 g sloučeniny pojmenované v nadpise ve formě bezbarvé tuhé látky. Výtěžek odpovídá 80 % teorie.
Teplota tání: 76 °C.
’Η-NMR (CDC13): δ Ί,Ί (m, 1H, fenyl), 7,4 (m, 2H, fenyl), 7,2 (m, 3H, fenyl), 6,9 (m, 2H, fenyl), 5,0 (s, 2H, OCH2), 3,25 (s, 3H, CH3), 2,25 (s, 3H, CH3), 1,8 (s, 3H, CH3) ppm.
Odpovídajícím způsobem se vyrobí sloučeniny uvedené v dále zařazených tabulkách.
Sloučenina I z tabulky 32, číslo 1, má například tento strukturní vzorec
NH
COC2H5
Jak již bylo uvedeno, odpovídajícím způsobem se mohou vyrobit sloučeniny, které jsou popsány v následujících tabulkách.
-468CZ 288922 B6
Tabulka 32
I: R1 = H, Z = C2H5
II: R- = CH3, Z = C2H5
III: R: = C2H5, Z = C2H5
IV: R1 = Allyl, Z = C2H5
V: R* = Propargyl, Z = C2Hs
VI: R1 = CH2-OCH3, Z = C2H5 •VII: R1 = CO-C2H5, Z = C2H5
VIII: R1 = H, Z = NH(CH3.)
IX: R: = CH3, Z = NH(CH3)
X: Ri = C2H5, Z = NH(CH3) '
XI: R1 = Allyl, Z = NH(CH3)
XII: RX = Propargyl, Z = NH(CH3)
XIII: R1 = CH2-OCH3, Z = NH(CH3)
XIV: R1 = CO-C2H5, Z = NH(CH3)
Číslo Xm
1 H
2 2-F
3 · 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5„6-F5
8 2,3-F2
-469CZ 288922 B6
Číslo Xm
9 2-Cl
10 3-Cl
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21' 2,4,5-Cl3
22 . 2,4,6-Cl3 .
23 ' 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 . 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Br5
35 2-1
36 3-1
37 4-1
38 2,4-I2
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
-470CZ 288922 B6
Číslo Xm
45 2-C1, 5-Br
46 2-Cl, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F., 4-C1
56 2-F, 5-C1· ’ '
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 · 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3 · '
67 3-CH3
.68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3>2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3}3
79 2,4,6-(CH3)3
80 . 3,4,5-(CH3)3
-471 CZ 288922 B6
Číslo Xm
81 2,3,4,6- (CH3) 4
82 2,3,5,6- (CH3)4
83 2,3,4,5,6- (CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-{C2Hs)2
88 2,6- (C2H5) 2
89 3,5-(C2H5)2
90 2,4,6- (C2H5) 3
91 2-n—C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-Í-C3H7
95 3-Í-C3H7
96 4-1-C3H7
97 2,4-(Í-C3H7) 2
98 2,6-(Í-C3H7) 2
99 3,5- (i-C3H7) 2
100 2,4,6-(i—C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2T-t-C4H9 .
105 3-t-C4H9
106 4-t-C4H9
107 2,3-{t-C4Hg)2
108 2,4- (t-C4H9)2
109 . 2,5-(t—C4H9)2
110 2,6- (t-C4H9)2
111 3,4- (t-C4H9)2
112 2,4,6-(t-C4H9)3 .
113 4-n-C9Hi9
114 4-H-C12H25
115 4-XI-C15H31
116 4-(1,1,3,3-Tetramethylbuty1)
-472CZ 288922 B6
Číslo Xm
117 . 4-(2,4,4-Trimethylpropyl)
118 2-t-C4Hg, 4-CH3
119 2—t—C4Hg, 5-CHg
120 2,6-(t-C4Hg)2/ 4-CH3
121 2-CH3, 4—t—C4Hg
122 2-CH3, 6-t-C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-i-C3H7
125 3-CH3, 4-i-C3H7
126 2-i-C3H7, 5-CH3
127 2,4-(t-C4Hg)2» 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hn
134 4-cyklo-C6Hn
135 2,4-(cyklo-C6Hu)2, 6-CH3
136 2-CH3, 4-cyklo-CeHu
137 2-CH2-C6H5
1-38 3-CH2-C6Hs
139 4-CH2-C6H5
140 2-CH2-CeHs, 4-CH3
141- 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4- (2-i-C3H7~C€H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 . 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br .
151 2-CH2C6Hs, 4-C1
152 2-CH2C6H5, 4-Br
-473CZ 288922 B6
Číslo Xm
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-C6Hn, 4-Br
157 2-C1, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-CgHn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2Hs
164 4-0—C2H5
165 2-O-11-C3H7
166 3-O-II-C3H7
167 4—O-n—C3H7 -
168 2-O-Í-C3H7 .
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-C6Hi3
172 3-0—n-CgHi3
173 4-O-11-C6H13
174 2-O-n-CeHi7
175 3-O-n-CeHi7
176 4-0—n-CgHi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5 -
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-O-(CH2)3C6H5 ·
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CFa
187 2-OCF3
188 3-OCF3
-474CZ 288922 B6
Číslo Xm
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2.-CH3, 6-C1
201 2-CH3, 3-F
202. 2-CH3, 4-F
203 2-CH3, 5-F
204. 2-CH3, 6—F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br.
209 2-C1,. 3-CH3
210 2-C1, 4-CH3 ' .·
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3 .
214 2-F, 5-CH3 '· - , ,
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F .
222 3-CH3, 4-Br
223 3-CH3, 5-Br.
224 3-F, 4-CH3 . . . ' ‘
-475CZ 288922 B6
Číslo X®
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2/ 4-C1
239 ‘2,6-(CH3)2, 4-Br
240 3,5-(CH3)2» 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6- (CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F ·
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2 .
256 2,6-Br2, 4-NO2
257 2,6-12, 4-NO2
258 2-CH3, 5-1-C3H7, 4-C1
259 2-CO2CH3
260 . 3-CO2CH3
-476CZ 288922 B6
Číslo Xm
261 4-CO2CH3
262 2-CO2{C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (11-C3H7)
266 3-CO2 (11-C3H7)
267 4-CO2 (11-C3H7)
268 2-CO2 (Í-C3H7)
269 3-CO2 (Í-C3H7)
270 4-CO2 (Í-C3H7)
271 2-CO2 (n-C6Hi3)
272 3-CO2 (n-C6Hi3) -
273 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3 z
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3~CH2O (n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(Í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2—CH2-CH3
296 3-CO-CH2-CH2-CH3
-477CZ 288922 B6
Číslo Xm
297 4-CO-CH2-CH2-CH3
298 2—CO—CH (CH3) -CH3
299 3-CO-CH (CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2—Me—4—CHO
302 2-Me-4-CO-CH3
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CO-CH2-CH2 CH3
305 2-Me-4-CO-CH(CH3)2
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CO-CH3
308 2,5-Me2-4-CO-CH2-CH3
309 2,5-Me2-4-CH2-CH2-CO-CH3
310 2,5-Me2-4-CO-CH(CH3)2
311 2-Cl-4-CHO
312 2-Cl-4-CO-CH3
313 2-Cl-4-CO-CH2-CH3
314 2-C1-4-CO-CH(CH3) 2
315 2,5-Cl2-4-CHO
316 2,5-Cl2-4-CO-CH3
317 2,5-Cl2-4-CO-CH2-CH3
318 2,5-Cl2-4-CO-CH2-CH2-CH3
319 2,5-Cl2-4-CO-CH(CH3) 2
320 2-C(=NOCH3)-CH3 .
321 3-C (=NOCH3)-CH3 ,
322 4-C(=NOCH3)-CH3 .
323 2-C(=NOC2H5)-CH3
324 3-C (=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
. 327 3-C(=NO-n-C3H7)-CH3 -
328 4 -C (=NO-n-C3H7) -CH3
329 2-C(=NO-i-C3H7)-CH3
330 3-C (=NO-Í-C3H7) -CH3
331 4-C (=NO-i-C3H7) -CH3
332 2-C(=NO-Allyl)-CH3
-478CZ 288922 B6
Číslo Xm.
333 3-C(=N0-Allyl)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C (=NO-trans-Chlorallyl)-CH3
336 3-C (=NO-trans-Chlorallyl) -CH3
337 4-C (=NO-trans-Chlorallyl) -CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2-C (=NO-n-C4Hg) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) —CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4—CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-i-C3H7
351 2 -CH3-4-CH=NO-Al ly 1
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
353 2-CH3-4 -CH=NO- Pr opar gy 1
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-i-C3H7)
360 2-CH3-4-(CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Própargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 2-CH3-4-(C2H=-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-Í-C3H7
-479CZ 288922 B6
Číslo Xm
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4-(C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-Í-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propargyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2.5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5 / ' ,
384 3-C5H5
385 4-C6H5
386 2-(2'-F-C6H4)
387 2-(3'-f-C6H4)
388 2-(4'-f-C6H4)
389 3-(2'-F-CeH4)
390 3-(3'-F-CgH4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4- (3 '-F-C6H4)
394 4-(4'F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-CfiH4)
397 2- (4 '-C1-C6H4)
398 3-(2’-Cl-C6H4)
399 3-(3 '-CI-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3’-Cl-C6H4)
403 4-(4'-Cl-C6H4)
405 2- (2 '-CH3-C6H4)
-480CZ 288922 B6
Číslo Xm
406 2- (3 '-CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4-(3'-CH3-C6H4)
413 4- (4' -CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3- (3 ' -CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4- (2 ' -CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4- {4 '-CH3-CO-C6H4)
423 2-(2(CH3-C (=NOAllyl) )-C6H4)
424 2- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
425 2- (4 ' - (CH3-C (=NOAlly 1)) -C6H4)
426 3-(2 ' - (CH3-C (=NQAllyl))-C6H4}
427 3-<1''- (CH3-C (=NQAllyl))-C6H4)
428 '3 - (4' - (CH3-C (=NQAllyl)) -C6H4)
429 - 4- (2 ' - (CH3-C (=NOAllyl)) -C6H4) .
430 4-{3 ' - (CH3-C (=NQAllyl) )-C6H4)
431 4- (4' - (CH3-C (=NOAllyl)) -C6H4) .
432 2- (2 '-CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4)
434 2- (4 ’-CH3O2C-C6H4)
435 3- (2 '-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3- (4 '-CH3O2C-C6H4) .
438 4-(2'-CH3O2C~C6H4) .
439 4- (3 '-CH3O2C-C6H4);
440. 4-(4'-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4) .
-481 CZ 288922 B6
Číslo Xm
442 2-(3'-CH3O-C6H4)
443 2-(4'-CH3O-C6H4)
444 3-(2'-CH3O-C6H4)
445 3-(3'-CH3O-C6H4)
446 3-(4 '-CH3O-C6H4)
447 4-(2'-CH3O-C6H4)
448 4- (3 ' -CH3O-C6H4)
449 4- (4 ' -CH3O-C6H4)
450 2-(2'-O2N-C6H4)
451 2- (3 ' -O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-CsH4)
454 3- (3'—O2N-CgH4)
455 3- (4 ' -O2N-C6H4)
456 4-(2^0^-0^)
457 4-(3'-O2N-C6H4)
458 4-(4'-p2N-C6H4)
459 2-(2'-NC-C6H4)
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C6H4)
462 3- (2 ’-NC-C6H4)
463 3-(3'-NC-CgH4)
464 3-(4'-NC-CgHí)
465 4- (2 '-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-CgH4)
468 2- (2 ’-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-CeH4)
472 3-(3'-CF3-C6H4)
473 3- (4'-CF3-C6H4)
474 4- (2 '-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
-482CZ 288922 B6
Číslo Xm
475 3-0-CgHg
476 4-O-CgHs
478 2-O-(2'-F-C6H4)
479 2-0-(3'-F-CgH4)
480 2-0-(4'-F-CgH4)
481 3-O-(2'-F-CgH4)
482 3-0-(3'-F-CgH4)
483 3-O-(4'-F-CgH4)
484 4-O-(2'-F-CgH4)
485 4-0-(3'-F-CgH4)
486 4-0-(4'-F-CgH4)
487 2-O-(2'-Cl-CgH4)
488 2-O-(3'-Cl-CgH4)
489 2-0-(4’-Cl-CgH4)
490 . 3-O-(2'-Cl-CgH4)
491 3-0-(3'-Cl-CgH4)
492 3-0-(4'-Cl-CgH4)
493 3-0-(4’-Cl-CgH4)
494 4-0-(2’-Cl-CgH4)
495 4-0-(3'-Cl-CgH4)
496 4-0-(4*-Cl-CgH4)
497 2-0-(2'-CH3-CgH4)
498 2-0-(3’-CH3-CgH4)
499 2-0-(4’-CH3-CgH4)
500 3-0-(2’-CH3-CgH4)
501 3-O-(3'-CH3-CgH4)
502 3-O-(4*-CH3-CgH4)
503 4-O(2'-CH3-C6H4)
504 4-O-(3'-CH3-CgH4)
505 4-O-(4'-CH3-C6H4)
506 2-0- (2 ’-CH3-CO-CgH4)
507 2-0-(3'-CH3-CO-CgH4)
508 2-0-(4 '-CH3-CO-CgH4)
509 3-O-(2'-CH3-CO-CgH4)
510 3-0- (3 '-CH3-CO-CgH4)
511 3-0- (4' -CH3-CO-CgH4)
- 483 CZ 288922 B6
Číslo Xm
512 4-0- (2 '-CH3“CO-C6H4)
513 4-0-(3'-CH3-CO-C6H4)
514 4-0- (4 ' -CH3-CO-C6H4)
515 2-0-. (2 ' -. (CH3-C (=N0Allyl) ) -C6H4)
516 2-0-(3'-(CH3-C (=N0Allyl) )-C6H4)
517 2-0-(4 ' - (CH3-C (=N0Allyl) )-C6H4)
518 3-0- (2 ' - (CH3-C (=N0Allyl) ) -C6H4)
519 3-0-(3'-(CH3-C (=N0Allyl) )-C6H4)
520 3-0- (4 '- (CH3-C (=N0Allyl) )-C6H4)
521 4-0- (2 ' - (CH3-C (=N0Allyl) ) -C6H4)
522 4-0-(3'-(CH3-C(=N0Allyl) )-C6H4)
523 4-O-(4'-(CH3-C(=NOAllyl) )-C6H4)
524 2-0- (2 ' -CH3O2C-C6H4)
525 2-0- (3 ' -CH3O2C-C6H4)
526 2-0-(4'-CH3O2C-C6H4)
527 3-0- (2 '-CH3O2C-C6H4)
528 3-O-(3'-CH3O2C-C6H4)
529 3-0-(4'-0Η3Ο20-06Η4)
530 4-0- (2 '-CH302C-C6H4)
531 4-0-(3'-ΟΗ3020-06Η4)
532 4-O-(4'-CH3O2C-C6H4)
533 2-0-(2'-0Η30-06Η4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-Ο-(2'-0Η3Ο-0βΗ4)
537 3-O-(3'-CH3O-C6H4)
.538 3-0-(4'-ΟΗ30-06Η4)
539 4-O-(2'-CH3O-C6H4)
540 4-0- (3 '-0Η3Ο-06Η4)
541 4-Ο-(4'-0Η3Ο-06Η4)
542 2-0-(2'-O2N-C6H4)
543 2-0-(3'-02N-C6H4)
. 544 2-0-(4'-02N-C6H4)
545 3-0-(2'-Ο2Ν-Ο6Η4)
546 3-O-(3'-O2N-CsH4)
547 . 3-0-(4^0^-06¾)
-484CZ 288922 B6
Číslo Xm
548 4—0-(2 '-O2N-CgH4)
549 4-0-(3 '-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554- 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-0—(2'-NC-CgH4)
558 4-0-(3'-NC-CgH4) '
559 4-0-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 - 2-O-(3'-CF3-C6H4)
562 2-0-(4'-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-0- (3 '-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2’
570 2-Pyridyl-3’
571 2-Pyridyl-4’
572 3-Pyridyl-2·
573 3-Pyridyl-31
574 3-Pyridyl-4’
575 4-Pyridyl-2’
576 4-Pyridyl-3’
577 4-Pyridyl-4’
578 2-Pyrimidinyl-2'
579 2-Pyrímidinyl-3'
580 2-Pyrimidinyl-4' ’ .
581 3-Pyriraidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
-485CZ 288922 B6
Číslo Xm
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
5.93 4-Pyrazolyl-l'
594. 4-Pyrazolyl-3’
595 . 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-=-Isoxazolyl-4' >-
598 2-Isoxazolyl-5’
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-lsoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5·
605 2-Isothiazolyl-3'
606 2-Išothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-lsothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613. 4-Isothiazolyl-5'
614 2-Imidazolyl-l·
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l·'
618 3-Iinidazolyl-2'
619 3-Imidazolyl-4'
-486CZ 288922 B6
Číslo Xm
620 4-Imidazolyl-í'
621 4-Imidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5' - '
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-0CH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4-(n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-i-C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-O-trans-Chlorallyl)
650 2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9.)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (Í-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
-487CZ 288922 B6
Číslo Xjn
656 2-CH3-4- (i-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-0-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-O-Propargyl)
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 2-O-11-C4H9
663 2-O-1-C4H9
664 2-O-S-C4H9
665 2-O-t—C4H9
666 2-Neopentyloxyskup i na
667 3-0—n—C4H9·
668 3-O-Í-C4H9
669 3-O-S-C4H9
670' 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-0—n-C4H9
673 4-O-Í-C4H9
674 4-O-S-C4H9
675 4—0—t—C4Hg
676 4-Neopentyloxyskupína
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-ČH3-4-O-Í-C4Hg
682 3-CH3-4-O-s-C4H9
683 3-CH3-4-O-t-C4Hg
684 3-CH3-4-Neopentyloxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
-488CZ 288922 B6
Číslo Xm
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-C3H7
698 2-CH3—6—0—i—C3H7
699 3-CH3-4-O-X-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7 '
703 4-CH3-6-O-i-Q3H7 , .
704 5-CH3-6-O-í-C3Hj '
705 2-CI-3-OCH3
706 2-CI-4-OCH3
707 2-Cl-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
710 3-Cl-5-OCH3
711 3-Cl-6-OCH3
712 4-Cl-5-OCH3
713 ,· 4-Cl-6-OCH3
714 5-Cl-6-OCH3
-489CZ 288922 B6
Tabulka 33
V: R; = Propargyl, Z = C2H5
VI: R1 = CH2-OCH3, Z = C2H5
VII: R1 = CO-C2H5, Z = C2H5
VIII: R1 = H, Z = NH(CH3)
IX: R1 = CH3·, Z = NH(CH3)
X: R1 = C2H5, Z = NH(CH3)
XI: R1 b Allyl, Z = NH(CH3)
XII: Ri = Propargyl, Z = NH(CH3)
XIII: R1 = CH2-OCH3, Z = NH(CH3)
XIV: R1 = CO-C2H5, Z = NH(CH3)
Číslo Xm
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-F5
8 2,3-F2
9 2-CÍ
10 3-C1
-490CZ 288922 B6
Číslo Xm
11 4-Cl
12 2,3-Cl2
13 2,4-Cl2
14 2,5-012
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cla
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-CI4
25 2,3Í5,6-C14
26 2,3,4,5,6-Cls
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6—Br3
34- 2,3,4,5,6-Brs
35 > 2-1
36 3-1
37 4-1
38 2,4-12
39 2-C1, 3-F
40 2-C1, 4-?F
41 2-C1, 5-F
42 2-Cl, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 2-C1, 5-Br
46 2-C1, 6-Br
-491 CZ 288922 B6
Číslo Xm
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-Cl
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F ' ‘
59 3-C1, 4-Br K
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3 ' .'
69 2,3-(CH3)2
70 2,4-(CH3’)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6-(CH3}4 .
-492CZ 288922 B6
Číslo Xm
83 2,3,4,5,6- (CH3) 5
84 2~C2HS
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(02¾)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5) 3
91 2—n—C3H7
92 3—n—C3H7
93 4—n-C3H7
94 2-Í-C3H7
95 3-Í-C3H7
96 4-i-C3H7
97 2,4- (Í-C3H-7) 2
98 2,6- (1-C3H7) 2
99 3,5-(1-C3H7) 2
100 2,4,6- (i-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4Hg
105 3-t-C4Hg
106 4-t-C4Hg
107 2,3—(t—C4Hg) 2
108 2,4-(t-C4Hg)2 ‘ .· ‘ -
109 2,5- (t—C4H9) 2
110 2,6- (t-C4Hg)2
111 3,4-(t-C4H9)2
112 2,4,6-(t—C4H9)3
113 4-Π- CgHig
114 4-XI-C12H25 ’
115 4-II-C15H31 .
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4Hg,. 4-CH3 . ‘ ,
-493CZ 288922 B6
Číslo Xm
119 2-t-C4H5, 5-CH3
120 2,6-(t-C4HS)2, 4-CH3
121 2-CH3, 4—t—C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-1-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-1-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4Hg) 2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hn
134 4-cyklo-CeHii.
135 2,4- (cyklo-CgHn) 2, 6-CH3
136 2-CH3, 4-cyklo-CgHii
137 2-CH2-C6H5
138 ch2-c6h5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141- 2-CH3, 4-CH2-C6H5<'
142 2-C6H5
143 3-C6Hs .·
144 4-C6Hs.
145 4- (2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2 '
147 2-Cl, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br.
151 2-CH2C6H5, 4-C1
152 2-CH2CgH5, 4-Br.
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
-494CZ 288922 B6
Číslo Xm
155 2-cyklo-C6Hu, 4-Cl
156 2-cyklo-C6Hn, 4-Br
157 2-Cl, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-0-11-C3H7
166 3-O-n-C3H7
167 4-O-n-C3H7
168 2-O-i-C3H7
169 3-O-i-C3H7 '
170 4-O-i-C3H7
171 2-O-n-C6Hi3 .
172 3-O-n-C6Hi3
173 4-O-n-CgHi3
174 2—O-n—CgHi7
175 3-O-n-C8H17
176 4-O-n-CeHi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 .. 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
-495CZ 288922 B6
Číslo XjT.
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-Cl
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201. 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Ci; 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3 .
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
-496CZ 288922 B6
Číslo Xm
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-C1.
242 3,5-(CH3)2, 4-Br
243 2,3,6-.(CH3) 3, 4-F
244 2,3,6-(CH3)3 , 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2 ’
257 2,6-I2, 4-NO2
258 2-CH3, 5-í-C3H7, 4-C1
259 2-CO2CH3
260. 3-CO2CH3 .
261 4-CO2CH3
262 2-CO2(C2H5)
-497CZ 288922 B6
Číslo Xjn
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (11-C3H7)
266 3-CO2 (11-C3H7)
267 4—CO2 (n-C3H7)
268 2-CO2 (Í-C3H7)
269 3-CO2 (Í-C3H7)
270 4-CO2 (i—C3H7)
271 2-CO2 (n-CgHu)
272 3-CO2 (n-C6Hi3)
273 4-CO2 (n-CgHis)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5) .
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2—CH2O (i—C3H7)
284 3-CH2O(Í-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-GO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
. 296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
-498CZ 288922 B6
Číslo Xm
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CO-CH3
303 2-Me-4-CO-CH2-CH3
304 2-Me-4-CO-CH2-CH2-CH3
305 2-Me-4-CO-CH(CH3)2
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CO-CH3
308 2,5-Me2-4-CO-CH2-CH3
309 2,5-Me2-4-CH2-CH2-CO-CH3
310 2,5-Me2-4-CO-CH (CH3) 2
311 2-C1-4-CHO '
312 2-Cl-4-CO-CH3 - -
313 2-ci-4-CO-CH2-CH3
314 2-C1-4-CO-CH(CH3)2
315 2,5-Cl2-4-CHO
316 2,5-Cl2-4-CO—CH3
317 2,5-Cl2-4-CO-CH2-CH3
318 2,5-Cl2-4-CO-CH2-CH2-CH3
319 2,5-Cl2-4-CO-CH (CH3) 2
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C (=NOCH3)-CH3
323 2-C l=NOC2H5) -CH3 i
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3 .
327 3-C (=NO-n-C3H7)-CH3
328 4-C (=N0—n—C3H7) —CH3
329 2-C (=N0—i—C3H7) -CH3
330 3-C (=NO-i-C3H7) -CH3
331 4-C(=NO-í-C3H7)-CH3
332 2-C(=NO-Allyl)-CH3
333 3-C(=N0-Ally 1)-CH3
334 4-C(=NO-Allyl)-CH3
-499CZ 288922 B6
Číslo Xm
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C (=NO-Propargy1)-CH3
339 3-C(=NQ-Propargyl)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2-C(=NO-n-C4H9)-CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C (=NO-CH2-C6H5) -ch3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2—CH3—4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-Í-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-Í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl) ’
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 · 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=ŇO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
-500CZ 288922 B6
Číslo Xm
371 2-CH3-4- (C2Hs-C=NO-Propargyl)
372 2-CH3-4- (C2Hs-C=NO—n-C4H9)
373 2-CH3-4- (C2H'5-c=no-ch2-c6h5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5) .
383 2-C6H5
384 3-C6H5
385 4-C6H5
386 2-(2'-F-C6H4)
387 2-(3‘-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C<;H4)
390 3-(3'-F-C6H4) -
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
.395 2-{2'-Cl-C6H4)
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4)
398 3-(2'-Cl-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 . 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4’-Cl-C6H4)
405 2- (2 '-CH3-C$H4)
406 2- (3 ’-CH3-CeH4)
407 2-(4’-CH3-CgH4)
-501CZ 288922 B6
Číslo Xm
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4- (3 '-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3- (2 '-CH3-CO-C6H4)
418 3- (3 ’-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4) .
420 4-(2'-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4-{4'-CH3-CO-C6H4)
423 2- (2 ' - (zCH3-C (=NQAlly1) ) -C6H4)
424 2-(3 ' - (CH3-C (=N0Allyl) )-C6H4)
425 2-(4 ' - (CH3-C (=NOAllyl))-CeH4)
426 3-(2 ' - (CH3-C (=NOAllyl))-C6H4)
427 3-(3 ' - (CH3-C (=NOAlly 1))-C6H4)
428 3-(4(CH3-C (=NOAllyl))-C6H4)
429 4-(2'-(CH3-C(=NOAllyl) )-C6H4)
430 4- (3 '- (CH3-C (=NQAllyl)) -C6H4)
4.31 4-(4(CH3-C(=NOAllyl) )-CgH4)
432 2-(2'-CH3O2C-C6H4)
433 2-{3'-CH3O2C-C6H4)
43.4 2- (4 '-CH3O2C-C$H4)
435 3-(2'-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3-(4'-CH3O2C-CgH4)
438 4- (2 '-CH3O2C-C6H4)
439 4-(3'-CH3O2C-C6H4)
440. 4-(4'-CH3O2C-C6H4)
441 2- (2 '-CH3O-C6H4)
442 2- (3 '-CH3O-C6H4)
4.43 2-(4'-CH3O-CgH4)
-502CZ 288922 B6
Číslo Xm
444 3-(2'-CH3O-C6H4)
445 3-(3'-CH3O-CgH4)
446 3-(4'-CH3O-C6H4)
447 4-(2'-CH3O-C6H4)
448 4-(3'-CH3O-C6H4)
449 4- (4 ' -CH3O-C6H4)
450 2-(2'-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3- (2' -O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4-(2'-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-GgH4)
459 2-(2 ’-NC-C6H4)
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C6H4)
462 3-(2'-NG-C6H4)
463 3-(3'-NC-C6H4)
464 3- (4 ,'-NC-C6H4)
465 4- (2 '-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-C6H4.)
468 2- (2 '-CF3-CgH4)
469 2- (3 '-CF3-CgH4)
470 2-(4'-CF3-C5H4)
471 3-(2'-CF3-CeH4)
472 3-(3'-ČF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-CgH4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
-503 CZ 288922 B6
Číslo Xm
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-0-(4'—F—CsH4)
481 3-0-(2'-F-C6H4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 4-0-(2'-F-CgH4)
485 4-O-(3’-F-C6H4)
486 4-0-(4'-F-CgH4)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-C6H4)
491 . . 3-0-{3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-0-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4’-Cl-C6H4) .
497 2-O-(2'-CH3-C6H4)
498 2-0-(3'-CH3-CeH4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 . . 3-O-(3'-CH3-C6H4)
502 3-0-(4'-CH3-C6H4)
503 4-0-(2'-CH3-C6H4) . .
504 4-O-(3'-ČH3-C6H4)
505 . 4-0-(4'-CH3-C6H4)
506 . 2-O-(2'-CH3-CO-C6H4) ·
507 2-0- (3'-CH3-CO-CeH4)
508 2-0- (4 · -CH3-CO-C6H4)
509 3-O-(2'-CH3-CO-C6H4)
510 , 3-0- (3 '-CH3-CO-C6H4) ...
511 3-0-(4'-CH3-CO-C6H4)
512 4-0- (2 · -CH3-CO-C6H4)
513 . 4-0-(3’-CH3-CO-C6H4) .
-504CZ 288922 B6
Číslo Xm
514 4-0-(4'-CH3-CO-C6H4)
515 2-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
516 2-0-(3'-(CH3-C (=N0Allyl) )-CgH4)
517 2-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
518 3-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
519 3-0-(3(CH3-C (=N0Allyl) )-C6H4)
520 · 3-0-(4(CH3-C(sNOAllyl))-C6H4)
521 4 -0- (2 ' - (CH3 —C (=NOA1 ly 1) ) -CgH4)
522 4-0-(3(CH3-C (=N0Allyl) )-C6H4)
523 4-O-(4'-(CH3-C(=N0Allyl) )-C6H4)
524 2-0-(2'-CH302C-C6H4)
525 2-0-(3'-CH302C-C6H4)
526 2-0-(4 '-CH302C-C6H4)
527 3-0- (2 '-CH3O2C-C6H4)
528 3-O-(3'-CH3O2C-C6H4)
529 3-0- (4 ' -CH3O2C-Č6H4)
530 4-0-(2'-CH3O2C-C6H4)
531 4-0- (3 ' -CH3O2C-C6H4)
532 4-O-(4'-CH3O2C-CsH4)
533 2-O-(2'-CH3O-CsH4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-CgH4)
536 3-O-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4í
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'HD2N-CgH4)
543 2-0-(3'-02N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-0-(2,-0^-06¾) ·
549 4-O-(3'-O2N-C6H4)
-505CZ 288922 B6
Číslo Xm
550 4-0-(4'-O2N-CgH4)
551 2-0-(2 '-NC-CgH4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 2-O-(3'-CF3-C6H4)
562 2-O-(4'-CF3-C6H4)
563 3 O-(2'-CF3-CsH4)
564 3-O-(3'-CF3-C^4)
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4—0-(3 '-CF3-CgH4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2 ’
570 2-Pyridyl-3·
571 2-Pyridyl-4 ·
572 3-Pyridyl-2’
573 3-Pyridyl-3 ’
574 3-Pyridyl-4 ·
575 4-Pyridyl-2’
576 4-Pyridyl-3’
577 4-Pyridyl-4·
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyriraidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
-506CZ 288922 B6
Číslo Xm
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyifizolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-lsoxazolyl-3'
597 2-Isoxazolyl-41
598 2-lsoxazolyl-5'
599 3-lsoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-lsoxazolyl-5'
602 4-isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-lsothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-lsothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-lsothiazolyl-4·
610 3-Isothiazolyl-5' x
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-imidazoly 1-4. ·
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
-507CZ 288922 B6
Číslo Xm
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5’
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3—C=N-O-CH2—CH2—OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n—C3H7—C=N—OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 . 2-CH3-4- (n-C3H7-C=N-O-n-C3H7).
. 647. 2-CH3-4- (n-C3H7-C=N-O-i-C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-0-trans-Chlorally 1)
650 2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i-C3H7-C=N-O-Í-C3H7)
657 2-CH3-4- (i—C3H7-C=N—O-Allyl)
-508CZ 288922 B6
Číslo Xm
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-0-Propargyl)
660 2-CH3-4- (i—C3H7-C=N—O-XI-C4H9)
661 2-CH3-4- (i-C3H7—C=N-O-CH2-C6Hs)
662 2-O-11-C4H9
663 2—0—i—C4H9
664 2—0—s—C4H9
665 2—0—t—C4H9
666 2-Neopentyloxyskupina
667 3-O-n-C4H9
668 3—O—i—C4H9
669 3—0—s—C4H9
£70 3—0—t—C4H9
671 3-Neopentyloxyskupina
672 4-O-11-C4H9
673 4—0—i—C4H9
674 4—O—s—C4H9
675 4—0—t—C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679. 3-CH3-4-O-11-C3H7
680 3-CH3-4-O-11-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O-S-C4H9
683 3-CH3-4-O-t-C4H9
684 3-ČH3-4-Neopentyloxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
-509CZ 288922 B6
Číslo Xm
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-C3H7
698 2-CH3“6-O-i-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-i-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H-7
705 2-CI-3-OGH3
706 2-C1-4-OCH3 . v
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-Cl-4-OCH3 -
710 3-Cl-5-OCH3
711 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-Cl-6-OCH3
-510CZ 288922 B6
Tabulka 34
O
I: R1 = H, Z = C2H5
II: R1 = CH3, Z = C2H5
III: R1 = C2H5, Z = C2H5
IV: R1 = Allyl, Z = C2H5
V: R1 = Propargyl, Z = C2H5
VI: R1 = CH2-OCH3, Z = C2H5
VII: R1 = CO-C2H5, Z = C2H5
VIII: R1 = H, Z = NH(CH3)
IX: R1 = CH3, Z = NH(CH3)
X: R1 = C2H5, Z = NH(CH3)
XI: R1 = Allyl, Z = NH(CH3)
XII: R1 = Propargyl, Z = NH(CH3) .XIII: R!/= ČH2-OCH3, Z = NH(CH3)
XIV: R1 = CO-C2H5, Z = NH(CH3)
Číslo Xm
1 H
2 2—F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8 2,3-F2
9 2-C1
-511 CZ 288922 B6
Číslo Xm ’
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-013
19 2,3,5-013
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3 ,-4,6-CI4
25 2,3,5,6-CI4
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-1
36 3-1
37 4-1
38 2,4-12
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 · 2-C1, 5-Br . -
-512CZ 288922 B6
Číslo X»
46 2-C1, 6-Br
47 2-Br, 3-Cl
48 2-Br, 4-Cl
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-Cl
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br.
60 3-Cl,5-Br
61 3-F, 4-Cl
62 3-F, 4-Br
63 3-Br, 4-Cl
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-ČH3.
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3 .
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
bi 2,3,4,6-(CH3)4
-513CZ 288922 B6
Číslo Xm
82 2,3,5,6- (CH3)4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2.4,6- (C2H5) 3
91 2-11-C3H7
92 3-n-C3H7
93 4-n-C3H7·.
94 2-Í-C3H7
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4-'(i-C3H7)2
98 2,6-(Í-C3H7) 2
99 3,5- (i—C3H7)2
100 2,4,6-(í-C3H7) 3
101 2-S-C4H9
102 3-s-C4H9
103 4-s-C4H9
104 2-t-C4H9
105 3—t-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9) 2
108 2,4-(t-C4H9)2
109 2,5-(t-C4H9)2
110 2,6-(t—C4H9) 2
111 3,4-(t—C4H9)2
112 2,4,6-(t-C4H9)3
113 4-n-C9Hi9
114 4-n-Ci2H25
115 4-11-C15H31
116 4-(1,1,3, 3 -Tet ramethy lbuty 1)
117 4-(2,4,4-Trimethylpropyl)
-514CZ 288922 B6
Číslo Xm
118 2-t-C4Hg, 4-ČH3
119 2-t-C4Hg, 5-CH3
120 2,6-(t-C4Hg)2z 4-CH3
121 2-CH3, 4-t-C4Hg
122 2-CH3, 6—t—C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn -
133 3-cyklo’C6Hii
134 4-cyklo-csHii
135 2,4- (cyklo-CeHu) 2, 6-CH3
136 2-CH3, 4-cyklo-CgHn
137 2-CH2-C6H5 .
138 3-CH2-C6H5
139 . 4-CH2-C6H5·
140 2-CH2-C6Hs, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 . 4-(2-i-C3H7-CgH4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br,4-C6H5
149 2-C6H5, 4-C1
150 2-CgHs, 4-Br
151 . 2-CH2CgH5, 4-Cl
152 2-CH2C6H5, 4-Br .
153 2-C1, 4-CH2C6H5
-515CZ 288922 B6
Číslo Xm
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-CsHn, 4-Br
157 2-Cl, 4-cyklo-CeHu
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2—0—n—C3H7
166 3-O-11-C3H7
167 4-O-n-C3H7
168 2-O-Í-C3H7 '
169 3-O-Í-C3H7
170 4-O-i-C3H7
Ί71 2-O-n-C6Hi3
172 3-O-n-C6Hi3
173 4-O-n-C6Hi3
174 2-O-n-C8Hj7
175 3-O-n-C8Hi7
176 4-O-n-C8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-O-(CH2)3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3·
187 2-OCF3
188 3-OCF3
189 4-OCF3
-516CZ 288922 B6
Číslo Xm
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-Cl
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F.
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-C1, 4-CH3
211 2—Cl, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3 λ
214 2-f, 5-CH3 ;
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 . 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 . 3-F, 4-CH3
225 3-Cl, 4-CH3
-517CZ 288922 B6
Číslo Xm
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-.(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-Cl
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-I2, 4-NO2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3.
260 3-CO2CH3
261 4-CO2ČH3 '
-518CZ 288922 B6
Číslo Xm
262 - 2-CO2(C2HS)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (n-C3H7)
266 3-CO2 (11-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(i-C3H7)
269- 3-CO2(i-C3H7)
270 4-CO2(Í-C3H7)
271 2-CO2 (n-C6H13)
272 3-CO2(n-C6H13)
273 x 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3 .
£76 4-CH2-OCH3 ‘ s . f
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7) -
282 4-CH2O(n-C3H7)
283 2-CH2O(í-C3H7)
284 3-CH2O (Í-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3
291 4—CO—CH3
292 . 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO—CH2—CH2—CH3
297 4-CO-CH2-CH2-CH3
-519CZ 288922 B6
Číslo Xm
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CO-CH3
303 2—Me—4—CO-CH2~CH3
304 2-Me-4 -CO-CH2-CH2 CH3
305 2-Me-4-CO-CH(CH3) 2
306 2, 5-Me2—4-CHO
307 2, 5-Me2-4-CO-CH3
308 2,5-Me2-4-CO-CH2-CH3
309 2,5-Me2—4-CH2-CH2-CO-CH3
310 2 , 5-Me2-4 -CO-CH (CH3) 2 -
311 2-C1-4-CHO
312 2-Cl-4-CO-CH3 ' z
313 . 2-Cl-4-CO-CH2-CH3 '
314 2-Cl-4-CO-CH(CH3) 2
315 2,5-C12-4-CHC
316 2,5-Cl2-4-CO-CH3
317 2,5-C12-4-CO-CH2-CH3
318 . 2,5-Cl2-4-CO-CH2-CH2-CH3
319 2,5-Cl2-4-CO-CH(CH3) 2
320 . 2-C (=NOCH3)-CH3
321- 3-C (=NOCH3) —CH3
322 4-C (=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2 -C (=NO-n-C3H7) -CH3
327 3 -C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H7) -CH3
329 2-C (=NO-i-C3H7) -CH3
[330 3-C(=NO-í-C3H7)-CH3
331 4-C (=NO-i-C3H7)-CH3
332 . 2-C (=NO-Allyl) -CH3'
333 ' 3-C(=NO-Allyl)-CH3
-520CZ 288922 B6
Číslo Xm
334 4-C (=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO—n—C4H9) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3 -
348 2-CH3-4-CH=NOC2H5 ,
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3—4—CH=NO—i—C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO- (trans-Chlor allyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4- (CH3-C=NOCH3)
357 2-CH3-4-(CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CH3-C=NO-Í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4H9)
354 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-í-C3H7 '
369 2-CH3-4-(C2H5-C=NO-Allyl) .
-521 CZ 288922 B6
Číslo Xm
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5~C=NO—Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4Hs)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CHj) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3 )2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-Í-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
3B2 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5) .
383 2-C6H5
384 . 3-C6H5
385 4-C6H5
386 2-(2'-F-C6H4)
387 2-(3'-F-CgH4)
388 2-(4'-F-C6H4)
389 3-{2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F^C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4) ·
394 4-(4’-F-C6H4) ?
395 2-(2'-C1-C6H4) )
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-CeH4)
398 3-(2'-Cl-C6H4)
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-C1-C6H4)
405 2- (2 '-CH3-C$H4).
406 2-(3'-CH3-C6H4)
-522CZ 288922 B6
Číslo Xtn
407 2-(4'-CH3-CgH4)
408 3-(2'-CH3-CgH4)
409 3-(3'-CH3-CeH4)
410 3-(4'-CH3-CgH4)
411 4-(2'-CH3-CgH4)
412 4-(3'-CH3-CgH4)
413 4-(4'-CH3-CgH4)
414 2-(2'-CH3-CO-CgH4)
415 2-(3'-CH3-CO-CgH4)
416 2-(4'-CH3-CO-CgH4)
417 3-(2'-CH3-CO-C6H4)
418 3- (3' -CH3-Cb-Č6H4) '
419 3-(4'-CH3-CO-€6H4)
420 4-(2'-CH3-CO-C6H4) '
421 4-(3'-CH3-CO-CgH4)
422 4-(4'-CH3-CO-CgH4)
423 2- (2 '- (CH3-C (=N0Allyl) ) -CgH4)
424 2- (3 ' - (CH3-C (=NQAllyl) ) -CgH4)
425 2- (4 ' - (CH3-C (=NQAllyl)) -CgH4)
426 3-(2(CH3-C (sNQAllyl) )-C6H4)
427 . 3- (3' - (CH3-C (=NOAllyl)) -C6H4)
428 3- (4' - (CH3-C (=N0Allyl) ) -C6H4)
429 4-(2'-(CH3-C(=NOAllyl) )-C6H4)
430 4- (3 '- (CH3-C (=N0Allyl)) -CgH4)
431 4- (4 ' - (CH3.-C (=NQAllyl)) -CgH4)
432 2-(2'-CH3O2C-CgH4)
433 2-(3'-CH3O2C-C6H4)
434 2- (4 '-CH3O2C-CgH4>
435 3- (2'-CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3—(4'-CH3O2C—CgH4)
438 4-(2'-CH3O2C-CgH4)
439 4-(3’-CH3O2C-CgH4)
440 4-(4'-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 . 2- (3 ’-CH3O-CgH4)
- 523 CZ 288922 B6
Číslo Xm
443 2-(4'-CH3O-C6H4)
444 3-(2'-CH3O-C6H4)
445 3- (3 ’-CH3O-C6H4)
446 3-(4'-CH3O-C6H4)
447 4-(2'-CH3O-C6H4)
448 4- (3 ' -CH3O-C6H4)
449 4- (4'-CH3O-C6H4)
450 2- (2 '-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2- (4' -O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4-(2'-O2N-C6H4)
457 4- (3 ’-O2N-C6H4)
458' 4-(4'-O2N-C6H4)
459 2-(2'-NC-C6H4)
460 2-(3'-NC-C6H4)
4€1 2-(4'-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471. 3-(2'-CF3-CeH4)
472 3- (3 '-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4- (2 ’-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-.(4 '-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
-524CZ 288922 B6
Číslo Xm
476 4—O-C6H5
478 2-0-(2'-F-C6H4)
479 2-o-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
481 3 O(2'-F-C6H4)
482 3-O(3'-F-C6H4)
483 3-O(4'-F-C6H4)
484 4-O(2'-F-C6H4)
485 4-O(3'-F-C6H4)
486 4-O(4'-F-C6H4)
487 2-O(2'-Cl-C6H4)
488 2-O-(3'-Cl-CgH4)
489 2-o-(4'-C1-C6H4)
490 37O-(2'-C1tC6H4)
49.1 · 3-0- (3-C1-C6H4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-O(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O(4'-Cl-C6H4)
497 2-0-(2'-OÍ3-C6H4)
498 2-0-(3'-CH3-C6H4)
499 2-0-(4'-CH3-C6H4)
500 - 3-0-(2'-CH3-C6H4)
50 í 3-0-(3'-CH3-C6H4)
502 3—0—(4'-CH3—CgH4)
503 4—0—(2'—CH3—CgH4)
504 4-0-(3'-OÍ3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2-0- (2 ·-CH3—CO—CgH4)
507 2-0-(3'-CH3-CO-C6H4) '
508 2-0- (4 · —CH3—CO—CgH4)
509 3-0- (2 '—CH3—COCgH4).
510 3-0- (3' -CH3-C0-C6H4)
511 3-0- (4 ' -CH3-C0-C6H4)
512 4-0 (2 '-CH3-CO-CeH4)
-525CZ 288922 B6
Číslo Xm
513 4-O-(3'-CH3-C0-C6H4)
514 4-0- (4 ' -CH3-CO-C6H4)
515 2—0-(2 ' - (CH3-C (=N0Allyl) )-C6H4)
516 2-0-(3'-(CH3-C (=N0Allyl) )-C6H4)
517 2-0-(4(CH3-C (=N0Allyl) )-C6H4)
518 3-0-(2'-(CH3-C (=NOÁllyl) )-06¾)
519 3-0-(3'-(CH3-C (=N0Allyl) )-C6H4)
520 3-0-(4'-(CH3-C (=N0Állyl) )-C6H4)
521 4-0-(2 ' - (CH3-C (=N0Allyl) )-C6H4)
522 4-0- (3 '-(CH3-C (=N0Allyl) ) -C6H4)
523 4-0-(4 ' - (CH3-C (=N0Allyl) )-C6H4)
524 2-0- (2' -CH3O2C-C6H4)
525 2-0- (3 ' -CH3O2Č-C6H4)
526 2-0- (4 ' -CH3O2C-C6H4)
527 3-0- (2 '-CH3O2C-C6H4) ·
528 3-O-(3'-CH3O2C-CeH4).
529 3-0-(4 '-CH3O2C-C6H4)
530 4-O-(2'-CH3O2C-C6H4)
531 4-0-(3 '-CH3O2C-C6H4)
532 4-O-(4’-CH3O2C-C€H4)
533 2-0-(2'-CH30-C6H4)
534 2-O-(3'-CH3O-C£H4)
535 2-0-(4'-CH3O-CgH4)
536 3-O-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-C6H4)
538 3-O-(4'-CH3O-C6H4)
539 4-0- (2 ’-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-02Ν-06Η4)
543 2-O-(3'-O2N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-0-(2,-0^-06¾)
546 3 0-(3'-o2N-C6H4)
547 3-0-(4^-(^-06¾)
548 4-0-(2,-0^-06¾)
-526CZ 288922 B6
Číslo Xm
549 4-O-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-0- (2 ' -NC—CgH4)
552 2-0- (3 ' —NC—CgH4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-0-(2'^CF3-C6H4)
5B1 2-O-(3'-CF3-C6H4)
562 2-o-(4'-CF3-C6H4) .
563. 3-O-(2'-CF3-C6H4)
564 3-O-(3'-CF3-C6H4)
565 3-O-(4'-CF3-C6H4)
.566 4-0- (2 '-CF3-C6H4)
567 4-O-(3'-CF3-C6H4y
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-2·
570 2-Pyridyl-3’
571 2-Pyridyl-4’
572 3-Pyridyl-21
573 3-Pyridyl-3·
574 a-Pyridyl-A1
575 4-Pyridyl-2*
576 4-Pyridyl-31
577 4-Pyridyl-4’
578 2-Pyrimidinyl-2'
579 2-Pyrimidiny1-3'
580. 2-Pyrimidinyl-4'
58< 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidiny1-2'
-527CZ 288922 B6
Číslo Xm
585 4-Pyrimidiny1-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4’
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-lsoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 . z z 3-rísoxazolýl-3'
600 3-lsoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiažolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-lmidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
-528CZ 288922 B6
Číslo
621 4-Imidazolyl-2'
622 4-lmidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl—2'
633 2-Thiazolyl-4 '
634 2-Thiazólyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5' .
641 z 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4-(n-C3H7-C=N-O-í-C3H7)
648 2-CH3-4- (n-C3H7-C=N-O-Allyl)
649 2-CH3-4- (n-C3H7-C=N-O-trans-Chlor allyl)
650 2-CH3-4- (n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4-(i-C3H7-C=N-OCH3)
654 2-CH3-4- (í-C3H7-C=N-OC2H?)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)'
656 2-CH3-4-(i-C3H7-C=N-O-i-C3H7)
-529CZ 288922 B6
Číslo
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-0-Propargyl) .
660 2-CH3-4- (i-C3H7-C=N-O-n-C4H9)
661 2-CH3-4- (i-C3H7—C=N—O-CH2—C5H5)
662 2-O-n-C4H9
663 2—0—i—C4H9
664 2-O-s-C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3~O-n-C4H9
668 3-O-i-C4H9
669 3-O-s-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-o-n-C4H9
673 4-O-Í-C4H9
674 4-O-S-C4H9
675 4-O-t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O-s-C4H9. - .
683 3-CH3-4-O-t-C4H9
684 3 -CH3 - 4 -Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
-530CZ 288922 B6
Číslo Xm
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-i-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-i-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-i-C3H7
702 4-CH3-5-O-i-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-Cl-3-OCH3
706 2-C1-4-OCH1
707 2-CI-5-OCH3
708 2-CI-6-OCH3 .·
709 3-C1-4-OCH3
710 3-C1-5-OCH3 ·
711 . 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-Cl-6-OCH3 ' .
-531 CZ 288922 B6
Tabulka 35
I: R- = H,. Z = C2H5
O
II: R- = CH3, Z x C2H5
III: R- = C2H5, Z = C2H5
IV: R- = Allyl, Z = C2H5
V: R1 = Propargyl, Z = C2H5
VI: R* = CH2-OCH3, Z = C2H5 VII: R1 = CO-C2H5, Z = C2H5
VIII; R1 = H, Z = NH(CH3)
IX: R- = CH3, Z = NH(CH3)
X: R1 = C2H5, Z = NH(ČH3)
XI: R- = Allyl, Z = NH(CH3)
XII: R1 = Propargyl, Z = NH(CH3)
XIII: R1 = CH2-OCH3, Z = NH(CH3)
XIV: R* = CO-C2H5, Z = NH(CH3)
Číslo Xm
1 H '
2 2-F
3 3-F
4 4-F
5 2,4-F2
6. 2,4,6-F3
7 2,3,4,5,6-F5 .
8 2,3-F2
9 2-C1
10 3-C1
-532CZ 288922 B6
Číslo Xm
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-012
15 2,6-Cl2
16 3,4-Cl2.
17 3,5-Cl2
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cl3
24 2,3,4,6-Cl4 .
25 2,3,5,6-Cl4
26 2,3,4,5,6-Cls
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6—Br2
33 2,4,6-Br3
34 2,3,4,5,6-Brs
35 2-1 - -
36 3-1
37 4-1
38 2,4-12
39 2-Cl, 3-F
40 2-Cl, 4-F
41 2-Cl, 5-F
42 2-Cl, 6-F
43 2-Cl; 3-Br
44 ' 2-Cl, 4-Br <·.·.·
45 2-Cl, 5-Br 1
46 2-Cl, 6-Br
- 533 CZ 288922 B6
Číslo Xrr.
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 . 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
'69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-{CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)2
75’ 2,3,5-(CH3)3'
76 2,3,4-(CH3)3
77 2,3,6- (CH3) 3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 .. 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6-(CH3) 4
-534CZ 288922 B6
Číslo Xm
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2Hs
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5) 3
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
-95 '3-Í-C3H7
96 4-Í-C3H7
97 2,4-(i-C3H7)2
98 2,6-( í-C3H7 ) 2
99 3,5- (1-C3H7) 2
100 2,4,6-(Í-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104'· 2-t-C4H9
105 3-t-C4H9
106 4-t-C4H9
107 2,3- (t-C4H9) 2
108 2,4-(t-C4H9)2
109 2,5-(t-C4H9)2
no 2,6-(t—C4H9) 2
111 3,4- (t-C4H9) 2
112 2,4,6-(t-C4H9)3
113 4—n—C9H19
114 4- 11-C12H25
115 4-n—C15H31
116 4-(1,1,3,3-Tetramethylbuty 1J
. 117 4-(2,4,4-Trimethylpropyl).
118 2-t-C4H9, 4-CH3
- 535 CZ 288922 B6
Číslo Xm
119 2-t-C4Hs, 5-CH3
120 2,6- (C-C4H9) 2, 4-CH3
121 2-CH3, 4—t—C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-1-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-i-C3H7
126 2-Í-C3H7, 5-CHj
127 2,4- (t-C4H9)2. 6-i-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3 · χ
132 2-cyklo-CeHn
133 3-cyklo-CeHn
134 4-cyklo-CeHíi
135 2,4-(cyklo-CgHn) 2, 6-CH3
136 2—CH3 , 4-cyklo-CgHii
137 2-CH2-CgH5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5 .
142 2-C6H5
143 3-CgHs
144 4-C6H5
145 4- (2-Í-C3H7-C6H4)
146 4-CgH5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
-536CZ 288922 B6
Číslo Xm
155 2-cyklo-CgHn, 4-C1
156 2*cyklo~c6Hn, 4-Br
157 2-C1, á-cyklo-CgHu
158 2-Br, 4-cyklo-CsHu
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C3H7
166 3-O-11-C3H7
167 '4-0-11-03¾
168 2-O-Í-C3H7
169 3—0—i—C3H7
170 4-O-1-C3H7
171· ' 2-O-n-CgHi3
172 3-O-n-C6Hi3
173 4-O-n-C6Hi3
174 2—0—n—CeHi7
175 3—0—n—CgHi7
176 4-O-n-CeHi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179' 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 3-0-(CH2) 3C5H5
182 4-0- (CH2) 3C6H5
183 2,4-(00¾) 2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 3-OCH2CHF2
-537CZ 288922 B6
Číslo
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 . 2-CH3, 4-F
203 - 2-CH3, 5-F '
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br '
2Ó7 · 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-Cl. 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3 «1
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218. 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, . 5-Br
224 . 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
- 538CZ 288922 B6
Číslo Xm
227 2-C1, 4,5-(CH3)2
228 2-Br, 4,5-{CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3.
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1 '
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3) 3, 4-F
244 2,3,6-(CH3) 3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F .
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-Cl, 5-CH3
250 2-C1, 4-NO2 .
251 2-NO2, 4-CÍ
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-I2, 4-NO2 .
258 2-CH3, 5-í-C3H7, 4-C1
259 ‘ 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
-539CZ 288922 B6
Číslo Xm
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2 (11-C3H7)
266 3-CO2 (11-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2 (1-C3H7)
269 3-CO2 (Í-C3H7)
270 4-CO2 (Í-C3H7)
271 2-CO2(n-C6H13)
272 3-CO2(d-C6Hi3)
273 . 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3 .
277 2-CH2O(C2Hs)
278 3-CH2O(C2H5)
279 4—CH2O(C2H5)
280 2-CH2O (IÍ-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(i-C3H7)
284 . 3-CH2O(i-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-C'HO .
289 2-CO-CH3
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
-540CZ 288922 B6
Číslo Xm
299 3-CO-CH (CH3 )-CH3
300 4-CO-CH (CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 ' 2-Me-4-CO-CH2-CH3
304 2 -Me-4 -CO-CH2-CH2 CH3
305 2-Me-4-CO-CH(CH3)2
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CO-CH3
308 2,5-Me2-4-CO-CH2-CH3
309 2.5-Me2-4-CH2-CH2-CO-CH3
310 '2,5-Me2-4-CO~CH (CH3) 2 . .
311 2-C1-4-CHO
312 ' 2-Cl-4-CO-CH3
313 2-C1-4—CO-CH2-CH3
314 2-C1-4-CO-CH(CH3) 2
315 2,5-C12-4-CHO
316 2,5—Cl2—4—CO—ČH3
317 2,5-C12-4-CO-CH2-CH3 . .
318 2,5-Cl2-4-CO-CH2-CH2-CH3
319 2,5-C12-4-ČO-CH(CH3 )2
320 2-C(=NOCH3)-CH3
'321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NÓC2Hs)-CH3
324 3-C(=N0C2Hs)-ČH3 .
325 · 4-C (=NOC2H5)-CH3
32.6 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7)-CH3
328. 4-C (=NO-n-C3H7) -CH3 .
329 2-C(=Ň0-í-C3H7)-CH3. ...
330 3-C(=NO-i-C3H7)-CH3. ' .
331 4-C ( =NO-Í-CjH7) -CH3
332 2-C (=NO-Allyl j-CH3.
333 3-C(=NO-Allyl)-CH3.
334 4-C(=NO-Allyl1-CH3
-541 CZ 288922 B6
Číslo Xm
335 2-C(=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propargy1)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2-C (=NO-n-C4H9) -CH3
342 3-C(=NO-n-C4H9)-CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5)-CH3
346 4,-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7 '
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO- (trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH=NO-H-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-ch3-4-(CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=NO-n-C3H7)
359 ' 2-CH3-4- (CH3-C=NO-í-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NG-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3—C=NO—Π—C4Hg)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4- (C2H5-C=NO-C2H5) .
367 2-CH3-4-(C2H5-C=NO-n-C3H7)
368 2-CH3-4-(C2H5-C=NO-i-C3H7 .
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorallyl)
-542CZ 288922 B6
Číslo Xm
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=N0- n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5-(CH3) 2-4-(CH3-C=NOC2HS)
376 2,5-(CH3) 2-4-(CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4-(CH3-C=NO-i—C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3 >2-4- (CH3-C=NO-n-C4Hg)
382 2,5-(CH3) 2-4-(CH3-C=NO-CH2-C6H5)·
383 2-C6H5 < -
384 3-C6H5·
385 4-C6H5.
386 2-(2'-F-C«H4)
387 2-(3'-F-C6H4)
388 2-(4'-F-C6H4) -
389 3-(2'-F-C6H4)
390 3-(3'-F-CeH4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-01-06¾ ) '
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4)
398 3-(2'-Cl-C6H4)
399 3-(3'-C1-CsH4)
400 3-(4 ’-01-06¾)
401. 4-(2'-Cl-C6H4)
402 4-(3'-01-06¾)
403 4-(4'-C1-C6H4)
4Q5 2- (2 ’-CH3-C6H4)
406 2- (3 ’-0Η3-06Η4)
407 2-(4'-CH3-C6H4)
-543 CZ 288922 B6
Číslo Xm
408 3- (2 ' -CH3-C6H4)
409 3-(3’-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4- (3 '-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2- {4 ' -CH3-CO-C6H4)
417 3- (2 '-CH3-CO-C6H4)
418 3- (3'-CH3-CO-C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4-(3 *-CH3—00-06¾)
422 4-(4'-CH3—CO-C6H4)
423 2-(2 ' - (CH3-C (sNOAllýl))-C6H4)
424 2-(3 '- (CH3-C (=NOAllyl))-Ο6Η4)
425 2-(4'-(CH3-C(=NQAllyl) )-C6H4)
426 3- (2 ' - (CH3-C (=N0Allyl)) -C6H4)
427 3- (3 ' - (CH3-C (=N0Allyl) ) -Ο6Η4)
428 3-(4'- (CH3-C (=NOAllyl))-Ο6Η4)
429 4- (2 ' - (CH3-C (=NQAllyl)) -C6H4)
430 4-(3 ' - (CH3-C (=NOAllyl))-06¾)
431 4- (4' - (CH3-C (=N0Allyl)) -C6H4)
432 2-(2'-ΟΗ3θ2θ-06Η4 )
433 2- (3 ' -CH3O2C-C6H4)
434 2- (4 '-ΟΗ3020-06Η4)
435 3- (2 '-CH3O2C-CeH4)
436 3-(3'-0Η3Ο20-06Η4)
437 3-(4'-ΟΗ3Ο2Ο-Ο6Η4)
438 4-(2'-ΟΗ3020-06Η4)
439 4- (3 '-ΟΗ3Ο2Ο-Ο6Η4)
440 4-(4,-013020-06¾)
441 2-(2'-0Η3Ο-06Η4)
442 2-(3'-CH3O-06H4)
443 2-(4'-CH3O-C6H4)
-544CZ 288922 B6
Číslo Xm
444 - 3- (2 '-CH3O-C6H4)
445 3-(3'-CH3O-C6H4)
446 3-(4'-CH3O-CgH4)
447 4-(2'-CH3O—CgH4)
448 4- (3 '-CH3O-C6H4)
449 4- (4 '-CH3O-C6H4)
450 2- (2 '-O2N-C6H4)
451. 2- (3 ' -O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3- (2 ' -O2N-C6H4)
454 3-(3'-O2Ň-C6H4)
455 x 3-(4 '-O2N-CgH4)
456 4- (2' -O2N-C6H4)
45Z 4-(3'-O2N-C6H4)
458 4-(4'-O2N-C6H4) z
459 2-(2'-NC-Č6H4)
460 2-(3'-NC-C6H4)
461 2- (4 ' -NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3-(4'-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3 '-NC-CgH4)
467 4-(4'-NC-C6H4) ~
468 . 2-(2'\-CF3-C6H4)í i
469 2-(3'-CF3“CgH4)
470 2—(4CF3-CgH4)
471 3-(2'-CF3-CgH4)
472 3- (3 ’-CF3-C6H4)
473 3- (4' -CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4- (3 '-CF3-C6H4) .
476 4-(4'-CF3-CtH4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6Hs
-545CZ 288922 B6
Číslo X»
478 2-O-(2'-F-C6H4)
479 2-O-(3'-F-CgH4)
480 2-0-(4'-F-C6H4)
481 3-O-(2'-F-CeH4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 4-O-(2'-F-C6H4) 1
485 4-O-(3'-F-CgH4) 1
486 4-O-(4'-F-C6H4) I
487 2-O-(2'-Cl-C6H4) 1
488 2-O-(3'-Cl-C6H4) I
489 . 2-O-(4'-Cl-C6H4) I
490 3-O-(2'-Cl-C6H4) - 1
491 3-O-(3'-Cl-C6H4) 1
492 ;3-O-(4'-Cl-C6H4) [
493 .. ' 3-O-(4'-Cl-C6H4) I
494 . 4-O-(2'-Cl-C6H4) I
495 4-O-(3'-Cl-C6H4) 1
496 4-O-(4'-Cl-C6H4) 1
497 2-O-(2'-CH3-C6H4) I
498 2-0-(3'-CH3-C6H4) I
499 2-0-(4'—CH3—CgH4) I
500 3-0-(2'-CH3-C6H4) 1
501 3-0-(3'-CH3-C6H4) 1
502 3-0-(4'-CH3—CgH4) I
503 4-O-(2'-CH3-C6H4) I
504 4-O-(3'-CH3-C6H4) I
505 4-O-(4'-CH3-C6H4) I
506 2-0-(2'-ΟΗ3-00-06Η4) 1
507 2-0- (3 ’ -CH3-CO-C6H4) 1
508 2-0- (4 ' -CH3-CO-CeH4) 1
509 3-O-(2'-CH3-CO-C6H4) I
510 3-0- (3 ' -CH3-CO-C6H4) 1
511 3-0-(4'-CH3-CO-C6H4) 1
512 4-0-(2'-CH3-C0-CéH4) 1
513 4-0- (3 ' -CH3-C0-C6H4) 1
-546CZ 288922 B6
Číslo Xm
514 4-0- (4 ' -CH3-CO-C6H4)
515 2-O-(2'-(CH3-C(=N0Allyl) )-C6H4)
516 2-0- (3 ' - (CH3-C (=N0Ally 1) ) -C6H4)
517 2-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
518 3-0-(2'-(CH3 -C (=NOA1 ly 1) ) -C6H4)
519 3-0-(3'-(CH3-C(=N0Allyl) )-C6H4)
520 3-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
521 4-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
522 4-O-(3'-(CH3-C(=NOAllyl) )-C6H4)
523 4-O-(4'-(CH3-C(=NOAllyl) )-C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-0-(3’-CH3O2C-C6H4)
526 2-0-(4--ΟΗ3020-06Η4)
527 . 3-0- (2' -ΟΗ3Ο2Ο-Ο6Η4)
528 3-0-(3- -ΟΗ3Ο20-06Η4)
529 3-O-(4'-CH3O2C-C6H4)
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-0-(3 '-CH302C-C6H4 )
532 4-O-(4' - ΟΗ3Ο2Ο-Ο6Η4)
533 2-0-(2'-CH30-C6H4)
534 . 2-O-(3'-CH3O-C6H4)
535 2-0-(4'-ΟΗ30-06Η4)
536 3-Ο-(2'-ΟΗ3Ο-Ο6Η4)
537 3-O-(3'-CH3O-C6H4)
538 3 Ο-(4'-ΟΗ3Ο-Ο6Η4)
539 4-O-(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-0-(4'-ΟΗ30-06Η4)
542 2-0-(2'-02Ν-06Η4)
543 2 o-(3'-O2N-C6H4)
544 2-ο-(4'-02Ν-06Η4)
545 3-0-(2'-02Ν-06Η4)
546 3-0-(3'-02Ν-06Η4)
547 3-0-(4'-02Ν-06Η4)
548 4-0-(2'-02Ν-06Η4)
549 4-0-(3--02Ν-06Η4)
-547CZ 288922 B6
Číslo
550 4-O-(4'-O2N-C6H4)
551 2-0-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-0-(4'-NC-CgH4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-0--(2'-CF3-C6H4)
561 2-0-(3 '-CF3-C$H4)
562 2-O-(4'-CF3-C6H4)
563 3-0- (2'-CF3-C6H4)
564 3-O-(3'-CF3-C6H4) *
565 3-O-(4'-CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4-0- (3 '-CF3-C6H4)
568 4-0-(4'-CF3-CgH4)
569 2-Pyridyl-2’
570 2-Pyridyl-3·
571 2-Pyridyl-4 ·
572 3-Pyridyl-2’
573 3-Pyridyl-3’
574 3-Pyridyl-4’
575 4-Pyridyl-2’
576 4-Pyridyl-3'
577 . 4-Pyridyl-4’
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4·
581 3-Pyrimidiny1-2'
582 3-Pyrimidiny1-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'
-548CZ 288922 B6
Číslo Xm
586 · 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-lsoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599- 3-Isoxazolyl-3' -
600 3-Isoxazolyl-4· .
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazoly1-4'
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 „ 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3' -
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-isothiazolyl-5'
614 2-Imidazolyl-l·
615 2-Imiaazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l' .
618 3-Imidazolyl-2'
619 3-Imidazolyl-4
620 4-Imidazolyl-l'
621 4-Imidazolyl-2*
-549CZ 288922 B6
Číslo Xm
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4’
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Óxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 . 2-Thiazolyl-4'
634 2-1íhiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637. 3-Thiazolyl-5*
638 . 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4-(CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-0CH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-QH3-4- (n-C3H7-C=N-OC2H5)
646 2-CH3J· V (n-C3H7-C=Nl-O-n-C3H7)
647 . 2-CH3-4- (n-C3H7-C=N-O-Í-C3H7)
648 2-CH3-4- (n-C3H7-C=N-0-Allyl)
649 2-CH3-4- (n-C3H7-C=N-0-trans-Chlor allyl)
650 2-CH3-4- (n-C3H7-C=N-0-Propargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
’ 654 2-CH3-4-(í-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7) -
656 2-CH3-4- (i-C3H7-C=N-O-Í-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
-550CZ 288922 B6
Číslo Xm
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-0-Propargyl)
660 2-CH3-4- (Í-C3H7-C=N-O-n-C4HS)
661 2-CH3-4- (i-C3H7-C=N-O-CH2-CeH5)
662 2—0—n—C4H9
663 2-O-1-C4H9
664 2-O-S-C4H9
665 2-O-t-C4Hs
666 2-Neopentyloxyskupina
667 3-O-n-C4H9
668 3-O-Í-C4H9
669 3-O-S-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-O-n-C4H9 -
673 ’ 4-O-Í-C4H9
674 4—0—s—C4Hg
675 4-O-t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3-4-O-i-C4H9
682 3-CH3-4-Chs-C4H9
683 3-CH3-4-O-t-C4H9
684 3 -CH3 - 4 -Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
-551 CZ 288922 B6
Číslo Xm
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-CI-3-OCH3 .
706 2-Cl-4-OCHj
707 2-C1-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-552CZ 288922 B6
Tabulka 36
O
I: R- = H, Z = C2H5
II: R- = CH3, Z = C2H5
III: Rl = C2H5, Z = C2H5
IV: R- = Allyl, Z = C2H5
V: R* = Propargyl, z = C2Hs
VI: Rl = CH2-OCH3, Z = C2HS
- \ v
J/II: R- = ČO-C2H5, Z = C2H5·.
VIII':' -Rl = H, Z ='NH(CH3)
IX: R-.= CH3, Z = NH(CH3)
X: R’·'= C2H5, Z = NH(CH3)
XI: Rl = Allyl, Z = NH(CH3)
XII: Rl = Propargyl, Z = NH(CH3)
XIII: Rl = CH2-OCH3, Z = NH(CH3)
XIV: Rl = CO-C2H5, Z = NH(CH3)
Číslo Xtn
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8.. 2., 3-F2
9 2-C1
10 3-C1
- 553 CZ 288922 B6
Číslo Xm
11 4-C1
12 2.3-C12
13 2,4-Cl2
14 2.5-C12
15 2,6-Cl2
16 3.4-C12
17 3.5-C12
18 2,3,4-Cl3
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23-— 3,4,5-Cl3
24 2,3,4,6-CI4
25 2,3,5,6-Cl4
26 2,3,4,5,6-Cl5
27 , 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 - 2,4,6-Br3
34 2,3,4,5,6-Br5
35 2-1
36 3-1
37 4-1
38 2,4-12
39 2-C1, 3-F
40 2-C1, 4-F
41 2-C1, 5-F
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-C1, 4-Br
45 . 2-C1, 5-Br
46 2-C1, 6-Br
-554CZ 288922 B6
Číslo Xm
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58. 3-C1, 5-F
59 3-C1, 4-Br.
60 3-C1, 5-Br '
61 ' 3-F, 4-ď
62 3-F, 4-Br
63 3-Br, 4-Cl
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CHj
69 2ž3-(CH3)2.
70 2,4-(CH3)2 -
71. 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74. 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 ; 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,-4,5-(CH3) 3
81 2,3,4,6-(CH3) 4
82 2,3,5,6- (CH3)4
-555CZ 288922 B6
Číslo Xm
83 2,3,4,5,6- (0¾) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(02¾)2
89 3,5-(C2Hs) 2
90 2,4,6-(C2H5) 3
91 2-11-C3H7
92 3-11-C3H7
93 4-n-C3H7
94 2-i-03H7
95 3-i-C3H7
96 4-í-C3H7
97 2,4-(í-C3H7)2 Λ
98 2,6- (i—C3H7) 2
99 3,5-(i-C3H7)2
100 2,4,6-(Í-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9 ·
104 2-t-C4H9
105 . 3—t—C4H9
106 4-t-C4H9
107 2,3-(t—C4H9) 2
108 2,4- (t—C4H9) 2
109 2,5- (t-C4H9) 2 '
110 2,6-(t-C4H9) 2
111 3,4—(t—C4H9) 2
112 2,4,6-(t-C4Hg) 3
113 4—n—C9H19
114 4-11-C12H25
115 4- ii-C15H31
116 4-(1,1,3,3-Tetramethylbuty 1)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3·
-556CZ 288922 B6
Číslo Xm
119 2-t-C4Hs, 5.-CH3
120 2,6-(t-C4H9) 2, 4-CH3
121 2-CH3, 4-t-C4Hg
122 2-CH3, 6-t-C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-i-C3H7
125 3-CH3, 4-1-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9) 2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3.
132- 2-cyklo-CgHn .
133 3-cyklo-C6Hii
134' 4 cyklo-C6Hn
135 2,4— (cyklo-CgHn) 2, 6-CH3
136 2-CH3, 4-cyklo~C6Hu
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-C6H5
' 143 3-C6H5
144 4-C6H5 ' ·
145 4- (2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-Cl, 4-C5H5
148 2-Br, 4-C6Hs
149 2-C6H5,.4-Cl
150ř 2-C5H5, 4-Br
151 . 2-CH2C6H5, 4-Cl
152 2-CH2C6H5, 4-Br
153 2-Cl, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
-557CZ 288922 B6
Číslo Xm
155 2-cyklo-CgHii, 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-C1, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-CeHii
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H8
164 4-O-C2H5
165 2-O-II-C3H7
166 3-O-n-C3H7
167 4-O-n-C3H7
168 2-O-Í-C3H-7
169 3—0—i—C3H7
170 4-O-í-C3H7 -
171 2-O-n-C6H13
172 3—0-n—ΟβΗΐ3
173 4-O-n-C6Hi3
174 2—0—n-C8Hi7
175 3—0—n—C8Hi7
Í76 4-O-n-C8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6H5
180 2-0- (CH2) 3C6H5
181 . 3-0- (ČH2) 3C6H5
182. 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 . 3-CF3 ·
186’ 4-CF3
187 2-OCF3
188 3-OCF3
189 4-OCF3
190 · 3-OCH2CHF2
-558CZ 288922 B6
Číslo Xm
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-Cl
198 2-CHj, 4-C1
199 2-CHs, 5-C1
200 2-CH3, 6-C1
201 2-CH3,· 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F z'/'
205' 2-CH3, 3-Br , '
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3.
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 . 2-Br, 3-CH3
216 ·· 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 . 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 - 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
-559CZ 288922 B6
Číslo
227 2-C1, 4;5-(CH3)2
228 2-Br, 4,5-(CH3).2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2/ 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,.5-(CH3) 2, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247. 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2 .
256 2,6-Br2, 4 -NO2
257 2,6-I2, 4-NO2
258 2-CH3, 5-í-C3H7, 4-C1
25? 2-CO2CH3
260 3-CO2CH3 .
261 4-CO2CH3
262 2-CO2(C2H5)
-560CZ 288922 B6
Číslo Xm
263 3-CO2(C2H5)
264 4-ČO2(C2H5)
265 2-CO2 (11-C3H7)
266 3-CO2 (n-C3H7)
267 4-CO2(n-C3H7)
268 2-CO2(Í-C3H7)
269 3-CO2(í-C3H7 )
270 4-CO2(Í-C3H7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (n-CsH13)
273 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O (i-C3H7)
284 3-CH2O(í-C3H7)
285 4-CH2O(í-C3H7)
286 2.-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CH3 ' -
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-COCH2-CH3
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3 ·
298 . 2-CO-CH (CHi
-561 CZ 288922 B6
Číslo Xm
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CO-CH2-CH3
304 2-Me-4-CO-CH2-CH2 CH3
305 2-Me-4-CO-CH(CH3) 2
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CO-CH3
308 2,5-Me2-4-CO-CH2-CH3
309 2, 5-Me2-4-CH2-CH2-CO-CH3
310 2,5-Me2-4-CO—CH(CH3)2
31-1· 2-C1-4-CHO
312 2-Cl-4-CO-CH3
313 2-Cl-4-CÓ-CH2-CH3
314 2-C1-4-CO-ČH(CH3)2
315 2,5-Cl2-4-CHO
316 2,5-Cl2-4-CO-CH3
317 2, 5-Cl2-4-CO-CH2-CH3
318 2,5-Cl2-4-CO-CH2-CH2-CH3
319 2,5-Cl2-4-CO-CH(CH3)2
320 2-C(=NOCH3)-CH3 '
321- 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C(=NOC2H5)-CH3
324 3-C(=NOC2H5)-CH3
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7)-CH3
328 4-C (=NO-D-C3H7)-CH3
329 ' 2-C (=NO-i-C3H7) -CH3 .
330 3-C (=NO-Í-C3H7) -CH3
331 4-C(=NO-i-C3H7)-CH3
332 2-C(=NO-Allyl)-CH3
333 - 3-C(=NO-Allyl)-CH3
334 · 4-C(=NO-Allyl)-CH3
-562CZ 288922 B6
Číslo Xm
335 2-C(=NO-trans-Chlorally1)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO—trans-Chlorallyl)-CH3
338 2-C(=NO-Propargy1)-CH3
339 3-C(=NO-Propargy1)-CH3
340 4-C(=NO-Propargyl)-CH3
341 2-C (=NO-n-C4Hg) -CH3
342 3-C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3 . <
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2Hs · -
349 2-CH3-4-CH=NO-n-C3H7 ·
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Ally1
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2 -CH3 - 4 -CH=NO-n-C4Hg
355 2-CH3-4-CH=ŇO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4-(CH3-C=NOC2H5)
358 2-CH3-4-(CH3-C=NO-n-C3H7)
359 2-ČH3-4- (CH3-C=NO-i-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365. 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-i-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2H5-C=NO-trans-Chlorally 1)
- 563 CZ 288922 B6
Číslo
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4- {C2H5—C=NO—CH^-CgHs)
374 2,5-(CH3) 2-4-(CH3-C=NOCH3)
375 2,5-(CH3) 2-4-(CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-Í-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3)2-4-(CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propary 1)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-e6H5
384 3-C6H5
385 4-C6H5
386 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4'-f-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-CgH4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4)
398 3-(2'-Cl-C6H4).
399 3-(3'-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-{2'-Cl-C6H4)
402 4-(3'-Cl-C6H4) , -
403 4-(4'-Cl-C6H4)
405 2-(2'-CH3-C6H4)
406 2-(3’-CH3-C6H4)
407 2- (4 ' -CH3-C6H4)
-564CZ 288922 B6
Číslo Xrr.
408 3-(2'-CH3-C6H4)
409 3- (3 '-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CH3-C6H4)
412 4- (3 ’-CH3-C6H4)
413 4-(4 ’-CH3-C6H4)
414 2- (2 ' -CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2- (4 '-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3- (3 '-CH3-CO-C6H4) . .
4.19 . ' 3- (4'-CH3-CO-C6H4) '
420 4-(2'.-CH3-CO-C6H4)
421 4-(3''-CH3-CO-C6H4) .
422 4- (4 ' -CH3-CO-C6H4) '
423 2-(2'-(CH3-C(=NOAllyl) )-C6H4)
424 2-(3 ' - (CH3-C (=NOAllyl) )-CgH4)
425 2-(4(CH3-C(=NQAllyl) )-C6H4)
426 3-(2 ' - (CH3-C (=NQAllyl) )-CeH4)
427 3-(3(CH3-C (=NOAllyl))-CgH4)
428 3- (4 ' - (CH3-C UNOAllyl)) -C6H4) ,
429 4-(2 ' - (CH3-C (=NOAllyl>)-C6H4)
430 4- (3 ' - (CH3-C (=NOAllyl)) -CSH4)
431 4-(4 (CH3-C (=NOAllyl))-C6H4)
432 2-(2 ;-CH3O2C-C6H4)
433 2- (3 '-CH3O2C-C6H4)
434 2- (4 ' -CH3O2C-C6H4)
435 3-(2 '-CH3O2C-CgH4)
436 3- (3 '-CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 4-(3'-CH3O2C-CgH4)
440 4-(4'-CH3O2C-C6H4)
441 2- (2' -CH3O-C6H4)
442 2-(3'-CH3O-C6H4)
443 2- (4' -CH3O-C6H4)
-565CZ 288922 B6
Číslo Xrc
444 3- (2 '-CH3O-C6H4)
445 3- (3 '-CH3O—CgH4)
446 3- (4 ' -CH3O-C6H4)
447 4- (2'-CH3O-C6H4)
448 4-(3'-CH3O-C6H4)
449 4-(4'-CH3O-C6H4)
450 2-(2'-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2- (4 '-O2N-C6H4) ·
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4-{2'-O2N-C6H4) .
'457 4-(3'-O2N-C6H4)
458 4-(4'-O2N7C6H4)
459 2-(2'-NC-C6H4)
460 2- (3 '-NC-C6H4)
461 2-(4'-NC-C6H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3- (4 ’-NC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3’-NC-C6H4)
.467. 4-(4'-NC-CgH4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'-CF3-C6H4)
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3-(4'-CF3-Č6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4- (4 '-CF3-CgH4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-CgHs ·
-566CZ 288922 B6
Číslo Xm
478 2-0-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
481 .. 3-0-(2'-F-CgH4)
482 3-O-(3'-F-C6H4)
483 3-O-(4'-F-C6H4)
484 4 O-(2'-F-C6H4)
485 4-O-(3'-F-C6H4)
486 4-O-(4'-F-C6H4)
487 2-0-(2'-Cl-CgH4)
488 2-0-(3'-c;-c6h4)- ...
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-C6H4)
491 3-Ο-(3'-Ο1-Ο6Η4).-'
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-0-(4'-Cl-CgH4)
497 2-O-(2'-CH3-CgH4)
498 2-0-(3 '-CH3-CgH4)
499 2-0-(4'-CH3-CgH4)
500 3-0-(2'-CH3-CgH4)
501 3-0-(3’-CH3-CgH4)
502 3-0-(4'-CH3-C6H4)
503 4-0- (2 '-CH3-CeH4) .
504 4-0-(3 *-CH3-CgH4)
505 4-0- (4 '-CH3-C6H4)
506 2-O-(2'-CH3-CO-C6H4)
507 2-0-(3' -CH3-CO-C6H4)
508 2-0-(4'-CH3-CO-CgH4)
509 3-0-(2'-CH3-CO-CgH4)
510 3-0-(3'-CH3-CO-CgH4)
511 3-0- (4'-CH3-CO-C6H4). .
512 4-0-(2'-CH3-CO-C6H4)
513 4-0- (3 '-CH3-CO-CgH4)
-567CZ 288922 B6
Číslo Χχτ.
514 4-0- (4 ' -CH3-CO-C6H4)
515 2-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
516 2-0-(3'-(CH3-C(=N0Allyl) )-CgH4)
517 2-0-(4'-(CH3-C(=N0Allyl) )-C6H4)
518 3-0- (2(CH3-C (=N0Allyl) )-C6H4)
519 3-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
520 3-0- (4 ' - (CH3-C (=N0Allyl) ) -C6H4)
521 4-0- (2 ' - (CH3-C (=N0Allyl) ) -C6H4)
522 4-0- (3 '- (CH3-C (=N0Allyl) )-C6H4)
523 4-0-(4'-(CH3-C (=N0Allyl) )-C6H4)
524 2-0- (2 ' —CH3O2C—06¾.)
525 2-O-(3'-CH3O2C-C6H4) -
.526 2-0-(4 '-CH3O2C-C6H4)
527' 3-0-(2 '-CH3O2C-C6H4)
528 3-0-(3 '-CH3O2C-C6H4).
529 3-0- (4 ' -CH3O2C-C6H4)
530 4-0- (2 ' -CH3O2C-C6H4)
531 4-0-(3 '-CH3O2C-C6H4)
532 4-O-(4'-CH3O2C-Č6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-0-(3'-CH30-C6H4)
535 2-O-(4'-CH3O-C6H4·)-
536 3-O-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-C6iq)
538 3-O-(4'-CH3O-CgH4) λ
. 539 4-O-(2'-CH3O-C6H4)
- 540 4-O-(3'-CH3O-C6H4y
541. 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4)
543 2-O-(3'-Ó2N-C6H4)·
544 2-O-(4'-O2N-CgH4) . '
545 3-O-(2'-O2N-Cj5H4)
546 3-0-(3' —O2N-C6H4)
547 3-0-(4^0^-06¾)
548 4-0-(2'-O2N-C6H4)
549 4-0-(3'-02Ν-06Η4)
-568CZ 288922 B6
Číslo Xm
550 4—0-(4 ' —O2N—CgH4)
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-C6H4)
556 3-0-(4’-NC-CgH4)
557 4-O-(2'-NC-CgH4)
558 4-O-(3'-NC-CgH4)
559 4-0-(4’-NC-CgH4)
560 2-0-(2 '-CF3-CgH4)
561 2-O-(3'-CF3-C6H4) ..
562 2-0-(4 '-CF3-CgH4)
563 3-0-(2 '-CF3-CgH4)
564 3 O-(3'-CF3-C6H4)
565 3 O-(4'.-CF3-CgH4)
566 4 O-(2'-CF3-C6H4)
567 4-0-(3 '-CF3-CgH4)
568 4-0-(4'-CF3-CgH4)
569 2-Pyridyl-2*
570 z 2-Pyridyl-3·
571 2-Pyridyl-4’
572 3-Pyridyl-2’
573 3-Pyridyl-3’
574. 3-Pyridyl-4·
575 4-Pyridyl-21
576 4-Pyridyl-3’
577 4-Pyridyl-4‘
578 2-Pyrimi diny 1-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3' ·
583 3-Pyrimiďinyl-4'
584 4-Pyrimidinyl-2'
585 4-Pyrirtiidinyl-3'
- 569CZ 288922 B6
Číslo X»
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-lsoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3’
609. 3-Isothiazolyl-4'
610 3-lsoth.iazolyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
-570CZ 288922 B6
Číslo Xtn
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
63 9 4-Thiazolyl-4'
640 4-Thiazolyl-5'
-571 CZ 288922 B6
Tabulka 37
I: R- = H, Z = C2H5
II: R1 = CH3, Z = C2H5
III: R- = C2H5, Z = C2H5
IV: R1 = Allyl, Z = C2H5
V: R1 = Propargyl, Z = C2H5
VI: R1 = CH2-OCH3, Z = C2H5 VII: R- = CO-C2H5, Z = C2H5
VIII: R- = H,Z = NH(CH3)
IX: R1 = CH3, Z =/NH(CH3)
X: R1 = C2H5, Z = NH(CH3)
XI: R1 = Allyl, Z = NH(CH3)
XII: Ri = Propargyl, Z = NH(CH3)
XIII: RÍ = CH2-OCH3, Z = NH(CH3)
XIV: R1 = CO-C2H5, Z = NH(CH3)
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C6H5-Pyrrolyl-3
4 N- (4'-CH3-C6H4) -Pyrrolyl-3
5 N- (3'-CH3-C6H4) -Pyrrolyl-3
6 N- (2'-CH3-C6H4) -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CH3O-C6H4) -Pyrrolyl-3
9 . N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4 '-NO2-€βΗ4) -Pyrrolyl-3
-572CZ 288922 B6
Číslo B
11 N- (3 '-NO2-C6H4)-Pyrrolyl-3
12 N- (2 '-NO2-C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3 ' -CN-C6H4) -Pyrrolyl-3
15 N- (2 ' -CN-C6H4) -Pyrrolyl-3
16 N-(4'-C1-C6H4) -Pyrrolyl-3
17 N- (3 '-C1-C6H4) -Pyrrolyl-3
18 N- (2 ' -C1-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6H5-Pyrrolyl-2
22 N-(4 '-CH3-C6H4)-Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N-(2'-CH3-C6H4)-Pyrrolyl-2
25 N- (4 '-CH3O-C6H4)-Pyrrolyl-2 ' '
26 N- (3 ' -CH3O-C6H4) -Pyrrolyl-2
27 N-(2 '-CH3O-C6H4)-Pyrrolyl-2
28 . N- (4 '-NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) -Pyrrolyl-2
32 N- (3 ' -CN-C6H4) -Pyrrolyl-2
33 . N-(2'-CN-C6H4)-Pyrrolyl-2
34 N-(4'-C1-C6H4)-Pyrrolyl-2 ·
35 N- (3 ' -C1-C6H4) -Pyrrolyl-2
36 N-(2'-C1-C6H4)-Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 5- (4' -CH3-C6H4) -Furyl-2
41 5- (3' -CH3-C6H4) -Furyl-2
42 5- (2 '-CH3-CSH4) -Furyl-2
43 5-(4'-CH3O-C6H4)-Furyl-2 .
44 5- (3 ’-CH3O-C6H4)-Fuřyl-2
45 5-(2'-CH3O-C6H4)-Furyl-2
46 5-(4 '-NO2-C6H4)-Furyl-2·
- 573 CZ 288922 B6
Číslo B
47 5- (3 ' -NO2-C6H4) -Furyl-2
48 5- (2 ' -NO2-CéH4) -Furyl-2
49 5- (4 ' -CN-CgHí) -Furyl-2
50 5- (3 ' -CN-C6H4) -Furyl-2
51 5- (2 '-CN-C6H4) -Furyl-2
52 5- (4 ' -C1-C6H4) -Furyl-2
53 5- (3 ' -C1-C6H4) -Furyl-2
54 5- (2' -C1-C6H4) -Furyl-2
55 4-CH3-Furyl-2
56 4-CgH5-Furyl-2
57 4- (4 '-CH3-CgH4) -Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4-(2'-CH3-CgH4r-Furyl-2 .
60. 4 — (4 ' -CH3O-C6H4) -Furyl-2
61 4- (3'-CH3O-C5H4)-Furyl-2 . -
62 4-(2 '-CH3O-CgH4)-Furyl-2 .
63 4- (4' -NO2-C6H4) -Furyl-2
64 4-(3 '-NO2-CgH4)-Furyl-2
65 4- (2 · ) -Furyl-2
66 4-(4 '-CN-C6H4)-Fůry 1-2
67 4- (3' -CN-C6H4) -Furyl-2 . .
68 ' 4- (2' -CN-C6H4) -Furyl-2
69 4-(4'-C1-C6H4)-Furyl-2
70 4- (3' -C1-C6H4) -Fůry 1-2
71 4- (2 '-C1-C6H4) -Furyl-2
72 . Thienyl-2
73 5-CH3-Thienyl-2
74 5-CgH5-Thienyl-2
75 5-(4'-CH3-C6H4)-Thienyl-2
76 5-(3'-CH3-C6H4)-Thienyl-2
77 5- (2 '-CH3-C6H4) -Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 . 5- (3' —CH3O-CgH4) -Thienyl-2
80 5- (2 *-CH3O-C6H4) -Thienyl-2
81 5- (4' —NO2—CgH4) -Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
-574CZ 288922 B6
Číslo B
83 5-(2'-NO2-C6H4)-Thienyl-2 .
84 5-(4'-CN-CgH4)-Thienyl-2
85 5-(3'-CN-CgH4)-Thienyl-2
86 5-(2'-CN-CgHí)-Thienyl-2
87 5-(4'-Cl- C6H4)-Thienyl-2
88 5- (3'—Cl—CgH4)-Thienyl-2
89 5-(2'-Cl-C6H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 4-CsH5-Thienyl-2
92 4-(4'-CH3-C6H4)-Thienyl-2
93 4- (3 ' -CH3-C6H4) -Thienyl-2
94x 4- (2 '-CH3-rC6H4) -Thienyl-2 ·
95 4- (4' -CHjO- C6H4) -Thienyl-2
96 . 4-(3'-CH3O- C6H4)-Thienyl-2 '
97 . 4- (2'—CH3O—CgH4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4- (3 '-NO2-C6H4) -Thienyl-2
100 4- (2 '-NO2-C6H4) -Thienyl-2
101 4-(4'-CN-C6H4)-Thienyl-2
102 4- (3 ’ -CN-C6H4) -Thienyl-2
103 4- (2 ' -CN-C6H4) -Thienyl-2
.104 4-(4'-Cl-CeH4)-Thienyl-2
105 4-(3'-C1-C6H4)-Thienyl-2
106 4-(2'-C1-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
110 5- (4 '-CH3-C6H4)-Thienyl-3
111 5- (3 ' -CH3-C6H4) -Thienyl-3
112 5-(2'-CH3-C6H4)-Thienyl-3
113 5- (4 '-CH3O-C6H4)-Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3 ·
116 5- (4 ' -NO2-C6H4) -Thienyl-3 ’
117 5- (3 ' -NO2-CgH4) -Thienyl-3
118 5-(2'-NO2-C6H4) -Thienyl-3
- 575CZ 288922 B6
Číslo B
119 5- (4 ' -CN-CeHí) -Thienyl-3
120 5- (3 ' -CN-C6H4) -Thieny 1-3
121 5- (2 ' -CN-C6H4) -Thieny 1-3
122 5- (4' -C1-C6H4) -Thienyl-3
123 5- (3' -Cl-CgH4) -Thienyl-3
124 5- (2' -CI-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CgH5-Pyrazolyl-4
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3-' -CH3-C6H4) -Pyrazolyl-4
130 N- (2' -CH3-C$H43 -Pyrazolyl-4
131 N- (4' -CH3O-C6H4) -Pyrazolyl-4
132 Ň— (3' - CH3O- C6H4) -Pyrazolyl-4
133- N- (2' -CH3O-C6H4) -Pyrazolyl-4 ·
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N- (3 ' -NO2-C6H4) -Pyrazolyl-4
136 N- (2 '-NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2 '-CN-C6H4)-Pyrazolyl-4 .
140 N-(4'-C1-C6H4)-Pyrazolyl-4
141 N-(3'-C1-C6H4)-Pyrazolyl-4 \
142 N- (2 '-C1-C6H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4 ' .
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4CH3—CgH4) -N-Methylpyrazolyl-4
146 3- (3 '-CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3- (3CH3O- CgH4) -N-Methylpyrazólyl-4
150 . 3- (2' -CH3O—CgH4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-C6H4) -N-Methylpyrazolyl-4
.152 3- (3' —NO2—ΟθΗ4) -N-Methylpyrazolyl-4
153 3- (2' —N02—CgH4) -N-Methylpyrazolyl-4 ·
154 . 3- (4' -CN-C6H4) -N-Methylpyrazolyl-4
-576CZ 288922 B6
Číslo B
155 3- (3 '-CN-C5H4) -N-Methylpyrazolyl-4
156 3 - (2 '-CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4 '-Cl-CgH4)-N-Methylpyrazolyl-4
158 3- (3 ' -CI-C6H4} -N-Methylpyrazolyl-4
159 3-(2 '-CI-C6H4)-N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-C6H5-Isoxazolyl-5
163 3 — (4' -CH3-C6H4) -Isoxazoly 1-5
164 3- (3' - CH3- CgH4) -Isoxazoly 1-5
165 3- (2 '-CH3-C6H4) -lsoxazolyl-5
166 3-(4 '-CH3O-C6H4.)-Isoxazolyl-5
167 3-(3'-CH3O-CgH4)-Isoxazolyl-5
168 3- (2 ' -CH3O-CgH4) -Isoxazolýl-5
169 3-(4 '—NO2—CgH4) -Isoxazolyl-5
170 3-(3'-NO2-C6H4)-Isoxazolyl-5
171 3-(2 NO2—CgH4) -Isoxazolyl-5
172 3- (4 ' -CN-CgHí) -Isoxazolyl-5
173 3-(3'-CN-CgH4)-Isoxazolyl-5
174 3-(2 '-CN-C6H4)-Isoxazolyl-5
175 3-(4'-C1-C6H4)-isoxazolyl-5
176 3-(3'-Cl-C6H4)-IsoxazOlyl-5 '
177, 3- (2' -Cl—CeH4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
.180 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4 ' -CH3-CgH4) -4-Chlorisoxazolyl-5
182 3- (3 ’ - CH3— CgH4) -4-Chlor isoxazolyl-5
' 183 3- (2 '-CH3-C6H4) -4-Chlorisoxazolyl-5
184 3- (4' -CH3O-CgH4) -4-Chlorisoxazolyl-5
185 3- (3 ’-CH30-C6H4)-4-Chlorisoxazolyl-5
186 3- (2' -CH3O-C6H4) -4-Chlorisoxazolyl-5
187 3- (4 '-NO2-C6H4) -4-Chlor isoxazolyl-5
188 3- (3 '-NO2-C6H4)-4-Chlorisoxazolyl-5
189 3- (2 '-NO2-C6H4) -4-Chlor isoxazolyl-5
190 3- (4' -CN-CsH4 ) -4-Chlorisoxazolyl-5
-577CZ 288922 B6
Číslo B
191 3- (3 '-CN-C6H4)-4-Chlorisoxazolyl-5
192 3- (2 '—CN—C5H4) -4-Chlorisoxazolyl-5
193 3- (4 '-CI-C6H4) -4-Chlorisoxazolyl-5
194 3- (3' -CI-C6H4) -4-Chlorisoxazolyl-5
195 3- (2' -CI-C6H4) -4-Chlorisoxazolyl-5
196 lsoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6H5-Isoxazolyl-3
199 5- (4 ' -CH3-C6H4) -Isoxazolyl-3
200 5-(3 '-CH3-C6H4)-lsoxazolyl-3
201 5- (2 '-CH3-C6H4)-Isoxazolyl-3
202 5- (4' -CH3O7C6H4) -lsoxazolyl-3 ..
203 5- (3 ' -CH3O-C6H4)-Isoxazolyl-3
204. 5- (2' -CH3O-C6H4) -lsoxazolyl-.3.
205 5- (4' -NO2-CgH4) -Isoxazolyl-3
206 5- (3 '-NO2-C6H4) -Isoxazolyl-3
207 5- (2 ' -NO2-C6H4) -Isoxazolyl-3
208 5- (4' -CN-C6H4) -Isoxazolyl-3
209 5- (3 ' -CN-C6H4) -Isoxazolyl-3
210 5- (2 ' -CN-C6H4) -Isoxazolyl-3
211 5- (4'-Cl-CgH4) -Isoxazolyl-3
212 5-13'-CI-C5H4)-Isoxazolyl-3
213 -5-(2'-CI-C6H4)-Isoxazolyl-3
214 . Isothiazolyl-5
215' 3-CH3-Isothiazolyl-5
216 3-CgH5-Isothiazolyl-5
217 3- (4 ' -CH3—C6H4) -Isothiazolyl-5
218 3- (3 '-CH3-C6H4)-Isothiazolyl-5
219 3- (2'-CH3-C6H4) -Isothiazolyl-5
220 3- (4 '-CH3O-C6H4)-Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -Isothiazolyl-5
222 3- (2' -CH3O-C6H4) -Isothiazolyl-5
223 3- (4' -NO2-C6H4) -Isothiazolyl-5
224 3-(3'-NO2-C6H4)-Isothiazolyl-5
225 3- (2 '-NO2-C6H4) -Isothiazolyl-5
226 3- (4 '-CN-CgHí)-Isothiazolyl-5
-578CZ 288922 B6
Číslo B
227 3-(3'-CN-CgHí) -Isothiazolyl-5
228 3-(2'-CN-C6H4)-Isochiazolyl-5
229 3-(4'-Cl-C6H4)-Isothiazolyl-5
230 3-(3'-Cl-CgH4)-Isothiazolyl-5
231 3-(2'-Cl-C6H4)-Isothiazolyl-5
232 Oxazolyl-4
233 3-CH3-Oxazolyl-4
234 3-C6H5~Oxazolyl-4
235 3- (4'-CH3-C6H4) -Oxazolyl-4
236 3-(3 ’-CH3-C6H4)-Oxazolyl-4
237 3-(2'-CH3-C6H4)-Oxazolyl-4 .
238 3- (4' -CH3O-C6H4) -Oxazolyl-4
239 3- (3 '-CH3O-C6H4) -Oxazolyl-4
240 . 3- (2 ' -CH3O-C6H4) -Oxazolyl-4
241 3- (4 ' -NO2-C6H4) -Oxazolyl-4
242 3- (3 '-NO2-C6H4) -Oxazolyl-4
243 3- (2 ' -NO2-C5H4) -Oxazolyl-4
244 3- (4' -CN-C6H4) -Oxazolyl-4
245 3- (3' -CN-C6H4) -Oxazolyl-4
246 3- (2' -CN-C6H4) -Oxazolyl-4
247 3- (4' -Cl-CgH4) -Oxazolyl-4
248 3- (3'-Cl-CgH4)-Oxazolyl-4 ’
249 3-(2'-C1-C6H4)-Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2-(4 '-CH3-CgH4)-Thiazolyl-4
254 2- (3' -CH3-C6H4) -Thiazolyl-4
255 2-(2'-CH3-C6H4)-Thiazolyl-4
256 2-(4 '-CH3O-CSH4) -Thiazolyl-4
267 2- (3'-CH3O-C6H4) -Thiazolyl-4
258 2-(2’-CH3O-CgH4)-Thiazolyl-4
259 2- (4' -NO2-CgH4) -Thiazolyl-4
260 2-(3'-NO2-CgH4)-Thiazolyl-4
261 2- (2' -NO2~CgH4) -Thiazolyl-4
262 2-(4 '-CN-C6H4)-Thiazolyl-4
-579CZ 288922 B6
Číslo B
263 2- (3 ' -CN-C6H4) -Thiazoly1-4
264 2- (2 '-CN-C6H4)-Thiazoly 1-4
265 2- (4' -CI-C6H4) -Thiazoly 1-4
266 2- (3' -CI-C6H4)-Thiazoly 1-4
267 2- (2' -C1-C6H4) -Thiazoly 1-4
268 N-CH3-I,2,4-Triazolyl-5
269 3-CH3-N-CH3-I,2,4-Triazolyl-5
270 3-C6H5-N-CH3-I,2,4-Triazolyl-5
271 3- (4' —CH3—CgH4) -N-CH3-1,2,4-Triazolyl-5
272 3- (3 ' -CH3-C6H4) -N-CH3-I,2,4-Triazolyl-5
273 3- (2 '-CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4 '-CH3O-C6H4)-N-CH3-1,2,4-Triazolyl-5
275=--- 3 - (3 ' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
276 3- (2'-CH3O-C6H4)-N-CH3-1,2,4-Triazolyl-5
277 3 - (4' -NO2-C6H4) -N-CH3-I /2,4-Triazolyl-5
278 3- (3' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
279 3- (2 '-NO2-C6H4)-N-CH3-l,2,4-Triazolyl-5
280 3- (4 ’ -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 '-CN-C6H4)-N-CH3-1,2,4-Triazolyl-5
282 3- (2 ' -CN-C6H4) -N-CH3-I,2,4-Triazolyl-5
283 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3-(3/ -CI-C6H4) -N-CH3-1,2,4-Triazolyl-5
285 . 3- (2' -CI-C6H4) -N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-I,3,4-Oxadiazoly1-2
288 5-C6H5-I,3,4-Oxadiazolyl-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
290 5- (3 ' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
291 5- (2 '-CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
292 5- (4 ' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
293 5— (3r -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 . 5- (2' -CH3O-C6H4) -1,3,4-Oxadiazoly 1-2
295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 5- (3 '-NO2-C6H4 )-1,3,4-Oxadiazolyl-2
297 5- (2 ' -NO2-C6H4)-1,3,4-Oxadiazolyl-2.
298 5- (4 ’ -CN-CgH4) —1,3,4-Oxadiazolyl-2
-580CZ 288922 B6
Číslo B
299 5- (3'-CN-CgH4 )-1,3,4-Oxadiazoly1-2
300 5-(2'-CN-C6H4 )-1,3,4-Oxadiazoly1-2
301 5- (4'—Cl—CgH4 )-1,3,4-Oxadiazoly1-2
302 5-(3'-C1-C6H4)-1,3,4-Oxadiazolyl-2
303 5-(2'-C1-C6H4 )-1,3,4-Oxadiazoly1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-I,2,4-Oxadiazoly1-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' -CH3-CgH4 )-1,2,4-Oxadiazolyl-3
308 5- (3 '-ČH3-C6H4)-1,2,4-0xadiazolyl-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazolyl-3
31Q 5-(4'-CH3O-C6H4 )-1,2,4-Oxadiazoly1-3
31.1 5-(3'-CH3O-C6H4 )-1,2,4-Oxadiazoly1-3
312 5-.(2' - CH3O- CgH4 )-1,2,4-Oxadiazoly 1-3
313 - 5- (4 '-NOjf-CgH*)-1,2,4-Oxadiazoly 1-3
314 5- (3' -NO2-CeH4 )-1,2,4-Oxadiazolyl-3
315 5- (2' -NO2-CeH4 )-1,2,4-Oxadiazoly 1-3
316 5- (4' -CN-C6H4) -1,2., 4-Oxadiazoly1-3
317 5-(3'-CN-C6H4 )-1,2,4-Oxadiazoly1-3
318 5-(2'-CN-CgH4 )-1,2,4-Oxadiazoly1-3
319 5-(4'-C1-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (.3 ' -Cl-CeH4 )-1,2,4-Oxadiazoly 1-3
321 5-(2'-Cl-CgH4 )-1,2,4-Oxadiázolyl-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-l, 2,4-Oxadiazoly 1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3- (4' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5 .
326 3- (3 · -CH3-C6H4) -1,2,4-Oxadiazolyl-5
327 3- (2 ’-CH3-C6H4) -1,2,4-Oxadiazoly 1-5 .
328 3- (4' -CH3O-C6H4) -1,2,4-Oxadiazoly 1-5
329 3- (3' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
331 3- (4 '-NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
332 , 3-.(3'-N02-Č6H4)-l,2,4-0xadiazolyl-5 · ·
333 3- (2' -NO2-CeH4 )-1,2,4-Oxadiazoly 1-5
334 3 — (4 ' -CN-C6H4 )-1,2,4-Oxadiázoly 1-5
-581 CZ 288922 B6
Číslo B
335 3- (3 '—CN—CgH4) — 1,2,4-Oxadiazoly 1-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
337 3- (4 '-C1-CSH4 )-1,2,4-Oxadiazoly 1-5
338 3- (3 '-C1-CgH4 )-1,2,4-Oxadiazoly 1-5
339 3- (2'-Cl-CgH4 )-1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-I,2,4-Thiadiazoly1-3
342 5-C6H5-I,2,4-Thiadiazoly1-3
343 5- (4' -ch3-c6h4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' - CH3-CgH4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazolyl-3
346 5- (4 '-CH3O-C6H41-1,2,4-Thiadiazoly 1-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-CeH4 )-1,2,4-Thiadiazolyl-3
349 5- (4' -NO2-C6H4 )-1,2,4-Thiadiazoly1-3
350 5- (3' -NO2-CgH4 )-1,2,4-Thiadiazoly 1-3
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
352 5- (4'—CN—CgH4 )-1,2,4-Thiadiazolyl-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2' -CN-C&H4 )-1,2,4-Thiadiazolyl-3
355 5- (4' -Cl-CgH4 )-1,2,4-Thiadiazolyl-3
356 5- (3'-C1-C6H4 )-1,2,4-Thíadiazolyl-3
357 5- (2' - Cl-C6H4 )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3 ,,4-Thiadiazolyl-2
360 5-C6H5-1,3,4-Thiadiazoly 1-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
362 5- (3 '-CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
363 5- (2' - CH3-C6H4 )-1,3,4-Thiadiazoly1-2
364 5- (4' -CH3O-CeH4 )-1,3,4-Thiadiazolyl-2
365 5- (3' —CH3O—CeH4 )-1,3,4-Thiadiazolyl-2
366 5- (2'-CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4 · -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
368 5- (3' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
369 5- (2' -NO2-CgH4)-1,3,4-Thiadiazoly 1-2 .
370 5- (4' -CN-CgH4 )-1,3,4-Thiadiazolyl-2
- 582CZ 288922 B6
Číslo B
371 5- (3' -CN-CeH4 )-1,3,4-Thiadiazolyl-2
372 5- (2 ' -CN-CSH4 )-1,3,4-Thiadiazoly 1-2
373 5- (4 ' -Cl-CgH4 )-1,3,4-Thiadiazolyl-2 '
374 5- {3'-Cl-CeH4 )-1,3,4-Thiadiazoly1-2
375 5-(2'—Cl—CgH4 )-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimiďinyl-2
-583 CZ 288922 B6
Tabulka 38
Vybrané fyzikální hodnoty jednotlivých sloučenin
Čís. Sloučenina IČ (cm-1) nebo 2h-nmr (ppm) T.t.(°o
1 C13C^nh T 0 128
2 N NH M- HjC T 0 /' '144 ·,
3 NH 0
4 ch3 0 o -
-584CZ 288922 B6
Čís. Sloučenina IČ (cm--) nebo -H-NMR (ppm) T.t.(°C)
5 ^ch3 0 80
6 . H3C II II ch3>- 0 o z - f . 75
7 CH] H2N ^^.NH 1 0 188
8 ' . · FH3 'ch3 N NH S>- *c T 0 *S. λ 115
9 . H3C>/N\ .11 CHa 0 76
-585CZ 288922 B6
ČÍS. Sloučenina IČ (cm-1) nebo 1 H-NMR. (ppm) T.t.(°C)
10 ci3c^,n^ 1 ch3 0 96
·. 11 jH3 ?3Υ CH, C 0 .ř 3,3 (S, 3H) ; 2,25 (s, 3H)
-586CZ 288922 B6
ČÍS. Xm R- IČ (cm-1) nebo 1 H-NMR (ppm) T.t. (°C)
1 2-CHj H 120
2 2-CH3 CH3 olej
3 2-CH3 C2H5 olej
4 2-CH3 Allyl olej
5 2-CH3 Propargyl olej
6 2-CH3 CH2-OCH3 olej
7 2,5-(CH3)2 H 170
8 2,5-(CH3)2 CH3 ' olej
9 2,5-(CH3)2 C2H5 olej
10 2,5-(CH3) 2 <<·· -7 Allyl olej
11 2,5- (CHj) 2 Propargyl olej.
12 2,5-(CH3)2 CH2-OCH3 olej
13 •2-CH3-4-C (CH3) =N-OCH3 H 125
14 2-CH3-4-C(CH3)=N-OCH3 ch3 olej
15 2-CH3-4-.C(CH3)=N-OCH3 C2H5 olej
16 2-CH3-4-C(CH3)=n-och3 Allyl 87
17 2-CH3-4-C (CH3) =n-och3 Propargyl olej
18 2-CH3-4-C(CH3)=N-OCH3 ch2-och3 olej
19. 2,5-(CH3) 2-4-C (CH3 y=N-O-Allyl H 85.
20 2,5- (CH3) 2-4-C (CH3) =N-O-Allyl ch3 olej
21 2,5- (CH3) 2-4-C (CH3) =N-O-Allyl C2H5· olej
22 2,5- (CH3) 2-4-C (ČH3) =N-O-Allyl Allyl 87.
23 2.5-(CH3)2-4-C(CH3)=N-O-Allyl Propargyl olej
24 2,5- (CH3) 2-4-C (CH3) =N-O-Allyl CH2-OCH3 |olej
-587CZ 288922 B6
Tabulka 59
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. Xm R1 IČ (αη_1) nebo 1H-NMR (ppm) r.t;°c)
1 ... 4-CH3 H 118
2· 4-CH3 CH3 olej
3 4-CH3 C2H5 olej
4 4-CH3 Allyl olej
5 4-CH3 Propargyl olej
6 4-CH3 CH2-OCH3 olej
7 3,5-Cl2 H 160
8 3,5-Cl2 ch3 olej
9 3,5-Cl2 C2H5 olej
10 3,5-Cl2 Allyl 85
11 ' 3,5-Cl2 Propargyl olej .
12 , 3,5-C12 CH2-OCH3 olej
-588CZ 288922 B6
Tabulka 39
Z
Čís. X R- Z A
1 H . H CH3 . -ch2o-
2 H H ch3 -CH2O-N=C(CH3)- .
3 H H -CHs -CH=CH-
4 H ·. H -ch2o-
5 H' nh2 -CH2O-N=C(CH3)- .
6 H ' H nh2 -CH=CH-
7 H H N(CH3)2 -ch2o- ·
8 . H H N(CH3)2 -CH2O-N=C(CH3)-
9 H H N(CH3)2 -CH=CH-
10 H H CC13 -ch2o-
11 H H CC13 -CH2O-N=C(CH3)-
12 H H CC13 -CH=CH-
13 H H CF3 -ch2o-
14 H H cf3 .· -ch2o-n=c(CH3)-
15 H. H cf3 -CH=CH-
16’. H Propargyl ch3 -ch2o-
17 H Propargyl ch3 -ch2o-n=c (CH3)-
18 H Propargyl ch3 -CH=CH-
19 H Propargyl nh2 -ch2o-
20 H Propargyl nh2 -ch2o-n=c (CH3) -
21 H Propargyl nh2 -CH=CH-
22 H Propargyl N(CH3)2 -ch2o-
23 H Propargyl N(CH3)2 -CH2O-N-=C(CH3)-
24 H Propargyl N(CH3)2 -CH=CH-
25 H Propargyl CC13 -CH2O-
26 H Propargyl CClj -CH2O-N=C (CH3 .) -
-589CZ 288922 B6
Čís. X R1 Z A
27 H Propargyl CC13 -CH=CH-
28 H . Propargyl CFj -ch2o~
29 H Propargyl cf3 -CH2O-N=C(CH3)-
30 H Propargyl cf3 -CH=CH-
31 ch3 H ch3 -ch2o-
32 ch3 H ch3 -CH2O-N=C(CH3)-
33 ch3 H ch3 -CH=CH-
34 ch3 H nh2 -CH2O-
3.5 ch3 H nh2 -CH2O-N=C(CH3)- ·
36 ch3 H nh2 -CH=CH-
37 ch3 H N(CH3)2 -ch2o-
38 ch3 H N(CH3)2 -CH2O-N=C(CH3)-
39 ..ch3 H N(CH3)2 -CH=CH-
40 • ch3 . . H CC13 -ch2o-
41 ch3 H CC13 -CH2O-N=C(CH3)-
42 ch3 H CC13 -CH=CH—
43 ch3 H CF3: -CH2O-
44 ch3 H cf3 -CH2O-N=C(CH3)-
45 ch3 H cf3 -CH=CH-
46 ch3 Propargyl ch3 —CH2O—
47 ch3 Propargyl ch3 -CH2O-N=C(CH3)-
48 ch3 Propargyl ch3 -CH=CH-
49 ch3 Propargyl nh2 -CH2O-
50 ch3 Propargyl nh2 -CH2O-N=C(CH3)-
51 ch3 Propargyl nh2 -CH=CH-
52 CH3 Propargyl N{CH3)2 -CH2O-
53 ch3 Propargyl N(CH3)2 -CH2O-N=C(CH3)-
54 ch3 Propargyl N(CH3)2 -CH=CH-
55 ch3 Propargyl CC13 -ch2o-
56 ch3 Propargyl CC13 -ch2o-n=c(CH3) -
57 ch3 Propargyl CC13 —CH=CH-
58 ch3 Propargyl cf3 -CH2O-
59 ch3 Propargyl cf3 -CH2O-N=C(CH3)-
60 ch3 Propargyl cf3 -CH=CH- :
61 Cl H ch3 -CH2O-
62 cl. H CHj . -ch2o-n=c (CH3) -
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ČÍS. X Ri Z A
63 Cl H CH3 -CH=CH- .
64 Cl H nh2 -ch2o
65 Cl H nh2 -CH2O-N=C(CHj)-
66 Cl H nh2 -CH=CH-
67 Cl H N(CH3)2 -ch2o-
68 Cl H N(CH3)2 -CH2O-N=C(CH3)-
69 Cl H N(CH3)2 -CH=CH-
70 Cl H CC13 -ch2o- ·
71 Cl H CC13 -CH2O-N=C(CH3)-
72 Cl H CC13 -CH=CH-
73 Cl H CF3 -ch2o-
74 v Cl H cf3 -CH2O-N=C(CH3)-
75 ' - Cl •H cf3 -CH=CH-
76 G1 Propargyl ch3 -ch2o-
. 77 Cl - Propargyl ch3 -CH2O-N=C (CH3) -
78 Cl Propargyl čh3 -CH=CH-
79 Cl Propargyl nh2 -CH2O-
80 Cl. Propargyl nh2 -ch2o-n=c (CH3) -
81 · Cl Propargyl nh2 -CH=CH-
82 Cl Propargyl N(CH3)2 -CH2O-
• 83 Cl Propargyl N(CH3)2 -ch2o-n=c (CH3) -
84 Cl Propargyl N(CH3)2 -CH=CH-
85 Cl Propargyl CC13 -ch2o-.
86 Cl Propargyl. CC13 -CH2O-N=C (CH3.) - '
87 Cl Propargyl CC13 -CH=CH-
88 Cl Propargyl CF3 -ch2o-
89 Cl Propargyl • CFa -ch2o-n=c (CH3) -
90 Cl Propargyl cf3 -CH=CH-
-591CZ 288922 B6
Tabulka 40
I: R1 = H, Z = C2H5·
II: R- = CH3, Z = C2H5
III: R1 = C2H5, Z = C2HS
IV: R1 = Allyl, Z = C2H5
V: R1 = Propargyl, Z = C2H5
VI: R1 = CH2-OCH3, Z = C2H5
VII: Ri* = CO-C2H5, Z = C2H5
VIII: R1 = H, Z = NH(CH3)
IX: R1 = CH3, Z = NH(CH3)
X: R1 = C2H5, Z = NH(CH3)
XI: R1 = Allyl, Z = NH(CH3)
XII: R1 = Propargyl, Z = NH(CH3)
XIII: R1 = CH2-OCH3, Z = NH(CH3)
XIV: R1 = CO-C2H5, Z. = NH(ČH3)
Číslo B
1 2-Pyridyl
2 3-Trifluormethy1-2-pyri$y1
3 5-Trifluormethyl-2-pyridyl '
4 3,5-Bis-(trifluormethyl)-2-pyridy1
5 3,5-Dichlor—2-pyridyl
6 3-Chlor—5-trifluormethyl-2-pyridyl
7 3,5-Dichlor—2-pyridyl
8 2-Chlor—- 4-trif luormethylfenyl
-592CZ 288922 B6
Číslo B ·
9 2-Benzothiazolyl
10 5~Chlor-l-methyl-2-benzimidazolyl
11 2-Benzoxazolyl
12 l-Methyl-5- tri f luormethylimidazo[5,4-a]-pyridin-2-yl
13 5-Chlor-—2-pyrimidinyl
14 4-Methyl-5-fenyl -2-thiazolin-2-yl
15 4-Methyl-5- fenyl-2-oxazolin-2-yl
16 7-Trif luormethyl-4-chinolinyl
- 593 CZ 288922 B6
Příklad 16
Methylester kyseliny N-/2-(3,4-dichlorfenyl-l '-methyliminooxymethyl-4')-6-methylfenyl/karbamové (tabulka 47, číslo 2)
a) 2-(Methansulfonyloxymethyl)-6-methylnitrobenzen
Ke směsi 34 g (0,2 mol) 3-methyl-2-nitrobenzylalkoholu a 27 g (0,27 mol) triethylaminu ve 100 ml dichlormethanu se za teploty 10 až 15 °C přikape 27 g (0,23 mol) methansulfonylchloridu, rozpuštěného ve 20 ml dichlormethanu. Reakční směs se míchá za teploty místnosti po dobu 1 hodiny a potom extrahuje vodou. Organická fáze se vysuší síranem hořečnatým a odpaří. Jako odparek zbude 48 g sloučeniny pojmenované v nadpise, tvořené žlutým olejem, která je znečištěna přibližně 10 % odpovídajícího benzylchloridu. Surová látka se použije bez dalšího čištění v následující reakci.
‘H-NMR (CDC13): δ 7,3 - 7,6 (m, 3H, fenyl), 5,3 (s, 2H, OCH2), 3,0 (s, 3H, CH3-SO3), 2,4 (s, 3H, CH3) ppm.
b) 2-(3,4-Dichlorfenyl-l'-methyliminooxymethyl-4')-6-methylnitrobenzen
K roztoku 13 g (64 mmol) 3,4-dichloracetofenonoximu ve 100 ml dimethylformamidu se přidá po částech za teploty místnosti 1,8 g (75 mmol) natriumhydridu. Když ustane vývoj plynu, přikape se za teploty 25 až 30 °C roztok 16 g (65 mmol) mesylátu z příkladu la ve 30 ml dimethylformamidu a vše se míchá ještě 1 hodinu za teploty místnosti. Reakční směs se potom zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se promyjí vodou, vysuší síranem hořečnatým a odpaří. Odparek krystaluje a vyjme se methanolem. Matečné louhy se čistí sloupcovou chromatografií za použití směsi cyklohexanu a ethylacetátu jako elučního činidla. Celkově se získá 20,4 g (58 mmol) sloučeniny pojmenované v nadpise jako světle žlutých kiystalů. Výtěžek odpovídá 90 % teorie.
’Η-NMR (CDC13): δ 7,7 (široký s, 1H, fenyl), 7,2 - 7,6 (m, 5H, fenyl), 5,3 (s, 2H, OCH2), 2,4 (s, 3H, CH3), 2,2 (s, 3H, CH3) ppm.
c) 2-(3,4-Dichlorfenyl-r-methyliminooxymethyl—4')-6-methylanilin
K 19 g (53,8 mmol) nitrobenzenu z příkladu 16b ve 150 ml methanolu se za teploty 20 až 30 °C přikape 53 g 21,8% roztoku Na2[Fe(CO)4] (1 kg roztoku obsahuje 633 g vody, 218 g Na2[Fe(CO)4], 108 g uhličitanu sodného a 41 g hydroxidu sodného). Hnědá suspenze se míchá za teploty místnosti po dobu 2 hodin, poté se zředí methylenchloridem a takto vzniklá směs se odsaje na silikagelu. Filtrační koláč se ještě jednou promyje methylenchloridem a spojené filtráty se extrahují vodou, vysuší síranem hořečnatým a odpaří. Hnědý odparek se čistí sloupcovou chromatografií za použití směsi cyklohexanu a ethylacetátu jako elučního činidla. Získá se 14,3 g (44,3 mmol) sloučeniny pojmenované v nadpise jako béžové tuhé látky. Výtěžek odpovídá 82 % teorie.
*H-NMR (CDClj): δ 7,7 (s, 1H, fenyl), 7,5 (m, 2H, fenyl), 7,1 (široký t, 2H, fenyl), 6,7 (t, 1H, J = 8 Hz, fenyl), 5,2 (s, 2H, OCH2), 4,15 (s, 2H, NH2), 2,2 (s, 3H, CH3) ppm.
d) Methylester kyseliny N-/2-(3,4-dichlorfenyl-l'-methyliminooxymethyl-4')-6-methylfenyl/karbamové (tabulka 47, číslo 2)
K roztoku 14,3 g (44 mmol) anilinu z příkladu lc ve 150 ml methylenchloridu se po sobě přikape 4,8 g (50 mmol) methylchlorformiátu a 4,8 g (60 mmol) pyridinu za teploty 20 až 30 °C. Reakční
-594CZ 288922 B6 směs se míchá za teploty místnosti přes noc a potom extrahuje zředěnou kyselinou chlorovodíkovou a vodou. Poté se reakční směs odsaje přes vrstvu silikagelu, vysuší síranem hořečnatým a odpaří. Odparek krystaluje a rozmíchá se s cyklohexanem. Získá se 13,8 g (36 mmol) sloučeniny pojmenované v nadpise jako bezbarvé tuhé látky. Výtěžek odpovídá 82 % teorie.
Teplota tání: 109 °C.
’Η-NMR (CDC13): δ 7,8 (s, 1H, fenyl), 7,6 (široký s, 1H, NH), 7,4 (s, 2H, fenyl), 7,2 (m, 3H, fenyl), 5,2 (s, 2H, OCH2), 3,8 (s, 3H, OCH3), 2,3 (s, 3H, CH3), 2,2 (s, 3H, CH3) ppm.
Příklad 17
Methylester kyseliny N-/2-(3 ,4-dichlorfenyl-l '-methyliminooxymethyl-4')-6-methylfenyl/N-propargyl (tabulka 47, číslo 13)
Roztok 1,9 g (5 mmol) esteru kyseliny karbamové z příkladu 16d ve 20 ml dimethylformamidu se po částech uvede do styku s 0,15 g (6,3 mmol) natriumhydridu. Když ustane vývoj plynu, přidá se 0,75 g (6,3 mmol) propargylbromidu a vše se míchá za teploty místnosti přes noc. Reakční směs se potom zředí vodou a vodná fáze se třikrát extrahuje methyl-terc.-butyletherem. Spojené organické fáze se extrahují vodou, vysuší síranem hořečnatým a odpaří. Získá se 1,4 g (3,3 mmol) sloučeniny pojmenované v nadpise jako žlutého oleje. Výtěžek odpovídá 67 % teorie.
’Η-NMR (CDC13): δ 7,75 (široký s, 1H, fenyl), 7,2 - 7,6 (m, 5H, fenyl), 5,2 (dd, 2H, J = 12 Hz, OCH2), 4,4 (široký dd, J = 16 Hz, NCH2), (s, 3H, OCH3), 2,3 (s, 3H, CH3), 2,25 (široký s, 1H, C=CH), 2,2 (s, 3H, CH3) ppm. Kromě toho ’Η-NMR spektrum obsahuje signály přibližně 20 % amidových rotamerů.
Odpovídajícím způsobem se mohou vyrobit sloučeniny popsané v dále zařazených tabulkách.
-595 CZ 288922 B6
Tabulka 41
I: R1 = Η, X = CH3
II: R1 - CH3, X = CH3
III: R- = c2h5, X = ch3
IV: R- = Allyl, X = CH3
V: R- a Propargyl, X = CH3
VI: R1 = ch2-och3, X = ch3
VII: R* = CO2CH3, X = ch3
VIII: R1 = Η, X - Cl
IX: R- = CH3, X = Cl
X: R1 - C2H5, X = Cl
XI: Ri = Allyl, X = Cl
XII: R1 = Propargyl, X = Cl
XIII:' R1 = CH2-OCH3, X = Cl
XIV: R* = CO2CH3, X = Cl
Sloučenina obecného vzorce I tento strukturní vzorec z
z tabulky 41, č. má například . X
Z
Číslo Tm -
1 · H '
2. \ . 2-F
3 3-F.
4 4-F
5 2,4-F2 .
6 2,4t6-F3
7 ' 2,3,4,5,6-F5
8. 2,.3-F2
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-CIí
-596CZ 288922 B6
Číslo Tm
14 2,5-C12
15. 2,6-Cl2
16 3,4-012
17 3.5-C12
18 2,3,4-013
19 2,3,5-013
20 2,3,6-013
21 2,4,5-013
22 2,4,6-013
23. 3,4,5-013
24 2,3,4,6-01«
25 2,3,5,6-Cl4 .
26 2,3,4,5,6-015
27 2-Br
28 3-Br
29 - 4-Br .
30 2,4-Br2
31 2,5-Br2
32 2,6—Br2
33 2,4,6-Br3
34 2,3,4,5,6-Br5
35 2-J
36 3-J .
37 4-J
38 2,4-J2
39 2-01, 3-F
40 2-Cl, 4-F
41 2-01, 5-F
42 2-01, 6-F
43 2-01, 3-Br
44 2-01, 4-Br
45 2-01, 5-Br
46- 2-Cl, 6-Br
47 2-Br, 3-01
48 2-Br;· 4-Cl
49 2-Br, 5-C1.
-597CZ 288922 B6
Číslo
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-Cl, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-.(CH3)2
71 2,5-(CH3)2 ·.:'·
72 2,6-(CH3)2
73 3,4-(CH3)2 - · '
74 3,5-(CH3)2
75. 2,3,5-(CH3)3 -
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 . 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3)4
82 2,3,5,6-(CH3) 4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
-598CZ 288922 B6
Číslo Tm
86 4-C2H5
87 2,4-(C2H5)2
88 2,.6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6-(C2Hs) 3
91 2-11-C3H7
92 3-11-C3H7
93 4-n-C3H7
94 2-1-C3H7
95 3-Í-C3H7
96 4-Í-C3H7
97 2,4-(Í-C3H7) 2
98 ' 2,6-(i-C3H7) 2
99 3,5-(i-C3H7) 2.. ’ .
100 ' 2,4,6-(Í-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3-1- C4Hg
106 4—t—C4H9
107 2,3-(t-C4H9) 2
108 2,4-(t-C4H9)2
109 2,5-(t-C4Hg) 2
no - 2,6-(t-C4H9) 2
111 3,4-(t-C4H9)2
112 2,4,6-(t-C4H9)3
113 4-11-C9H19
114 4-n-Ci2H25
115 4—n—C15H31
116 4-{1,1,3,3-Tetramethylbutyl) .
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H$, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6-(t-C4H9)2, 4-CH3
121 ' 2-CH3, 4-t-C4H9
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Číslo Tm
122 2-CH3, 6-t-C4Hg
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-í-C3H7
125 3-CHj, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4Hg)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CeHii , - x *·
3.33 3-cyklo-CgHn .
134 4-’Cyklo-C6Hn
135 2,4-(cyklo-C6Hn)2, 6-CH3.
136 2-CH3, 4-cyklo-C6Hn
137 . 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-CsH5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 . 2-C6H5
143 3-C6H5
144 4-C6H5
145 4-(2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-Cl, 4-C6H5
148 2-Br, 4-CgH5
149 2-C6Hs, 4-C1
150 2-C6H5, 4-Br
151 2-ČH2C6H5, 4-C1 -
152 2-CH2C6Hs, 4-Br
153 2-Cl, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hu, 4-C1
156 2-cyklo-CeHii, 4-Br
157 2-Cl, 4-cyklo—1
-600CZ 288922 B6
Číslo
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C3H7
166 3-0-n-C3H7
167 4-O-n-C3H7
168 2-O-i-C3H7
16-9 3-O-1-C3H7
170^- 4-O-Í-C3H7
171 2-O-n-C6Hi3
172 3-O-n-C6Hi3
173 4-O-n-C6Hi3
174 2—O-Π—CeHi7
175 . 3-O-n-CgHi7
176 4— 0—Π—CgHj7
1.77 2-O-CH2C6H5
178 3-0-CH2C6H5 . .
179 4-O-CH2C6H5 ·
180·. 2-0- (CH2) 3C6H5
181 3-0- (CH2) 3C6H5
182 4-0- (CH2) 3C6H5
183 2,4-.(00¾) 2
184 2-CF3
185 3-CF3
186 4-CF3
187 2-OCF3
188 3-OCF3
189. 4-OCF3
190 3-OCH2CHF2
191 2 -NO2 . .....
192 3-N02
193 4-N02
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Číslo
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 2-CH3, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CH3, 6-F
205. 2-CH3, 3-Br
206 2-CH3, 4-Br .. ..
207 2-CHy, 5-Br
208 2-CH3, 6-Bř .
2Q9 2-C1, 3-CH3.
210 2-Cl, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br-, 3-CH3
216 2-Br, 4-CH3.
217 2-B-r, 5-CH3
218 3-CH3, 4-C1
219-. 3-CH3, 5rCl
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br, 4-CH3
227. 2-C1, 4,5-(ČH3)2
228 2-Br, 4,5-(CH3)2
229 2-CÍ, 3,5-(CH3)2
-602CZ 288922 B6
Číslo Tm
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl^'
242 3,5-(CH3)2, 4-Br ·
243 2,3,6-(CH3)3, 4-F .
244 2,3,6-(CH3) 3, 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-ČI, 5-CH3
250 2-Cl, 4-NO2
251 2-NO2, 4-C1
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5.-NÓ2 '
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-i-C3H7, 4-C1
259 2-CO2CH3.
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-CO2(n-C3H7)
-603CZ 288922 B6
Číslo
266 3-CO2 (II-C3H7)
267 4-CO2 (II-C3H7)
268 2—C02 (i—C3H7)
269 3-CO2 (Í-C3H7)
270 4-CO2(1-C3H7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (n-C6Hi3)
273 4-CO2(n-C6Hi3)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-ČH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5) -
280 2-CH2O(n-C3H7) .
281 3-CH2O(n-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O(1-C3H7)
285 4-CH2O(Í-C3H7)
286 2-CHO
287 3-CHO
288 . 4-CHO 'x, ·
289 . 2-CO-Cft3x - t
290 3-CO-CH3 ~
291 . 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
. 295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 ’ 4-CO-CH2-CH2-CH3
298 2-CO-ČH(CH3)-CH3
299- 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3 .
301 - 2-Me-4-CHO
-604CZ 288922 B6
Číslo Tm ·
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH(CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH (CH3) -CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
314 2-Cl-4-CH3-CH(CH3)-CO
315 2,5-Cl2-4-CHO
316 2,5-Cl2-4-CH3-CO . z
317 2,5-CI2-4-CH3-CH2-CO . r
318 2,5-Cl2-4-CH3-CH2-CH2-CO
319 2,5-Cl2-4-CH3—CH(CH3)-CO
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 ·> 2-C (=NOC2H5) -CH3
324 3-C (=NOC2H5) -CH3
325 4-C (=NOC2H5)-CH3
326 · 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7)-CH3
328 4 -C (=NO-n-C3H7}-CH3
329 2-C (=N0-í-C3H7)-CH3
330 3-C (=NO-i-C3H7)-CH3
331 4-C(=NO-í-C3H7)-CH3 . -
332 2-C (=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorallyl)-CH3
336 · 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
-605CZ 288922 B6
Číslo
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargy1)-CH3
340 4-c(=NO-Propargyl)-CH3
341 2 -C (=NO-n-C4H9) -CH3
342 3 —C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hc)-CH3
344 2-C (=NO-CH2-C6H5) —CH3
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CH3
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5 .
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-i-C3H7
351. 2-CH3-4-CH=NO-A11ý1
352 2-CH3-4-CH=NO-ttrans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl . .
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-ch3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=NOC2H5)
358 2-CH3-4-(CH3-C=NO-n-C3H7)
359 2-CH3-4-(CH3-C=NO-i-C3H7)
360 2-CH3-4- (CH3-C=NO-Allyl)
361 2-CH3-4-(CH3-C=NO-tr ans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO- Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C4Hg)
364 2-CH3-4- (CH3-C=NO-CH2-C6H5)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2Hs)
367. 2-CH3-4-(C2H=-C=NO-n-C3H7)
368 2-CH3-4-(C2H5-C=NO-ri-C3H7
369 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4-(C2H5-C=NO-trans-Chlorallyl)
371 . . 2-CH3-4-(C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-C=NO-n-C4H9)
373 2-CH3-4-(C2H5-C=NO-CH2-CgH5)
-606CZ 288922 B6
Číslo
374 2,5- (CH3) 2-4- (CH3-C=NOCH3)
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5).
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3 ) 2-4- (CH3-C=NO-i-C3H7 )
378 2,5-(CH3) 2-4-(CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CH2-C6H5)
383 2-C6H5
384 3-C6H5
385 4-C6H5
386 2-(2'-F-C6H4)
387 2t(3'-F-C6H4)
388 2-(4'-F-C6H4)
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-C6H4)
395 2-(2'-Cl-C6H4)
396 - 2-(3'-C1-C6H4)
397 · 2-(4'-C1-C6H4)
398 ; 3-(2'-C1-C6H4)
399 3-(3'-C1-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2'-Cl-C6H4)
402 4-(3'-Cl-C6H4)
403 4-(4'-C1-C6H4)
405 2-(2'-CH3-C6H4)
406 2-'(3'-CH3-C6H4)
407 2-(4'.-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4) ·
410 3-(4'-CH3-C6H4)
-607CZ 288922 B6
Číslo Tm
411 4-(2'-CH3-C6H4)
412 4-(3'-CH3-C6H4)
413 4-(4'-CH3-C6H4)
414 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C5H4)
417 3-{2'-CH3-CO-C6H4)
418 3-(3'—CH3—CO—C6H4)
419 3-(4'-CH3-CO-C6H4)
420 4-(2'-CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4-(4·-CH3-CO-C6H4)
423 2-(2' - (CH3-C (=NOAllyl) )-CeH4)
424 2-(3'- (CH3-C (=NOAllyl) )-C6H4)
425 2-(4'-(CÉ3-C(=NOAllyl) )-C€H4)
426 3-(2'-.(CH3-C(sNOAllyl) )-C6H4)
427 3-(3 '- (CH3-C (=NOAllyl) )-C6H4)
428 3- (4' - (CH3-C (=NOA1 ly 1) ) -C6H4)
429 4-(2’- (CH3-C(=NOAllyl) )-C6H4)
430 4-(3'-(CH3-C(=NOAllyl) )-CsH4)
431 4—(4' - (CH3-C (=NOAllyl) )-CsH4)
432 2-(2 · -CH3O2C-C6H4)
433 2- (3' -CH3O2C-C6H4)
434 2-(4' -CH3O2C-C6H4) ’
435 3-(2' -CH3O2C-C6H4)
436 3-(3'-CH3O2C-CeH4)
437 3- (4' -CH3O2C-C6H4)
438 4-(2'-CH3O2C-C6H4)
439 4- (3' -CH3O2C-CsH4)
440 4- (4'-CH3O2C-C6H4)
441 2- (2' -CH3O-C6H4)
442 . 2-(3'-CH3O-C6H4)
443 2-(4'-CH3O-C6H4)
444 3-(2'-CH3O-CgH4)
445 3-(3'-CH3O-C6H4)
446 3-(4'-CH3O-C6H4)
-608CZ 288922 B6
Číslo Tm
447 4-(2'-CH3O-C5H4)
448 4-(3'-CH3O-C6H4)
449 4-(4'-CH3O-C6H4)
450 2-(2'-O2N-C6H4)
451 2- (3 ' -O2N-C6H4)
452 2-(4'-O2N-C6H4)
453 3-(2' -O2N-C6H4)
454 3- (3 ' -O2N-C6H4)
455 3-(4'-O2N-C6H4)
456 4-(2’-O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-C6H4)
459— 2-(2'-NC-C6H4)
,460 2-(3'-NC-C6H4)
461 2-(4' -NC-C6H4)
462 3-(2'-NC-C6H4) .
463 3-(3'-NC-C6H4)
464 3-(4 ' -NC-C5H4)
465 4-(2 ' -NC-C6H4)
466 4- (3 ' -NC-C6H4)
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-C6H4)
470 2-(4'CF3-C6H4)
471 3-(2' -CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3-(4’-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-C6H4)
476 4-(4'-CF3-C6H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
478 2-Ó-(2'-F-C6H4)
479 2-O-(3'-F-C6H4)
480 2-O-(4'-F-C6H4)
-609CZ 288922 B6
Číslo
481 3-0-(2'-F-CgH4)
482 3-O-(3'-F-C6H4)
483 3 O(4-F-c6H4)
484 4-O-(2'-F-C6H4)
485 4-0-(3'-F-CgH4)
486 4-O-(4'.-F-C6H4)
487 2-O-(2'-Cl-CeH4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4’-Cl-C6H4)
490 3-O-(2'-Cl-C6H4).
491 3-O-(3'-Cl-C6H4)
492 3-O-(4'-Cl-C6H4) X
493 3-O-(4'-Cl-C6H4)
494. 4-O-(2'-Cl-C6H4)
495. 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-C;H4)
497 2-O-(2'-CH3-C6H4)
498 2-o-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 3 O-(3'-CH3-C6H4)
502 3-O-(4'-CH3-C6H4)
503 4-O-(2'-CH3-C6H4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2 -0- (2' -CH3 -CO-C gH4)
507 2 -0- (3 ' -CH3-CO-C6H4)
508 2-0- (4' -CH3-CO-C6H4)
509 3-0-(2'-CH3-CO-C6H4)
.510 3-0-(3 '-CH.3-CO-C6H4)
511 3 -0- (4' -CH3-CO-C6H4)
.512 4-O-(2'-CH3-CO-C6H4)
513 4-O-(3'-CH3-CO.-C6H4)
514 · 4-0-(4'-CH3-CO-C6H4)
. 515 2-0-(2 ' - (CH3-C (=NOA1 ly 1))-C6H4)
516 2-0-(3 ' - (CH3-C (=N0Allyl) )-CgH4)
-610CZ 288922 B6
Číslo Tm
517 2-0- (4 ' - (CH3-C (=N0Allyl)) -C6H4)
518 3-O-(2'-(CH3-C(=NOAllyl) )-C6H4)
519 3-0- (3' - (CH3-C (=N0Allyl) ) -C6H4)
520 3-0-(4'-(CH3-C (=N0Allyl) )-C6H4)
521 4-0-(2'-(CH3-C (=N0Allyl) )-C6H4)
522 4-O-(3'-(CH3-C(=NOAllyl) )-C6H4)
523 4-0-(4 ' - (CH3-C (=N0Allyl) )-CgH4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
526 2 -o- (4 ' -CH3O2C-CgH4)
527 3-O-(2'-CH3O2C-C6H4)
528 3-O-(3'-CH3O2C-C6H4)
529 3-O-(4'-CH3O2C-C6H4)
530 4-0-(2 '-CH3O2C-C6H4)
531 4 6-(3'-CH3O2C-C6H4) *
532 4-O-(4'-CH3O2C-C6H4)
533 2-0-(2 '-CH3O-C$H4)
534 2-0-(3 '-CH3O-CgH4 )
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4)
537 3-0-(3 '-CH3O-CgH4)
538 3-0-(4 '-CH3O-CgH4)
539 4-0- (2' -CH3O-C6H4)
540 4-0-(3'-CH3O-CgH4)
541 4-O-(4'-CH3O-C6H4)
542 2-O-(2'-O2N-C6H4)
543 2-0-(3'-O2N-CgH4)
544 2-0-(4 '-O2N-CgH4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-O-(2'-O2N-C6H4)
549 4-O-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-O-(2'-NC-C6H4)
552 2-O-(3'-NC-C6H4)
-611 CZ 288922 B6
Číslo Tm
553 2-O-(4'-NC-C6H4)
554 3-0-(2'-NC-CgH4)
555 3-0-(3'-NC-CgH4)
556 3-O-(4'-NC-C6H4)
557 4-0-(2'-NC-CgH4)
558 4-0-(3'-NC-CgH4)
559 4-O-(4'-NC-C6H4>
560 2-0-(2'-CF3-C6H4)
561 2-0-(3'-CF3-CgH4)
562 2-0-(4'-CF3-CgH4)
563 3-0- (2' -CF3-C6H4)
564 3-0-(3'-CF3-C6H4) . ' >
565 3-O-(4'-CF3-C6H4)
566 4-O-(2''-CF3-C6H4)
567 4-O-(3'-CF3-C6H4)
568 4-0-(4 '-CF3-CgH4)
569 ' 2-Pyridyl-2·
570 2-Pyridyl-3’
571 2-Pyridyl-4’
572 3-Pyridyl-2·
573. 3-Pyridyl-3·
574 3-Pyridyl-4’ '·
575 4-Pyridyl-2·
576 4-Pyridyl-3’
577 4-Pyridyl-4*
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4'
581 3,-Pyrimidinyl-2'
582 3-Pyrinú.dinyl-3'
583 - 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 . 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l*
• 588 2-Pyrazolyl-3' .
-612CZ 288922 B6
Číslo Tm
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
60-2 4-Isoxazolyl-3'
603 4-lsoxazoly}-4'
604 4-Isoxazolýl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-Isothiazolyl-3'
612 . 4-lsothiazolyl-4'
613 4-lsothiazolyl-5* - ·
614 2-Imidažolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 . 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-imidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
-613CZ 288922 B6
Číslo Tm
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2' ’ Ylll
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4- (CH3-C=N-O-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C-N-O-CH2-CH2-0CH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-OCH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4-(n-C3H7-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4-(n-C3H7-C=N-O.-Í-C3H7)
648 2-CH3-4-(n-C3H7-C=N-O-Allyl)
649 2-CH3-4-(n-C3H7-C=N-O-trans-Chlorallyl)
650 2-CH3-4- (n-C3H7-C=N-Ó—Propargyl)
651 2-CH3-4-(n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4-(n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7-C=N-OCH3)
654 2-CH3-4- (i-C3H7-C=N-OC2H5)
655 2-CH3-4-(i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4- (i-C3H7-C=N-O-Í-C3H7)
657 2-CH3-4-(i-C3H7-C=N-O-Allyl)
658 2-CH3-4- {i-c3H7-C=N-0-trans-Chlorallyl)
659 2-CH3-4- (i-C3H7-C=N-O-Própařgyl) ·
660 2-CH3-4-(i-C3H7-C=N-O-n-C4H9)
-614CZ 288922 B6
Číslo
661 2-CH3-4-(i—C3H7-C=N—0—CH2~CgH5)
662 2—0—n-C4H9
663 2-O-1-C4H9
664 2-O-S-C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3-O-n-C4H9
668 3—0—i—C4H9
669 3-O-S-C4H5
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-O-n-C4H9
673 4-O-i-C4H9
674 4—O~S—C4H9
675 4—O-t—C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OČH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3-4-O-i-C4H9
682 3-CH3-4-O-s-C4H9
683 3-CH3-4-O-t-C4H9
684' 3-CH3-4-Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3 ·
689 3-CH3-4-OCH3
.690 3-CH3-5-OCH3 /
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 .. 4-CH3-6-OCH3
695 · 2-CH3-3-O-i-C3H7
696 2-CH3-4-O-i-C3H7
-615CZ 288922 B6
Číslo Tm
697 2-CH3-5-O-Í-C3H7
698 2-CH3-6-O-Í-C3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-i-C3H7
701 3-CH3-6-O-Í-C3H7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-i-C3H7
704 5-CH3-6-O-i-C3H7
705 2-C1-3-OCH3
706 2-CI-4-OCH3
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
710 3-CI-5-OCH3
711 3-CI-6-OCH3 '
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-616CZ 288922 B6
Tabulka 42
I: R: = Η, X = CH3
II: R’- = ch3< X = ch3
III: . Rl = c2h5, X = CH3
IV: Rl = Allyl, X = CH3
V: Rl = Propargyl, X = CH3
VI: Rl - CH2-OCH3, X = ch3
VII: Rl = co2ch3, X = ch3
VIII : Rl = Η, X = Cl
IX: Rl = CH3, X - Cl
X: Rl = C2H5, X = Cl
XI: Rl = Allyl, X = Cl
XII: Rl = Propargyl, X = Cl
XIII: Rl = CH2-OCH3, X = Cl
XIV: Rl = CO2CH3, X = Cl
Číslo . B
1 Pyrrolyl-3 .
2 N-CH3-Pyrrolyl-3
3 N-C6Hs-Pyrrolyl-3
4 N-(4'-CH3-C6H4)-Pyrrolyl-3
5 N- (3' -CH3-C6H4) -Pyrrolyl-3
6 N-(2'-CH3-C6H4)-Pyrrolyl-3
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3 ’ -CH3O-C6H4) -Pyrrolyl-3
9 N-(2'-CH3O-C6H4)-Pyrrolyl-3 ' . ..
10 N-(4'-NO2-C6H4)-Pyrrolyl-3
11 N-(3'-NO2-C6H4)-Pyrrolyl-3
12 N- (2' -NO2-C6H4) -Pyrrolyl-3
13 N- (4' -CN-C6H4) -Pyrrolyl-3
14 N- (3' -CN-CeH4) -Pyrrolyl-3
15 N-(2'-CN-C6H4)-Pyrrolyl-3·
16 N-(4'-C1-C6H4)-Pyrrolyl-3
17 N-(3'—Cl—CgH4)-Pyrrolyl-3
18 N-(2'-C1-C6H4)-Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6HS-Pyrrolyl-2
22 N- (4' -CH3-C6H4) -Pyrrolyl-2
-617CZ 288922 B6
Číslo B
23 N- {3 ‘ -CH3-CSH4)-Pyrrolyl-2
24 N- (2'-CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
27 N- (2' -CH3O-C6H4) -Pyrrolyl-2
28 N- (4' -NO2-C6H4) -Pyrrolyl-2
29 N- (3' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N- {4 ' -CN-C6H4) -Pyrrolyl-2
32 N- (3' -CN-C6H4) -Pyrrolyl-2
33 N- (2' -CN-C6H4) -Pyrrolyl-2
34 N- (4' -C1-C6H4) -Pyrroly 1-2
35 N- (3 ' -C1-C6H4) -Pyrrolyl-2
36 N- (2 '-C1-C6H4) -Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-CgH5-Furyl-2
40 5- (4 ' -CH3-CgH4) -Furyl-2
41 5-(3 '-CH3-C6H4)-Fůry 1-2
42 5-(2'-CH3-C6H4)-Furyl-2
43 5- (4' -CH3O-C6H4) -Furyl-2
44 5- (3 -CH3O-C6H4) -Furyl-2 ·,
45 5-(2'-QH3Ó-C6H4)-Furyl-2
46 5-(4'-NO2-C6H4)-Furyl-2
47 5- (3' -NO2-C6H4) -Fůry 1-2
48 5r (2' -NO2-C6H4) -Fůry 1-2
49 5-(4'-CN-C6H4)-Furyl-2
50 5-(3'-CN-C6H4)-Fůry 1-2
51 5- (2' -CN-C6H4) -Furyl-2
52 5-(4'-C1-C6H4)-Furyl-2
53 5-(3'-C1-C6H4)-Furyl-2
54 5-(2'-C1-C6H4)-Furyl-2
55 4—CH3-Furyl-2.
56 . 4-CgH5~Furyl-2 ’
57 4- (4' -CH3-C6H4) -Furyl-2
. 58 4-(3'-CH2-C6H4)-Furyl-2
-618CZ 288922 B6
Číslo B
59 4-(2 ' -CH3-C6H4) -Furyl-2
60 4- (4 ' -CH3O-C6H4) -Furyl-2
61 4- (3 '-CHiO-CgHí) -Furyl-2
62 4 - (2' -CH3O-C6H4) -Furyl-2
63 4-(4 '-NO2-C6H4)-Furyl-2
64 4-(3'-NO2-C6H4)-Furyl-2
.65 4- (2 ' -NO2-C6H4) -Furyl-2
66 4-(4 '-CN-C6H4)-Fůry 1-2
67 4 - (3' -CN-C6H4) -Furyl-2
68 4 - (2 ' -CN-C6H4) -Furyl-2
69 4-(4'-C1-C6H4)-Furyl-2
70 4^ (3 '-C1-C6H4)-Furyl-2
71 ” 4-(2 ' -C1-C6H4) -Furyl-2
72 Thienyl-2
73 / 5-CH3-Thienyl-2 z
74 5-CgH5-Thienyl-2
75 5-(4'-CH3-C6H4)-Thienyl-2
76 5- (3' -CH3-C6H4) -Thienyl-2
77 5-(2'-CH3-C6H4)-Thienyl-2
78 5- (4 ' -CH3O-C6H4) -Thienyl-2
79 5-(3'-CH3O-C6H4)-Thienyl-2
80 *' 5- (2' -CH3O-C6H4) -Thienyl-2
81 5-(4' -NO2-C6H4)-Thienyl-2
82 5-(3'-NO2-ČgH4)-Thienyl-2 '
83 5- (2' -NC^-Cgfy) -Thienyl-2
84 5- (4' -CN-C6H4) -Ťhienyl-2
85 5-(3'-CN-C6H4)-Thienyl-2
86 5-(2'-CN-C6H4)-Thienyl-2
87 5-(4'-C1-C$H4)-Thienyl-2 .
88 5-(3'-C1-CSH4)-Thienyl-2
89 5-(2'-C1-C6H4)-Thienyl-2 .
90 4-CH3-Thienyl-2
91 4-CgH5-Thienyl-2
92 4-(4'-CH3-C6H4)-Thienyl-2
93 . 4-(3'-CH3-C6H4)-Thienyl-2-
94 4-(2'-CH3-C6H4)-Thienyl-2
-619CZ 288922 B6
Číslo B
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4- (3' -CH3O-C6H4) -Thienyl-2
97 4 - (2' -CH3O-C6H4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4 - (3' -NO2-C6H4) -Thienyl-2
100 4- (2' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- (3 ' -CN-C6H4) -Thienyl-2
103 4- (2' -CN-C6H4) -Thienyl-2
104 4 - (4' - Cl-C6H4) -Thienyl-2
105 4-(3'-C1-C6H4)-Thienyl-2:
106 4-(2'-C1-C6H4Í-Thienyl-2
107 Thienyl-3
108 5-CR3-Thienyl-3 ,
109 5-CgH5-Thienyl-3
110 5- (4' - CH3- CgH4) -Thienyl-3
111 5-(3'-CH3-C6H4)-Thienyl-3
112 5- (2' -CH3-CSH4) -Thienyl-3
113 5-{4 ’-CH3O-C5H4)-Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3
116 5- (4 ’ -NO2-CeH4) -Thieny 1-3
117 · 5-(3'-NO2-C6H4)-Thienyl-3
118 5-(2'-NO2-C6H4)-Thieny 1-3
119 5- (4' -CN-CgH4) -Thienyl-3
120 5-(3'-CN-C6H4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 . 5- (4 · -C1-C6H4) -Thienyl-3
123 5- (3' -C1-C6H4) -Thienyl-3
124 5-(2'-C1-C$H4)-Thienyl-3
125 Pyrazolyl-4
126 · N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N-(4'-CH3-C6H4)-Pyrazolyl-4
129 N-(3'-CH3-C6H4)-Pyrazolyl-4
130 N-(2'-CH3-C6H4)-Pyrazolyl-4 .
-620CZ 288922 B6
Číslo B ’
131 N- (4 ' -CH3O-C6H4) -Pyrazolyl-4
132 N- (3 ' -CH3O-C6H4) -Pyrazolyl-4
133 N-(2'-CH3O-C6H4)-Pyrazolyl-4
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N-(3 '-NO2-C6H4)-Pyrazolyl-4
136 N-(2'-NO2-C6H4)-Pyrazolyl-4
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-c6H4 } -Pyrazolyl-4
140 N- (4' - Cl-C6H4) -Pyrazolyl-4
141.. N-(3 '-CI-C6H4)-Pyrazolyl-4
142 N-(2'-C1-C6H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrázolyl-4
144 3-CgH5-N-Methylpyrazolyl-4 .. .
145 3- (4 ' -CH3-C6H4) -N-MethylpyražoIyl-4
146 3-(3' —CH3-C6H4) -N-Methylpyrazolyl-4 . .
147 3 - (2 ' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3 - (4 ' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3 - (3 ' -CH3O-C6H4) -N-Methylpyrazolyl-4
150 3 - (2 ' -CH3O-C6H4) -N-Methylpyrazolýl-4
151 3- (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3 - (3' -NO2-C6H4) -N-Methylpyrazolyl-4
153 3- (2' -NO2-C6H4) -N-Methylpyrazolyl-4
154 3 - (4' -CN-C6H4) -N-Methylpyrazolyl-4
155 3-X 3' -CN-CgH4) -N-Methylpyrazolyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3 - (4' -CI-C6H4) -N-Methylpyrazolyl-4
158 3 - (3' -CI-C6H4) -N-Methylpyrazolyl-4
159 3- (2' -CI-C6H4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3~Isoxazolyl-5
162 3-CgH5-Isoxazolyl-5
163 3-(4'-CH3-C6H4)-Isoxazolyl-5
164 3- (3 ' -CH3-C6H4 l-Isoxazolyl-5
165. 3-(2'-CH3-C6H4)-Isoxazolyl-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
-621 CZ 288922 B6
ČÍS1O B
167 3- (3 '-CH3O-C6H4) -Isoxazolyl-5
168 3- (2' -CH3O-C6H4) -Isoxazolyl-5
169 3- (4' -NO2-C6H4) -Isoxazoly 1-5
170 3- (3 '-NO2-C6H4) -Isoxazolyl-5
171 3-(2 '-NO2-CsH4 )-Isoxazolyl-5
172 3- (4 '-CN-C6H4) -Isoxazolyl-5
173 3 - (3' -CN-C6H4) -Isoxazolyl-5
174 3 - (2' -CN-C6H4) -Isoxazolyl-5
175 3-(4'-CI-C6H4) -Isoxazolyl-5
176 3- (3' -CI-C6H4) -Isoxazolyl-5
177 3-(2'-Cl-CgH4)-Isoxazoly1-5
178 4-Chlorisoxazólyl-5
179 3-CH3-4-Chlor isoxazolyl-5
180 3-CgH5~4-Chlorisoxazolyl-5
181 3- (4' -CH3-CgH4) -4-Chlorisoxazolýl-5
182 3 - (3' -CH3-CgH4) -4-Chlorisoxazolyl-5
183 3- (2' -CH3-CgH4) -4-Chlorisoxazolyl-5
184 3- (4' -CH3O-C6H4) -4-Chlorisoxazolyl-5
185 3- (3 '-CH3O-CgH4) -4-Chlorisoxazolyl-5
186 3-(2'-CH30-CgH4)-4-Chlorisoxazolyl-5
187 3- (4' —NO2—CgH4) -4-Chlorisoxazolyl-5
188 3 — < 3' -NO2- CgH4) -4-Chlorisoxazolyl-5
189 3-(2' -NO2-C6H4) -4-Chlorisoxazoly1-5
190 3- (4' -CN-C6H4) -4-Chl.dr isoxazolyl-5
191 3-(3'-CN-C6H4)-4-Chlori?soxazolyl-5
192 3- (2' -CŇ-CgH4)-4-Chlorisoxazplyl-5
193 3 - (4' -Cl-CgH4) -4-Chlorisoxazolyl-5
194 3-(3'-Cl-CgH4)-4-Chlorisoxazolyl-5
195 3-(2' -CI-C6H4) -4-Chlor isoxazolyl-5
196 . Isoxazolyl-3
197 5-CH3-lšoxazolyl-3
198 5-CgHs-Isoxazoly 1-3
199 5-(4'-CH3-CgH4)-Isoxazolyl-3
200 5-(3'-CH3-CgH4)-Isoxazolyl-3
201 5-{2'-CH3-CgH4)-Isoxazolyl-3
202 5-(4'-CH3O-CgH4)-Isoxazolyl-3
-622CZ 288922 B6
Číslo B
203 5- {3' -CH3O-CóH4 ) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazoly 1-3
205 5- (4' -NO2-CgH4) -Isoxazolyl-3
206 5- (3' -NO2-C6H4) -lsoxazolyl-3
207 5-(2'-NO2-C6H4)-Isoxazolyl-3
208 5-(4'-CN-CgH4)-lsoxazolyl-3
209 5- (3 '-CN-CgH4)-Isoxazolyl-3
210 5-(2'-CN-C6H4)-Isoxazolyl-3
211 5-(4'-Cl-Cgfy)-lsoxazolyl-3
212 5-(3'-Cl-C6H4)-lsoxazolyl-3 ·
213 5- (2' -CI-C6H4) -Isoxazoly 1-3
214 Isothiazolyl-5 1 ' k
215 3-CH3-Isothiazolyl-5
216 3-C6H5-lsothiazolyl-5
217 3- (4'-CH3-C6H4)-Isothiazolyl-5
218 3-(3'-CH3-C6H4)-Isothiazolyl-5
219 3- (2 ' -CH3-C6H4) -lsóthiazolyl-5
220 3- (4' -CH3O-C6H4) -Isothiazolyl-5
221 3- (3' -CH3O-C6H4) -lsothiazolyl-5
222 3-(2' -CH3O-C6H4) -Isothiazolyl-5
223 .3-(4'-NO2-C5H4)-Isothiazolyl-5 ·
224 3-(3'-W2-C6H4)-Isothiazolyl-5 .
225 3-(2/-NO2-C6H4)-Isothiazolyl-5 .
226 . 3 - (4' -CN-C6H4) -lsothíazolyl-5
227 ' 3-(3'-CN-C6H4)-lsothiazolyl-5
228 3-(2'-CN-C6H4)-Isothiazolyl-5
229 3-(4'-Cl-C6H4)-Isothiazolyl-5
230 3-(3'-CI-C6H4)-Isothiazolyl-5
231 3-(2'-CI-C6H4)-lsothiazolyl-5
232 Oxazolyl-4
233 3-CH3-Oxazolyl-4
234 3-CgH5-Oxazolyl-4
235 3- (4' —CH3—C6H4) -Oxazolyl-4
236 3-(3'-CH3-C6H4)-Oxazolyl-4
237 3-(2'-CH3-C6H4)-Oxazolyl-4
238 3-(4' -CH3O-C5H4) -Oxazolyl-4
-623CZ 288922 B6
Číslo B
239 3- (3' -CH3O-C6H4) -Oxazolyl-4
240 3- (2' -CH3O-C6H4) -Oxazolyl-4
241 3 - (4' -NO2-C6H4) -Oxazolyl-4
242 3- (3 ' -NO2-C6H4) -Oxazolyl-4
243 3-(2'-NO2-C5H4)-Oxazolyl-4
244 3-(4'-CN-C6H4)-Oxazolyl-4
245 3 - (3' -CN-C6H4) -Oxazolyl-4
246 3-(2'-CN-C6H4)-Oxazolyl-4
247 3-(4'-CI-C6H4)-Oxazolyl-4
248 3- (3 ' -C1-C6H4) -Oxazolyl-4
249 3-(2'-CI-C5H4) -Óxazolyl-4
250 Thiazolyl-4
251 2-CH3~Thiazolyl-4
252 2-C6H5-Thiazolyl-4
253 2-(4' -CH3-C6H4) -Thiazolyl-4
254 2-(3'-CH3-C6H4)-Thiazolyl-4
255 2 - (2' - CH3- C6H4) -Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2 - (3 ' -CH3O-C6H4) -Thiazolyl-4
258 2-(2 '-CH3O-C6H4)-Thiazolyl-4
259 2 - (4' -NO2-C6H4) -Thiazolyl-4
260 2- (3' -NO2-C6H4) -Thiazolyl-4
261 2-{2 '-NO2-C6H4)-Thiazolyl-4
262 2- (4' -CN-C6H4) -Thiazolyl-4
263 2-(3' -CN-C6H4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2-(4'-Cl- C6H4)-Thiazolyl-4
266 2-(3'-Cl-C6H4)-Thiazolyl-4
267 2-(2'-C1-CóH4 )-Thiazolyl-4
268 N-CH3-1,2,4-Triazolyl-5
269 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-C6H5-N-CH3-l, 2,4-Triazolyl-5
271 3- (4' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
272 3- (3' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2' -CH3-CSH4) -N-CH3-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
-624CZ 288922 B6
Číslo B
275 3- (3 '-CH3O-CsH4)-N-CH3-l,2,4-Triazolyl-5
276 3- (2' -CH3O-C5H4) -N-CH3-I,2,4-Triazoly1-5
277 3- (4' “NO2-C6H4) -N-CH3-I,2,4-Triazolyl-5'
278 3 - (3' -NO2-C6H4) -N-CH3-1,2,4-Triazoly1-5
279 3-(2'-NO2-C6H4)-N-CH3-1,2,4-Triazolyl-5
280 3-(4'-CN-C6H4)-N-CH3-1,2,4-Triazoly 1-5
281 3- (3' -CN-C6H4) -N-CH3-I,2,4-Triazoly 1-5
282 3 - (2' -CN-C6H4) -N-CH3-1,2,4-Triazoly 1-5
283 3- (4' -Cl-CeH4) -N-CH3-1,2,4-Triazoly 1-5
284 3 - (3' -CI-C6H4) -N-CH3-1,2,4-Triazoly 1-5
285 3- (2' -CI-C6H4) -N-CH3-1,2,4-Triazoly 1-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-I ,-3,4-Oxadiazoly 1τ2
288' 5-C6H5-I,3,4-Oxadiazoly1-2
289 5-(4'-CH3-C6H4)-1,3,4-Oxadiazoly 1-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazoly1-2
291 5- (2' —CH3—C5H4)-1,3,4-Oxadiazolyl-2
292 5- {4 ' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
293 5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazolyl-2
294 5-(2 '-CH3O-C6H4)-1,3,4-Oxadiazolyl-2
. 295 5- (4' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
296 ✓ 5- (3 ' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
297 5- (2' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
298 5- (4' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5- (3' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
300 5-(2'-CN-C6H4)-l,3,4-Oxaďiazolyl-2 ‘
301 5-(4'-CI-C6H4)-1,3,4-Oxadiazoly 1-2
302 5- (3' -CI-C6H4 )-1,3,4-Oxadiazolyl-2
303 5- (2' -CI-C6H4 )-1,3,4-Oxadiazolyl-2
304 1,2,4-Oxadiazoly1-3
'305 5-CH3-I,2,4-Oxadiazolyl-3
306 5-C6H5-1,2,4-Oxadiazoly1t3
307 5- (4' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
308 5- (3' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
-625CZ 288922 B6
Číslo B
311 . 5- (3 ' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
314 5- (3 ' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
315 5- (2' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
316 5- (4' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazoly1-3
319 5- (4 ’ -C1-C6H4 )-1,2,4-Oxadiazoly 1-3
320 5- (3' -C1-C6H4 )-1,2,4-Oxadiazolyl-3
321 5- (2' -Cl-CgH4 )-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazolyl-5
323 3-CH3-l, 2,4-Oxadiazoly 1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5 /
325 3-(4'-CH3-C6H4) rl, 2,4-Oxadiazoly 1-5
326 3- (3' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
327 3- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-5
328 3- (4' -CH3O-CgH4 )-1,2,4-Oxadiazolyl-5
329 3-(3'-CH3O-C6H4)-1,2,4-Oxadiazoly 1-5
330 3 - (2' -CH3O—CgH4 )-1,2,4-Oxadiazoly 1-5
331 3-(4 '-NO2-C5H4 )-lx-2,4-Oxadiazoly 1-5 '
332 3- (3' -NO2-C6H4-)-l, 2,4-Oxadiazolyl-5
333 3- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-CgH4 )-1,2,4-Oxadiazolyl-5 χ
335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
336 3 - (2' —CN-CgH4 )-1,2,4-Oxadiazoly 1-5
337 3 - (4' —Cl—CgH4 )-1,2,4-Oxadiazolyl-5
338 3- (3' -Cl-CgH4 )-1,2,4-Oxadiazolyl-5
339 3 - (2' -C1-C6H4 )-1,2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazoly 1-3
341 5-CH3-l, 2,4-Thiadiazolyl-3
342 . 5-CgH5~l, 2,4-Thiadiazolyl-3
343 5- (4' -CH3-CgH4 )-1,2,4-Thiadiazolyl-3
344 5- (3' - CH3-CgH4 )-1,2,4-Thiadiazolyl-3
345 5- (2' -CH3-CgH4 )-1,2,4-Thiadiazolyl-3
346 5-14' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
-626CZ 288922 B6
Číslo B
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazoly1-3
348 5- (2' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
349 5- (4' -NO2-CéH4 )-1,2,4-Thiadiazoly 1-3
350 5- (3' -NO2-C6H4 )-1,2,4-Thiadiazolyl-3
351 5- (2' -NO2-C6H4 )-1,2,4-Thiadiazolyl-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
353 5- (3' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
354 5- (2' -CN-C6H4 )-1,2,4-Thiadiazolyl-3
355 5-(4'-CI-C6H4 )-1,2,4-Thiadiazoly1-3
356 5-(3'-CI-C6H4 )-1,2,4-Thiadiazolyl-3
357 5- (2' -CI-C6H4 )-1,2,4-Thiadiazoly 1-3
358 1,3,4-Thiadiazolyl-»2 ’
359 5-CH3-I,3,4-Thiadiazoly1-2
360 5-CgH5-l, 3,4-Thiadiazalyl-2
361 5- (4' -CH3-C6H4 )-1,3,4-Ťhiadiazolyl-2 <. -
362 5- (3' -CH3-C6H4 )-1,3,4-Thiadiaz.olyl-2
363 5-(2 ’-CH3-C6H4)-1,3,4-Thiadiazolyl-2
364 5- (4 ' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
366 5- (2' -CH3O-C6H4 )-1,3,4-Thiadiazoly 1-2
367 5- (4' -NO2-C6H4 )-1,3,4-Thiadiazolyl-2
368 5-(3'-NO2-C6H4 )-1,3,4-Thiadi'azolyl-2
369 5- (2' -NO2-C6«4 )-1,3,4-Thiadiazoly 1-2
370 5-(4'-CN-C6H4)-1,3,4-Thiadiazoly1-2
371 5- (3' -CN-C6H4) rl. 3,4-Thiadiazoly 1-2
372 5-(2'-CN-C6H4 )-1,3,4-Thiadiazoly1-2
373 5-14' -CI-C6H4 )-1,3,4-Thiadiazoly 1-2
374 . 5-(3'-C1-C6H4)-1,3,4-Thiadiazoly1-2
375 5-(2'-C1-C6H4)-1,3,4-Thiadiazoly1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
-627CZ 288922 B6
Číslo B
383 Pyrimidinyl-2
384 1-Naftyl
385 2-Naftyl
-628CZ 288922 B6
Tabulka 43
I: R1 = Η, X = CH3
II: R1 = CH3, X s ch3
III: R1 = c2h5, X = ch3
IV: R1 = Allyl, X = CH3
V: R1 = Propargyl, X = CH3
VI: R1 = CH2-OCH3, X = ch3
VII: R- = CO2CH3, X = ch3
VIII: R1 = Η, X = Cl
IX: R1 = CH3, X = Cl
X: R1 = C2H5, X s Cl
XI: R1 = Allyl, X = Cl
XII: R* = Propargyl, X = Cl
XIII: R1 = CH2-OCH3, X = Cl
XIV: R1 = CO2CH3, X = Cl
Číslo Tm ·
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
8 2,3-F2 ·
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 . 2,4-Cl2
14 .· 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-Cl3
19 z 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3 .
22 2,4,6-Cl3
-629CZ 288922 B6
Číslo Tm
23 3,4,5-Cl3
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 2,3K, 4,5,6-Brs
35 2-J
36 3-J
37 4-J
38 2,4-J2 -
39 2-Cl, 3-F
40 2—Cl, 4-F-
41 2-C1, 5-F
42 . 2-Cl, 6-F
43 2-Cl, 3-Br
44 2-Cl, 4-Br
45 2-Cl, 5-Br
46 2-Cl, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-C1
49 2-Br, 5-C1
. 50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-Cl .
55 2-F, 4-C1
56 2-F,.5-C1
57 3-Cl, 4-F
58 3-Cl, 5-F-
-630CZ 288922 B6
Číslo
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-.CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2 ’
72 2,6-(CH3)2 ·.
73 3,4-(CH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3) 4 .
82 2,3,5,6-(CH3) 4
83 2,3,4,5,6-(CH3) 5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5) 3
91 2-11-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
-631 CZ 288922 B6
Číslo Tr.
95 3-i-C3H-
96 4-Í-C3H7
97 2,4-(Í-C3H7)2
98 2,6-(i-C3H7)2
99 3,5-(1-C3H7) 2
100 2,4,6-(Í-C3H7)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4Hs
105 3-t-C4H9
106 4-t-C4H9
107 2,3-(t-C4Hg)2
108 2,4-(t-C4H9)2
109 2,5-(t-C4Hg)2
110 2,6—(t-C4Hg)2
111 3,4-(t-C4Hg)2
112 2,4,6-(t-C4H9) 3
113 4—n—C9H29
114 4-n-C:2H25
115 4-n-Ci5H3i
116 4-(1,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-t-C4Hg, 5-CH3
120 2,6-(t-C4Hg)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CHj, 6-t-C4Hg
123 2-CHj, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-Í-C3H7, 5-CH3
127 2,4-(t-C4H9)21 6-1-C3H7
128 2-Allyl
129 3-Allyl
130 4-Aliyl
-632CZ 288922 B6
Číslo Tm
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hn
134 4-cyklo-C6Hn
135 2,4-(cyklo-C6Hii)2- 6-CH3
136 2-CH3, 4-cyklo-CeHn
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 ^-c6h5 ' v · .
143 3-C6.H5
144 4-C6H5 J
145 4- (2-Í-C3H7.-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-C6H5
148 2-Br, 4-C6H5
149 2-C6H5, 4-Cl
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-Cl, 4-CH2C6H5 .
154 2-Br, 4-CH2C6H5
155 v 2-cyklo~C6Hn, 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-cl, 4-cyklo-C6Hn
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161. 4-OCH3 . ·
Í62 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-n-C3H7
-633CZ 288922 B6
ČÍF1O Tm
167 4-O-n-C3H7
168 2-O-1-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-C6Hi3
172 3-O-n-CgHi3
173 4-O-n-C6H13
174 2-O-n-C8Hi7
175 3 -0-n-C8Hi7
176 4-O-n-C8Hi7
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2C6Hs
180 2-0- (CH2) 3C6H5 ’
181 3-0- (CH2) 3CeH5
182 4-0- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186. 4-CF3
187z 2-OCF3
Í88 3-OCF3
189 4-OCF3
190' 3-OCH2CHF2
191 2-NO2
192 . 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3,.4-Cl
199 2-CH3, 5-C1
200 2-CH3, 6-C1
201 · 2-CH3, 3-F
202 2-CH3, 4-F
-634CZ 288922 B6
Číslo Tm
203 2-CH3, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-Cl, 4-CH3
211 2-Cl, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CH3
214 2-F, 5-CH3 ' .
215 2-Br, 3-CH3
216 2-Br,r4-CH3 - '
217 2-Br, 5-CH3 · -
218 3-CH3/ 4-Cl
219. 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-C1, 4-CH3
226 3-Br,' 4-CH3
227 2-Cl, 4,5-(CH3)2
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
-635CZ 288922 B6
Číslo Tm
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2< 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-(CH3)2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CH3)3, 4-C1
245. 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2» 6-C1
248 2,4-(CH3)2, 6-Br
249 2-i-C3H7, 4-C1, 5-CH3
250 2-Cl, 4-NO2
251 2-NO2, 4-C1 .
252 2-OCH3, 5-NO2
253 2,4-C12i 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
.258 2-CH3, 5-í-C3H-, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5) '
264 4-CO2(C2H5)
265. 2-CO2(n-Č3H7)
266 3-CO2 (n-C3H7)
267 4-CO2 (n-C3H7)
268 2-CO2 (i-C3H7) .
269 3-CO2(i-C3H7)
270 4-CO2 (i-C3H7)
271 2-CO2(n-C6Hi3)
272 3-CO2 (n-C6H13)
273 4-CO2 (n-C6Hi3)
274 2-CH2-OCH3
-636CZ 288922 B6
Číslo Tm
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2Hs)
278 3- CH2O(C2H5)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O (11-C3H7)
283 2-CH2O(i-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO.
287 3-CHO
288 4-CHO
289 2-CO-CH3 , '
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3 .
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH (CH3) -CH3
299 3-CO-CH (CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4—CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH2-CO
304 2-Mě-4-CH3-CH2-CH2-CO
305 2 -Me- 4 -CH3 -CH (CH3) -CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-ČH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH{CH3)-CO
-637CZ 288922 B6
Číslo m
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2-C1-4-CH3-CH(CH3)-CO
315 2,5-C12-4-CHO
316 2,5-CI2-4-CH3-CO
317 2,5-C12-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CH3) -CO
320 2-C(=NOCH3)-CH3
321 . 3-C(=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
32.3 2-C (=NOC2.H5) -CH3
324 3-C (=NOC2H5) -CH3 -
325 4-C (=NOC2H5)-CH3
326 2-C (=NO-n-C3H7) -CH3
327 3-C (=NO-n-C3H7)-CH3
328 4-C(=NO-n-C3H7)-CH3 ·
329 2-C (=NO-i-C3H7) -CH3
330 3-C (=N0-í-C3H7)-CH3
331 4-C (=NO-i-C3H7) -CH3
332 2-C (=NO-Allyl)-CH3
333 3-C(=NO-Allyl)-CH3
334 . 4-C (=NO-Allyl)-CH3 *
335 2-C (=NO-trans-Chlorallyl)-CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-C(=NO-trans-Chlorallyl)-CH3
338 2—C(=NO-Propargy1)-CH3
339 3 —C(=NO-Propargy 1)-CH3
340 4-C(=NO-Propargyl)-CH3 .
341 2-C(=NO-n-C4H9)-CH3 · .
3'42 3 -C (=NO-n-C4H9) -CH3
343 4-C (=NO-n-C4Hg)-CH3
344 2-C (=NO-CH2-C6H5) -CH3
345 3-C (=NO-CH2-C6H5)-ch3
346 4-C (=NO-CH2-C5H5)-CH3
-638CZ 288922 B6
Číslo Tm
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2 -CH3-4 -CH=NO-n-C3H7
350 2-CH3-4-CH=NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2—CH3—4—CH=NO—n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4-(CH3-C=NOC2H5)
358 2-CH3-4-(CH3-C=NO-n-C3H7)
359 2-CH3-4-(CH3-C=NO~Í-C3H7)
360 2-CH3-4-(CH3-C=NO-Allyl)
361 2 -CH3-4 - (CH3 -C=NO-1 rans-Chlorally 1)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H9)
364 2-CH3-4-(CH3-C=NO-CH2-C6H5)
365 2-CH3-4-(C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 2-CH3—4-(C2H5-C=NO-n-C3H7)
368 2-CH3-4-(C2H5-C=NO-í-C3H7
369 2—CH3-4-(C2H5-C=NO-Allyl)
370 2 -CH3-4 - (C2Hs-C=NO-t rans-Chlorally 1)
371 2-CH3-4-(C2H5-C=NO-Propargyl) ' .
372 2-CH3-4-(C2H5-C=NO-n-C4Hs)
373 2-CH3-4-(C2Hs-C=NO-CH2-C6H5)
374 2,5-(CH3) 2-4-(CH3-CsNOCH3 )
375 2.5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2,5- (CH3) 2-4- (CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (ČH3-C=NO-i-C3H7)
378 2,5-(CH3) 2-4-(CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4-(CH3-C=NO—n-C4H9)
382 2,5- (CH3) 2-4- (CH3-C=NO-CE2-CeH5)
-639CZ 288922 B6
Číslo Tm
383 2-CeHs
384 3-C6H5
385 4-C6H5
386 2-(2'-F-CgH4)
387 2-(3'-F-CgH4)
388 2-(4'-F-CgH4)
389 3-(2'-F-CSH4)
390 3-(3'-F-CgH4}
391 3-(4'-F-C6H4)
392 4-(2'-F-C6H4)
393 4-(3'-F-CgH4)
394 '4-{4'-F-C6H4)
395 ~ 2-(2'-C1-C6H4)
396 2-(3 '-Cl-CgH4) ''
397 2-(4 ' -Cl-CgH4)'
398 3-(2'-Cl-CgH4)
399 3-(3' -C1-C6H4)
400 3-(4'-Cl-CgH4)
401 4-(2'-Cl-CgH4)
402 4-(3 '-Cl-CgH4)·
403 4-(-4 '-Cl-CgH4) -
405 2-(2'-ČH3-CgH4)
406 2-(3 '-CH3-CgH4)
407 2-(4'-GH3-CgH4)
408 3-(2' -CH3-CgH4)
409 . 3-(3 '-CH3-CgH4)
410 3-(4'-CH3-CgH4)
411 4-(2'-CH3-C6H4)
412 4- (3' -CH3-C6H4)
413' 4-(4'-CH3-CgH4)
414 2-(2'-CH3-CO-CgH4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-CgH4).
417 3-(2’-CH3-CO-CgH4)
418 3-(3'-CH3-CO-CgH4)
419 3- (4' -CH3-CO-C6H4)
-640CZ 288922 B6
Číslo Tm
420 4- (2 ' -CH3-CO-C6H4)
421 4- (3 '-CH3-CO-C6H4)
422 4- (4' -CH3-CO-C6H4)
423 2-(2'-(CH3-C(=N0Allyl) )-CgH4)
424 2-(3' - (CH3-C (=N0Allyl) )-C6H4)
425 2-(4' - (CH3-C (=N0Allyl) )-C6H4)
426 3- (2 ' - (CH3-C (=NOA1 ly 1) ) -C6H4)
427 3-(3 ' - (CH3-C (=N0Allyl) )-C6H4)
428 3-(4' - (CH3-C (=N0Allyl) )-C6H4)
429 4-(2(CH3-C(=NOAllyl) )-C6H4)
430 4-(3'-(CH3-C(=NOAllyl) )-C6H4)
431 ' 4-(4 ' - (CH3-C (=NOAllyl) )-C6H4) v
432 2- (2 '-CH3O2C-C6H4)
433 2- (3CH3O2C-C6H4)
434 2-(4'-CH3O2C~ČeH4) . -z
435 3- (2' -CH3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3- (4' -CH3O2C-C6H4)
438 4-(2' -CH3O2C-C6H4)
439 4-(3 '-CH3O2C-C6H4)
440 4- (4 ' -CH3O2C-C6H4)
441 2-(2 '-CH3O-C6H4)
442 2- (3' -CH3O-C6H4 )
443 2- (4 · -CH3O-C6H4)
444 3-(2'-CH3O-C6H4) 1
445 3- (3' -CH3O-C6H4)
446 3- (4 '-CH3O-C6H4)
447 4- (2 ' -CH3O-C6H4)
448 4- (3 ' -CH3O-C6H4)
449 4-(4'-CH3O-C6H4)
450 2-(2 '-O2N-C6H4)
451 2-{3'-O2N-C6H4>
452 2-(4'-O2NC6H4) .
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-C6H4)
455 3-(4'-O2N-C6H4)
-641 CZ 288922 B6
Číslo Tm
456 4- (2' -O2N-C6H4)
457 4-(3'-O2N-C6H4)
458 4-(4'-O2N-CgH4)
459 2-(2'-NC-CgH4)
460 2 - (3 ' -NC-C6H4)
461 2-(4'-NC-CgH4)
462 3 - (2 ' -NC-CgH4)
463 3-(3 '-NC-CgH4)
464 3-{4'-NC-CgH4)
465 4- (2' -NC-CgH4)
466 4-(3 '-NC-C6H4)
467 4--(.4' -NC-C6H4)
468 . 2-(2 '-CF3-C6H4)
469 2-(3 ' -CF3-C6H4)
470 2-(4' -CF3-CgH4)
471 3- (2 ' -CF3-C6H4)
472 3-(3'-CF3-CgH4)
473 3-(4'-CF3-CgH4)
474 4-(2'-CF3-CgH4)
475 4-(3 '-CF3-C6H4)
476 4-(4' -CF3-C6H4)
477 2-O-CgHs
475 3-O-C6H5 .
476 4-O-CgH5
478 2-o-(2'-F-CgH4)
479 2-O-(3'-F-CgH4)
480 2-o-(4'-F-C6H4)
481 3-O-(2'-F-CgH4)
482 3-0-(3'-F-CgH4)
483 3-0-(.4'-F-CgH4)
484 4 O-(2'-F-CgH4)
485 4 O-(3'-F-CgH4)
486 4-O-(4'-F-CgH4)
487 2-O-(2'-Cl-C6H4) /
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-CgH4)
-642CZ 288922 B6
Číslo Tm
490 3-O-(2'-Cl-C6H4)
491 3-0-(3'-C1-C6H4)
492 3-O-f4'-Cl-C6H4)
493 3-0-(4’-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-C6H4)
497 2-O-(2'-CH3-C6H4)
49.8 2-O-(3'-CH3-C6H4)
499 2-O-(4'-CH3-C6H4)
500 3-O-(2'-CH3-C6H4)
501 v 3-0-(3'-CH3-CsH4)
502 3-O-(4'-CH3-C6H4)
503 . 4-O-(2'-CH3-C6H4)
.504 4-O-(3'-CH3-C6H4) .
505 4-0-( 4 '-CH3-CgH4) .
506 2 -0- (2 ' -CH3-CO-C6H4 )
507 2-0-(3 '-CH3-CO-C6H4)
508 2 -0- (4 ' -CH3 -CO-C 6H4)
509 3-0-(2 '-CH3-C0-C6H4)
510 3-0-(3 '-CH3-C0-C6H4)
511 3-O-(4'-CH3-CO-C6H4)
512 4-0-(2'-CH3-CO-C6H4)
513 4-0-(3'-CH3-CO-C6H4)
514 4-0-(4 '-CH3-CO-C6H4)
515 2-0-(2 ' - (CH3-C (=N0Ally 1))-C6H4)
516 2-0- 13'-. (CH3-C (=N0Allyl)) -C6H4) '
517 2 -0- (4' - (CH3-C (=N0Ally 1)) -C6H4)
518 3-0-(2 ' - (CH3-C (=N0Ally 1))-C6H4)
519 3-0- (3 ' - (CH3-C (=NOAllyl)) -C6H4)
520 3-0-(4' - (CH3-C (=NOAlly 1))-C6H4)
521 . 4-0-(2 ' - (CH3-C (=NOAllyl))-C6H4)
522 4-0-(3 ' - (CH3-C (=N0Allyl))-C6H4)..
523 4-0- (4 ' - (CH3-C (=N0Allyl)) -C6H4)
524 2-0-(2'-CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
-643CZ 288922 B6
Číslo
526 2-0- (4' -CH3O2C-C6H4)
527 3-0- (2 ' -CH3O2C-C6H4)
528 3-0- (3 · -CH3O2C-CgH4)
529 3-0- (4 ' -CH3O2C-C6H4)
530 4-O-(2'-CH3O2C-C6H4)
531 4-0- (3 ' -CH3O2C-C6H4)
532 4-0-(4'-CH3O2C-CgH4)
533 2-O-(2'-CH3O-CeH4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C6H4)
536 3-O-(2'-CH3O-C6H4Ú ·
537 3-O-(3’-CH3O-C6H4) -
538 3-OH4'-CH3O-C6H4)
539 4-O-(2'-CH3O-C6H4)
540 4-0- (3 ' .-CH3O-C6H4)
541 · 4-O-(4'-CH3O-C6H4)
542 2-0-(2 '-O2N-CgH4)
543- 2-O-(3'-O2N-CeH4)
544 2-0—(4 '-O2N-CgH4)
545 3-0-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-O-(4'-O2N-CeH4) ·
548 4-O-(2'-O2N-C6H4)
549 4-0-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-0-(2'-NC-CgH4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-C6H4)
554 3-0-(2'-NC-C5H4)
555 3-0-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-O-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H4)
561 2-0-(3 '-CF3-CgH4)
-644CZ 288922 B6
Číslo Tm
562 2-0-(4' —CF3-CgH4)
563 3-O-(2'-CF3-C6H4)
564 3-0- (3' -CF3-C6H4)
565 3-0- (4 ' -CF3-C6H4)
566 4-O-(2'-CF3-C6H4)
567 4-0- (3 ' -CF3-C6H4)
568 4-0- (4 ' -CF3-C6H4)
569 2-Pyridyl-2’
570 2-Pyridyl-31
571 2-Pyridyl-4·
572 3-Pyridyl-2’
.573 3-Pyridyl-3'
574—- 3-Pyridyl-41
575 4-Pyridyl-2·
576 4-Pyridyl-3’
577 4-Pyridyl-4’
578 2-Pyrimidinyl-2'
579 2-Pyrimidinyl-3'·
580 2-Pyrimidinyl-4' -
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
58.4 . 4-Pyrimidinyl-2'
585 4-Pyrimidinyl-3'. .
586 . 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3' '
589 2-Pyrazolyl-4’
590 3-Pyrazólyl-l'
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3' .
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4’
-645CZ 288922 B6
Číslo
598 2-Isoxazoly1-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4’
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazolyl-3'
609' 3-Isothiazolyl-4'
610 3-lsothiazoly1-5'
611 ^-Isotlíiazolyl·^'
612 4-Isothiazolyl-4
613 4-Isothiazolvl-5'
614 2-Imidazolyl-l'
615 2-Imidazoíy.l-2' ·
616 2-Imidazolyl-4'
617 3-Imidazolyl-l' .
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'.
621 4-Imidazolyl-2'
622 4-Imidazoly1-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4' . . - - .
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'.
630 4-Oxazolyl-4'
631 - 4-Oxazolyl-5-'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
-646CZ 288922 B6
Číslo Tm
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2 -CH3-4 - ( ch3-c=n-o-ch2-ch2-och3 )
642 2-CH3-4-(C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- (CH3) 2-4- (CH3-C=N-O-CH2-CH2-0CH3)
644 2-CH3-4- (n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=NT0C2H5)
646 2-CH3-4-(n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4-(n-C3H7-C=N-O—i-C3H7) ·
648 2-CH3-4-(n-C3H7-C=N-O-Allyl)
649 2-CH3-4-(n-C3H7-C=N-O-trans-Chlorallyl)
650 2-CH3-4-(n-C3H7-C=N-O-Propargyl)
651 2-CH3-4- (n—C3H7—C=N—0—n—C4H9)-
652 2-CH3-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4- (i-C3H7~Č=N-OCH3)
654 2-CH3-4-(i-C3H7-C=N-OC2H5)
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3-4-(i—C3H7~C=N—0—i—C3H7)
657 2-CH3-4-(i-C3H7-C=N-O-Allyl)
658 2-CH3-4-(i-C3H7-C=N-O-trans-Chlorallyl)
659 2 -CH3-4- (i-C3H7-C=N-O- Propargyl)
660 2-CH3-4-(i—C3H7—C=N—0—Π—C4H9)
661 2-CH3-4- (i-C3H7-C=N-O-CH2-C6H5)
662 2—0-n-C4H9
663 . 2-0-Í-C4H9
664 2-O-S-C4H9
665 2-O-t-C4H9
666 2-Neopentyloxyskupina
667 3-O-n-C4Hg
668 . 3-O-Í-C4H9
669 3-O-S-C4H9
-647CZ 288922 B6
Číslo Tm
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-O-n-C4H9
673 4-O-i-C4H9
674 4-O-S-C4H9
675 4-0—t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2H5
679 3-CH3-4-O-n-C3H7
680 3-CH3-4-O-n-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-Ó-S-C4H9
683 - 3-CH3—4-O-t—C4H9
684 3-ch3 - 4-Neopenty loxyskupina
685 2-CH3-3-OCH3
686 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O-CH3
693 4-CH3-6-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-i-C3H7 ·' ,í
696 2-CH3-4-O-i-C3H7
697 2-CH3-5-O-i-C3H7
698 2-CH3-6-O-i-C3H7
699 3-CH3-4-O-Í-C3H7
700 . 3-CH3-5-O-i-Č3H7
701 3-CH3-6-O-í-C3H7
702 4-CH3-5-O-i-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-í-C3H7
705 2-Cl-3-OCH3 ' ‘
-648CZ 288922 B6
Číslo
706 2-C1-4-OCH3
707 2-C1-5-OCH3
708 2-CI-6-OCH3
709 3-C1-4-OCH3
710 3-CI-5-OCH3
711 3-CI-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
-649CZ 288922 B6
Tabulka 44
I: R- = Η, X = CH3
II: R- = CH3, X = CK3
III: R- = c2h5, X - ch3
IV: R- = Allyl, X = CH3
V: R- = Propazgyl, X = CH;
VI: R- = CH2-OCH3, X = ch3
VII: R* = CO2CH3, X = ch3
VIII: R1 = Η, X = Cl
IX: R- = CH3, X = Cl
X: R- = C2H5, X = Cl
XI: R1 = Allyl, X = Cl
XII: R* « Propargyl, X = Cl
XIII: R* = CH2-OCH3,' X = cl
XIV: • Rl = CO2CH3, X ='Cl
Číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-CgH5-Pyrrolyl-3
4 N- (4' -CH3-CgH4) -Pyrrolyl-3
5 N- (3' -CH3-CgH4)-Pyrrolyl-3
6 N- (2' -CH3-CgH4) -Pyrrolyl-3
7 N- (4 ' -CH3O-C6H4) -Pyrrolyl-3 .
8 N-(3'-CH3O-CgH4)-Pyrrolyl-3
9 N-(2'-CH3O-C6H4)-Pyrrolyl-3
10 N- (4' -NO2*-CgH4) -Pyrroiyl-3
11 N-(3'-NO2-C6H4)-Pyrrolyl-3
12 N- (2' -NO2-CgH4) -Pyrrolyl-3
13 N- (4' -CN-CgH4) -Pyrrolyl-3
14 N- (3 ’ -CN-CgH4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 . N- (4' -Cl-CgH4) -Pyrrolyl-3
17 N-(3'-C1-C6H4)-Pyrrolyl-3
18 N-(2'-C1-C6H4)-Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-CgH5-Pyrrolyl-2
-650CZ 288922 B6
Číslo B
22 N- (4' -CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2' -CH3-C6H4) -Pyrrolyl-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3' -CH3O-C6H4) -Pyrrolyl-2
27 N-(2'-CH3O-C6H4)-Pyrrolyl-2
28 N- (4 ' -NO2-C6H4) -Pyrrolyl-2
29 N- (3 ' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-C6H4) -Pyrrolyl-2
31 N-(4'-CN-C6H4)-Pyrrolyl-2
32 N-(3 '-CN-C6H4)-Pyrrolyl-2
33 N- (2 '-CN-C6H4) -Pyrrolyl-2 ' '
34 N- (4' -CI-C6H4) -Pyrrolyl-2
35 N-(3'-CI-C6H4)-Pyrrolyl-2
36 N- (2 ' -CI-C6H4) -Pyrrolyl-2
37. Furyl-2.
38 · 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 5- (·4 ' -CH3-C6H4) -Furyl-2
41 5- (3 ' -CH3-C6H4) -Furyl-2
42 5-(2'-CH3-CgH4)-Furyl-2
43 5-(4'-CH3O-CgH4)-Furyl-2
44 5-(3'-CH3O-C6H4)-Furyl-2
45 5-(2'-CH3O-C6H4)-Furyl-2
46 5-(4 '-NO2-C6H4)-Fůry 1-2
47 5- (3' -NO2-C6H4) -Fůry 1-2
48 5-(2'-NO2-C6H4)-Furyl-2
49 5- (4' -CŇ-C6H4) -Furyl-2
50 5-(3'-CN-Cefy)-Fůry 1-2
51 5-(2'-CN-C6H4)-Furyl-2
52 5- (4 ' -CI.-C6H4) -Furyl-2
53 5-(3 '-CI-C6H4)-Furyl-2
54 5-(2'-CI-C6H4)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4-(4'-CH3-CgH4)-Furyl-2
-651 CZ 288922 B6
Číslo . B
58 . 4 - (3' -CH3 -C6H4) -Furyl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4-(4'-CH3O-C6H4)-Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4 - (2' -CH3O-CSK4) -Furyl-2
63 4- (4' —NO2—CgH4) -Furyl-2
64 4- (3 ' -NO2-CgH4) -Furyl-2
65 4 - (2' -NO2-C5H4) -Furyl-2
66 4 - (4' -CN-C6H4) -Furyl-2
67 4 - (3 ' -CN-C6H4) -Furyl-2
68 4-(2'-CN-C6H4)-Furyl-2
69 4- (4 ' -C1-C6H4) -Furyl-2
70 4-(3' -C1-C6H4) -Furyl-2
71 4-(2'-C1-C6H4)-Furyl-2
72- Thienyl-2
73 5-CH3-Thienyl-2
74 5-CgH5-Thienyl-2
75 5-(4'-CH3-CgH4)-Thienyl-2
76 5-(3'-CH3-C6H4)-Thieny 1-2
77 5-(2'-CH3-CgH4)-Thienyl-2 .
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3' -CH3O-C6H4) -Thienyl-2
80 5-{.2'-CH3O-C6H4)-Thienyl-2
81 5- (4' -NO2-C6H4) -Thieny 1-2
82 5- (3' -NO2-CeH4) -Thienyl-2
83 5- (2' -NO2-C6H4) -Thienyl-2
84 5- (4 · -CN-C6H4) -Thienyl-2
85. 5- (3' -CN-C6H4) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4' -C1-C6H4) -Thienyl-2
88 5-(3'-C1-C6H4)-Thienyl-2
89 5- (2' -C1-C6H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CgHs-Thienyl-2
92 4-(4'-CH3-C6H4)-Thienyl-2
93 4-(3'-CH3-C5H4)-Thienyl-2
-652CZ 288922 B6
Číslo B
94 4- (2 ' -CH3-C6H4) -Thienyl-2
95 4- (4' -CH3O-C6H4) -Thienyl-2
96 4 - (3' -CH3O-C6H4) -Thienyl-2
97 4 - (2' -CH3O-C6H4) -Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4-(3 '-NO2-C6H4)-Thienyl-2
100 4 - (2 ' -NO2-C6H4) -Thienyl-2
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- {3 ' -CN-CéH4) -Thienyl-2
103 4 - (2 ' -CN-C6H4) -Thienyl-2
104 4-(4'-Cl-CgH4)-Thienyl-2
105 4-(3 ' -C1-C6H4) -Thienyl-2
106 * 4-(2'-C1-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3„- Thí eny-1 - 3
109 5-CgH5-Thienyl-3
110 5-(4'-CH3-C6H4)-Thienyl-3
111 5- (3 ' -CH3-C6H4) -Thienyl-3
112 5- (2' -CH3-C6H4) -Thienyl-3
113 5-(4'-CH3O-C6H4)-Thiény 1-3.
114 5- {3 ' -CH3O-C6H4) -Thienyl-3
115 5-(2'-CH3O-C6H4)-Thienyl-3 ' ... · z
116 . 5-.(4 ’ -NO2-C6H4) -Thienyl-3'
117 5- (3' -NO2-C6H4) -Thienyl-3
118 5- (2 ' -NO2-CgH4) -Thienyl-3 .
119 5-(4'-CN-CgH4)-Thienyl-3
120 5-(3'-CN-C6H4)-Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- ( 4 '-Cl-CgH4)-Thienyl-3
123 5-(3'-Cl-CgH4)-Thienyl-3
124 5-(2'-C1-C6H4)-Thienyl-3 -
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N-(4 '-CH3-CgH4)-Pyrazolyl-4
129 N.- (3' -CH3-C6H4) -Pyrazolyl-4
-653CZ 288922 B6
Číslo B
130 N- (2 ’ -CH3-C6H4) -Pyrazolyl-4
131 N- (4 ' -CH3O-CgH4) -Pyrazolyl-4
132 N- (3 ' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2' -CH3O-CgH4) -Pyrazolyl-4
134 N- (4' -NO2-C6H4) -Pyrazolyl-4
135 N- (3 ' -NO2-C6H4)-Pyrazolyl-4
136 N- (2' -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-CgH4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-C6H4) -Pyrazolyl-4
140 N-(4'-Cl-CgH4 Pyrazolyl-4
141 N- (3' —Cl—CgH4) -Pyrazolyl-4
142 N- (2' - Cl-CgH4) -Pyrazolyl-4
143 3 -CH3 -N-Met hy lpyrazo ly 1 - 4
144 3-C6H5-N-Methylpyrazolyl-4/''
145 3-(4'-CH3-CgH4)-N-Methylpyrazolyl-4 -
146 3- (3.' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2' -CH3-CgH4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O- C5H4) -N-Methylpyrazolyl-4
149 3- (3' - CH3O- C6H4) -N-Methylpyrazolyl-4
150 3t (2' -CH3O-C6H4) -N-Methylpyrazolyl-4
151 3 - (4' -NO2-C6H4) -N-Methylpyrazolyl-4
152 3 - (3' - NO2~C6H4) -N-Methylpyrazolyl-4
153 3 - (2' -NO2-C6H4) -N-Methylpyrazolyl-4
154 3-{4'-CN-C6H4)-N-Methylpyražolyl-4
155 3 - (3' -CN-CeH4) -N-Methylpyrazolyl-4
156 3- (2' -CN—CgH4) -N-Methylpyrazolyl-4
157 3- (4' - Cl-C6H4) -N-Methylpyrazolyl-4
158 3-(3'-C1-C5H4)-N-Methylpyrazolyl-4
159. 3 - (2' -Cl-CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CJíj-Išoxazolyl-5
162 3-C6Hs-Isoxazolyl-5
163 3-(4 ’-CH3-C6H4)-Isoxazolyl-5
164 3-(3' -CH3-C6H4)-Isoxazolyl-5
165 3-(2'-CH3-C6H4)-Isoxazolyl-5
-654CZ 288922 B6
Číslo B
166 3-(4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3' -CH3O-C6H4) -Isoxazolyl-5
168 3- (2' —CH3O—C5H4) -Isoxazolyl-5
169 3- (4 '-N02-C6H4)-lsoxazolyl-5
170 3 - (3 ' -NO2-C6H4) -Isoxazolyl-5
171 3- (2' -NO2-C6H4) -Isoxazolyl-5
172 3- (4' -CN-C6H4) -Isoxazoly 1-5
173 3 - (3 ' -CN-C6H4) -Isoxazolyl-5
174 3- (2' -CN-C6H4) -Isoxazolyl-5
175 3- (4' -CI-C6H4) -Isoxazolyl-5
176 3-(3'-C.I-C6H4)-Isoxazolyl-5
177 3-(2'-CI-C6H4)-Isoxazolyl-5
178 4-Chlori-soxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C6Hs-4-Chlorisoxazolyl-5
181 3- {4' -CH3-C6H4) -4-Chlorisoxazolyl-5
182 3 - (3' -CH3-C6H4) -4-Chlorisoxazolyl-5
183 3- (2 '-CH3-C6H4)-4-Chlórisoxazolyl-5
184 3-(4'-CH3O-C6H4)-4-Chlor isoxazolyl-5
185 3- (3' -CH3O-C6H4) -4-Chlorisoxazolyl-5
186 3- (2' -CH3O-C6H4) -4-Chlorisoxazolyl-5
187 3-(4'-NO2-C6H4)-4-Chlorisoxazqlyl-5
188 3- (3' -NO2-C6H4) -4-Chlorisóxazoly 1-5
189 3 - (2' -NO2-C6H4) -4-Chlorisoxazoly 1-5
190 3-(4'-CN-C6H4)-4-Chlorisoxazoly 1-5
191 3 -(3'-CN-C6H4)-4-Chlorisóxažolyl-5 '
192 3- (2' -CN-C6H4) -4-Chlor isoxazolyl-5
193 ' 3-(4'-CI-C6H4)-4-Chlorisoxazolyl-5
194 3 — (3' -CI-C6H4) -4-Chlor isoxazolyl-5
195 3- (2' -CI-C6H4) -4-Chlor isoxazolyl-5
196 Isoxazolyl-3
19.7' 5-CH3-Isoxazolyl-3
198 5-CgH5-Isoxazolyl-3
199. 5-(4'-CH3-C6H4)-Isoxazoly 1-3
200 5-(3'-CH3-C6H4)-IsoXazolyl-3
201 5-(2'-CH3-C6H4)-Isoxazolyl-3
-655CZ 288922 B6
Číslo B
202 5- (4' -CH3O-CgH4) -Isoxazolyl-3
203 5- (3 ' -CH3O-CgH4) -lsoxazolyl-3
204 5- (2' -CH3O-C6H4) -lsoxazolyl-3
205 5 — (4'-NO2-C6H4) -lsoxazolyl-3
206 5- (3 ' -NO2-C6H4) -Isoxazolyl-3
207 5- (2 · -NO2-C6H4)-Isoxazolyl-3
208 5- (4 ' -CN-CgH4) -Isoxazolyl-3
209 5- (3' -CN-CgH4) -Isoxazolyl-3
210 5- (2 ' -CN-CgH4) -lsoxazolyl-3
211 5- (4' —Cl—ΟβΗ4) -Isoxazolyl-3
212 5-(3 '-CI-C6H4)-Isoxazolyl-3
213 5-(2 z-Cl-CgH4)-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5 z
216 3-CgHs-Isothiazplyl-5 . ''
217 3- (4' —CH3—CgH4) -Isothiazolyl-5
218 3-(-3' —CH3—CgH4)-Isothiazolyl-5
219 3- (2' -CH3-C6H4) -Isothiazolyl-5
220 3- (4' - CH3O-CgH4) -lsothiazolyl-5
221 3 - (3' -CH3O-CgH4) -Isothiazolyl-5
222 3- (2 · -ςΗ3Ο-ς6Η4) -Isothiazolyl-5
223 3 - (4' -NO2-CgH4) -Isothiazolyl-5
224 3-(3'-NO2-C6H4)-Isothiazolyl-5
225 3- (2' -NO2-C6H4) -Isothiazolyl-5
226 3- (4' -CN-CgHí) -Isothiazoly 1-5
227 3-(.3'-CN-CgH4)-Isothiazolyl-5
228 3-(2'-CN-C6H4)-Isothiazolyl-5.
229 3-(4'-Cl-CgH4)-Isothiazoly 1-5
230 3-(3'-CI-C6H4)-Isothiazolyl75
231 3-(2'-CI-C6H4)-Isothiazoly 1-5
232 Oxazolyl-4
233 3-CH3-Oxazolyl-4
234 3-CgH5-Oxazolyl-4
235 3-(4'-CH3-C6H4)-Oxazolyl-4
236 3-(3'-CH3-C6H4)-Oxazolyl-4
237 3 - (2' -CH3-C6H4) -Oxazolyl-4
-656CZ 288922 B6
Číslo B
238 3 - (4' -CH3O-CgH4)-Oxazolyl-4
239 3 - (3 '-CH3O-C6H4) -Oxazolyl-4
240 3 - (2 ' -CH3O-CgH4) -Oxazolyl-4
241 3-(4'-NO2-C6H4)-Oxazolyl-4
242 3 - (3' -NO2-C6H4) -Oxazolyl-4
243 3-(2'-NO2-C6H4)-Oxazolyl-4
244 3- (4 ' -CN-CgH4) -Oxazolyl-4
245 3 - (3 ' —CN—CgH4) -Oxazolyl-4
246 3- (2' -CN-C6H4) -Oxazolyl-4
247 3 - (4' -Cl-CgH4) -Oxazolyl-4
248 3- (3' - C1-C6H4) -Oxazolyl-4
249 3-(2 '-C1-C6H4)-Oxazólyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CgHs-Thiazolyl-4 - < - · <
253 2-(4 ’-CH3-C6H4)-Thiazolyl-4
254 2-(3 '-CH3-C6H4)-Thiazolyl-4
255 2-(2 '-CH3-C6H4)-Thiazolyl-4
256 2- (4' -CH3O-C6H4) -Thiazolyl-4
267 2- (3 ' -CH3O-CgH4) -Thiazolyl-4
258. 2-(2'-CH3O-CgH4)-Thiazolyl-4
259 2- (4 · -NO2-CgH4) -Thiazolyl-4
260 2-(3'-NO2-CgH4)-Thiazolyl-4
261 2- (2 ' -NO2-CgH4)-Thiazolyl-4
262 2-(4'-CN-CgH4)-Thiazolyl-4
263 . 2- (3' —CN-CgH4) -Thiazolyl-4
264 2- (2' -CN-C6H4) -Thiazolyl-4
265 2-(4 '-Cl-CgH4)-Thiazolyl-4
266 2-(3' -C1-C6H4) -Thiazolyl-4
267 : 2-(2'-Cl-CgH4)-Thiazolyl-4
268 N-CH3-1,2,4-Triazolyl-5
269 - 3-CH3-N-CH3-1,2,4-Triazolyl-5
270 3-CgH5-N-CH3-l, 2,4-Triazoly 1-5
271 3 - (4' -CH3-C6H4) —N—CH3—1,2 4-Triazolyl-5
272 3 -3 ' -CH3-CgH4) -N-CH3-1,2, 4-Triazoly 1-5
273 3- (2' -CH3-C6H4) -N-CH3-1,2,4-Triazolyl--5
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Číslo B
274 3-(4'-CH3O-C6H4)-N-CH3-1,2,4-Triazolyl-5 '
275 3- (3' -CH3O-C6H4) -N-CH3-1,2,4-Tr iazolyl-5
276 3 - (2' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
277 3- (4' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
278 3- (3' -ΝΟ2-Ο6Η4) -N-CH3-1,2,4-Triazolyl-5
279 3- (2' -NO2-C6H4) -N-CH3-1.2,4-Triazolyl-5
280 3- (4· -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3' -CN-C6H4) -N-CH3-1,2,4-Tr iazolyl-5
282 3- (2 ' -CN-CSH4) -N-CH3-1,2,4-Triazolyl-5
283. 3- (4' -C1-C6H4) -N-CH3-1,2,4-Triazolyl-5
284 3- (3' - Cl-C6H4) -N-CH3-1,2,4-Tr iazolyl-5
285 . 3- (2' -C1-C6H4) -N-CH3-1,2,4-Triazoly 1-5
286 1,3,4-Oxadiazoly 1-2
287 5-CH3-I,3,4-Oxadiazoly1-2
288 5-C5H5-1,3,4-Oxadiazoly1-2
289 5- (4' -CH3-C6H4 )-1,3,4-Oxadiazoly 1-2
290 5- (3' -CH3-CgH4 )-1,3,4-Oxadiazoly 1-2
291 5- (2' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
292 5- (4' -CH3O-C6H4 )-1,3,4-Oxadiazolyl-2
293 5- (3' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5-.(2'-CH3O-C5H4)-1,3,4-Oxadiazolyl-2
295 5- (4' -NO2-C6H4) -1,3,4-Oxadiazoly 1-2 <
296 5- (3 '-NO2-C6H4 )-1,3,4-Oxadiazoly 1-2 ... .
297 5- (2' -NO2-C6H4 )-1,3,4-Oxadiazoly 1-2
298 5-(4'-CN-C5H4)-1,3,4-Oxadiazolyl-2
299 5-(3'-CN-C6H4)-1,3,4-Oxadiazolyl-2
300 5- (2' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
301 5- (4 · -C1-C6H4 ).-1,3,4-Oxadiarolyl-2 ‘
302 5- (3' -C1-C6H4) -1,3,4-Oxadiazolyl-2
303 5- (2' -C1-C6H4 )-1,3,4-Óxadiazolyl-2
304 1,2,-4-Oxadiazoly 1-3
305 . 5-CH3-1,2,4-Oxadiazoly 1-3
306 S-CgHs-l,2,4-Oxadiazoly1-3
307 5- (4’ -CH3-C6H4 )-1-,2,4-OxadiazolyΊ-3
308 5-(3'-CH3-C6H4)-1,2,4-Oxadiazoly 1-3
309 5- (2' - CH3-CgH4 )-1,2,4-Oxadiazoly 1-3
-658CZ 288922 B6
Číslo B
310 5- (4' -CHgO-CgH^ )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- (4' —NO2—CgH4 )-1,2,4-Oxadiazoly1-3
314 5- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
315 5-(2·-NO2-C6H4 )-1,2,4-Oxadiazoly1-3
316 5- (4 ' -CN-C6H4 )-1,2,4-OxadiazOlyl-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
319 5- (4' - Cl-C6H4 )-1,2,4-0xadiazoly 1-3
320 5-(3.'-CI-C6H4)-1,2,4-Oxadiazolyl-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazolyl-5
323 3-CH3-I,2,4-Oxadiazolyl-5
324 3-CgHs-l,2,4-Oxadiazoly1-5
325 3-(4' -CH3-C6H4)-1,2,4-Oxadiazoly 1-5
326 3-(3 <-CH3-C6H4 )-1,2,4-Oxadiazolyl-5
327 3- (2' -CH3-C6H4) -1,2,4-Oxadiazoly 1-5
328 3 - (4'-CH3O-C6H4 )-1,2,4-Oxadiazolyl-5
329 3-(3/-CH3O-C5H4 )-1,2 r4-Oxadiazoly1-5
330 3- (2' —CH3O—CgH4 )-1,2,4-Oxadiazoly 1-5
331 3- (4 · -NO2~CgH4 )-1,2,4-Oxádiazolyl-5
332 3- (3 ' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
333 3 - (2' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-5
334 3- (4' -CN-C6H4 )-1,2,4-OXadiazolyl-5
. 335 3- (3' -CN-C6H4 )-1,2,4-Oxadiazolyl-5
336 3- (2' -CN-C6H4 )-1,2,4-Oxadiazoly 1-5
337 3-(4'-CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3' -C1-CSH4 )-1,2,4-Óxadiazolyl-5
339 3-(2'-C1-C6H4)-1,2,4-Oxadiazolyl-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-I,2,4-Thiadiazolyl-3
342 5-CgHs-l,2,4-Thiadiazólyl-3
343 5- (4' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiažolyl-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
-659CZ 288922 B6
Číslo B
346 5- (4' -CH3O-C5H4 )-1,2,4-Thiadiazoly 1-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
348 5- (2' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
349 5- (4' -NO2-C6H4 )-1,2,4-Thiadiazolyl-3
350 5- (3' -NO2-CSH4 )-1,2,4-Thiadiazolyl-3
351 5-(2'-NO2-C6H4 )-1,2,4-Thiadiazolyl-3
352 5- (4' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
353 5- (3 ' -CN-CsH4 )-1,2,4-Thiadiazolyl-3
354 5- (2 ' -CN-C6H4 )-1,2,4-Thiadiazoly 1-3
355 5- (4' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
356 5-(3 '-CI-C6H4)-1,2,4-Thiadiazolyl-3
357 5- (2/ -C1-C6H4 )-1,2,4-Thiadiazoly 1-3
358 1,3,4-Thiadiazoly 1-2
359 5-CH3-I,3,4-Thiadiazoly1-2
360 5-C6H5-I,3,4-Thiadiazolyl-2
361 5-(4'-CH3-C6H4 )-1,3,4-Thiadiazolyl-2
362 5-(3'-CH3-C6H4 )-1,3,4-Thiadiazolyl-2
363 5-(2'-CH3-C6H4 )-1,3,4-Thiadiazolyl-2
364 5- (4' -CH3O-C6H4) -1,3,4-Thiadiazoly 1-2
365 5- (3' —CH3O—CgH4 )-1,3,4-Thiadiazoly 1-2 .
366 5— (2 * -CH3O-C6H4 )-1,3,4-Thiadiazolýl-2
367 ' 5- (4' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2 . .·
368 5- (3' -NO2-C6H4 )-1,3,4-Thiádiázolyl-2
369 5- (2' -NO2-C6H4 )-1,3,4-Thiadiazoly 1-2
370 5- (4' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazolyl-2
372 5- (2' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
373 5- (4' -CI-C6H4) -1,3,4-Thiadiazoly 1-2
374 - 5-(3'-C1-C6H4)-1,3,4-Thiadiazoly 1-2
375 5-(2'-C1-C6H4)-1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
-660CZ 288922 B6
Číslo B
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 1-Naftyl
385 2-Naftyl
-661 CZ 288922 B6
Tabulka 45
I: Ri = Η, X = CH3
II: R- = CH3, X = ch3
III: R- = C2H5, X = ch3
IV: R1 = Allyl, X = CH3
V: R- - Propargyl, X = CH3
VI: R1 = CH2-OCH3, X = ch3
VII: R1 = co2ch3, X = ch3
VIII: R1 = Η, X = Cl
IX: R- = CH3, X = Cl
X: Ri = C2H5, X = Cl
XI: R- = Allyl, X = Cl
XII: R- = Propargyl, X = Cl
XIII: R1 = CH2-OCH3, X = Cl
XIV: R- = CO2CH3, X = Cl
Číslo Tm
1· H
2 2-F ·
3 3-F
4 4-F .
5 2,4-F2
6 2,4,6-F3
7 2,3,4,5,6-Fs
. 8 2,3-F2 ' . '
9 . 2-C1
10 3-C1
11 4-Cl
12 2,3-C12
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 · 3,4-Cl2
17 3.5-C12
18 2,3,4-Cla
19 2,3,5-Cl3
20 2,3,6-CI3
21 2,4,5-Cl3
22 2,4,6-Cl3
-662CZ 288922 B6
Číslo Tm
23 3,4,5-Cl3
24 2,3,4,6-CIí
25 2,3,5,6-01«
26 2,3,4,5,6-CI5
27 2-Br
28 3-Br
29 4-Br
30 2,4-Br2
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Br3
34 3,4,5,6-Brs ' . .
35 2-J.k '
36 3-j .
3.7 4-J t
38 2,4-J2
39 2-C1, 3-F
40 2-Cl, 4-F
41 2-C1, 5-F ·
42 2-C1, 6-F
43 2-C1, 3-Br
44 2-Cl, 4-Br '' . '
45 2-Cl, 5-Br
46. 2-C1, 6-Br ’
47 2-Br, 3-C1 · x .
48 2-Br, 4-Cl
49. 2-Br, 5-C1
50 2-Br, 3-F
51 2-Br, 4-F
52 2-Br, 5-F
53 2-Br, 6-F
54 2-F, 3-C1
.55 2-F, 4-C1
56 2-F, 5-C1·
57 3-C1, 4-F
58 3-C1, 5-F
-663CZ 288922 B6
Číslo TE
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CH3
67 3-CH3
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3:-2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2 '
74 3,5-(CH3)2
75 2,3,5-(CH3)3 .
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CH3) 4
82 2,3,5,6-(ČH3)4 .
83 2,3,.4,5,6-(CH3)5
84 2-C2H5
85 3-C2H5
86 4-C2H5
87 2,4-(C2Hs)2
88 2,6-(C2H5)2
89 3}5-(C2H5)2
90 2,4,6- (C2H5) 3 ·
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
-664CZ 288922 B6
Číslo Tff.
95 3-Í-C3H7
96 4-1-C3H7
97 2,4-(Í-C3H7) 2
98 2,6-(1-C3H7) 2
99 3,5-(1-C3H7) 2
100 2,4,6-(1-C3H7) 3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4H9
105 3—t-C4H9
106 4-t-C4Hs '
107 2,3-(t-C4H9) 2
108 2,4-(t-C4H9) 2 -
109 2,5-(t-C4H9) 2 - .
110 2,6- (t-C4H9)2
111 3,4-(t-C4H9) 2
112 2,4,6-(t-C4H9)3
113 4—n—C9Hi9
114 4-11-C12H25
115 4- n-C15H31.
116 - 4-(l,1,3,3-Tetramethylbutyl)
117 4-(2,4,4-Trimethylpropy1)
118 2-t-C4H9, 4-CH3
119 2-t-C4H9, 5-CH3
120 2,6-(t-C4H9)2, 4-CH3
121 2-CH3, 4-t-C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-í-C3H7
126 2-í-C3H7, 5-CH3
127 2,4-(t-C4H9)z, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
-665CZ 288922 B6
Číslo Tm
131 2-Allyl, 6-CH3
132 2-cyklo-CgHii
133 3-cyklo-C6Hn
134 4-cyklo-C6Hn
135 2,4-(cyklo-C6Hn)2- 6-CH3
136 2-CH3, 4-cyklo-C6Hu
137 2-CH2-C6H5
138 3-CH2-C6H5
139 4-CH2-C6HS
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-C6H5
142 2-CgHs '
143 . 3-C6H5
144 4-c6h5
145 4-(2-i-C3H7-C6H4)
146 4-C6H5, 2,6-(CH3)2
147 . 2-Cl, 4-CeH5
148 2-Br, 4-C6HS
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 . 2-CH2C6H5, 4-C1 .
152 2-CH2C6H5, 4-Br
153 2-Cl, 4-CH2C6H5
154 2-Br,. 4-CH2C6H5
155 .. 2-cyklo-CeHn, „4-C1
156 2-cykIo-C6Hn, 4-Br
157· 2-Cl, 4-cykío-C6Hii
158 2-Br, 4-cyklo-C6Hii
159 2-OCH3
160 3-OCH3
161 . 4-OCH3 '
162 2-OC2H5 ·
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C3H7
166 3 O-n-C3H7
-666CZ 288922 B6
Číslo Tm
167 4-O-n-C3H7
168 2-0-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-CgHi3
172 3-O-n-CgH13
173 4-O-n-CgHi3
174 2-O-n-CBHi7
175 3-O-n-C8Hi7
176 4-O-n-C8Hi7
177 2-O-CH2CgH5
178 3-O-CH2C6H5
179 4-O-CH2C6H5 ·
180 2-O-(CH2)3CgH5
181 3-0- (CH2) 3C6H5 ' f
182 4-O-(CH2)3CgH5
183 2,4-(OCH3)2
184 2-CF3
185 3-CF3
186 4-CF3
187. 2-OCF3
188 3-OCF3
189 4-ocf3 ;
190 3-OCH2GHF2 · .
191 2-NO2
192 3-NO2
193 4-NO2-
194 2-CN
195 3-CN
196 4-CN
197 2-CH3, 3-C1
198 2-CH3, 4-C1
199 2-CHj, 5-C1
200 2-CHj, 6-C1
201 2-CH3, 3-F -
202 2-CHj, 4-F
-667CZ 288922 B6
Číslo Tm
203 2-CH3, 5-F .
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
209 2-Cl, 3-CH3
210 2-C1, 4-CH3
211 2-Cl, 5-CH3
212 . 2-F, 3-CH3 -
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CH3, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CH3
225 3-Cl, 4-CH3
226 3-Br,'4-CH3 - .
227 2-C1, 4', 5-(CH3) 2 , ' ‘ ·
228 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2- Br, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CH3
233 2,6-Br2, 4-CH3
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
-668CZ 288922 B6
Číslo
239 2,6-(CH3)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-Cl
O C t \ a ......
z D l * Z * * Ux
243 2,3,6- (CH3)3, 4-F
244 2,3,6-(CH3)3 . 4-C1
245 2,3,6-(CH3)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
248 2,4-(CH3)2, 6-Br
249 2-Í-C3H7, 4-C1, 5-CH3
250 2-C1, 4-NO2
251 2-NO2, 4-Cl
252 2-OCH3, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO2
255 2,6-Cl2, 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CJÍ3·
261 4-CO2CH3
262 2-CO2(C2H5)
263 - 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2tCO2 (n-C3H7)
266 3-CO2 (n-C3H7)
267 4-CO2 (n-C3H7) .
268 2 -CO2 (i-C3H7)
269 3-CO2 (Í-C3H7)
270 4-CO2 (Í-C3H7)
271 2-CO2 (n-C6Hi3)
272 3-CO2(n-C6H13) .
273 4-CO2 (n-CgHi3)
274 2-CH2-OCH3
-669CZ 288922 B6
Číslo Tm
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2Hs)
280 2-CH2O(n-C3H7)
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O (Í-C3H7)
284 3-CH2O(í-C3H7)
285 4-CH2O(i-C3H7)
286 2^-CHO
287 3-CHO
288 ' 4-CHQ '
289' 2-CO-CH3 z z
290 3-CO-CH3
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3.
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 ‘2-Me-4-CH3-CH2-CO ·
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
308 2,5-Me2-4-CH3-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO .
310 2, 5-Me2-4-CH3-CH(CH3)-CO
-670CZ 288922 B6
Číslo Tff.
311 2-C1-4-CHO
312 2-C1-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2-C1-4-CH3-CH(CH3)-CO
315 2,5-C12-4-CHO
316 2,5-CI2-4-CH3-CO
317 2,5-Cl2-4-CH3-CH2-CO
318 2,5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CH3) -CO
320 2-C(=NOCH3)-CH3
321 3-C(=NOCH3)-CH3
322 . 4-C(=NOCH3)-CH3 . .
323 2-C (=NOC2H5 ) -CH3 · '·
324 3-C (=NOC2H5) -CH3
325 4-C (=NOC2H5) -CH3 . v z
326 : 2-Č {=NO-n-C3H7)-CH3
327 . 3 -C (=NO-n-C3H7) -CH3
328 4-C (=NO-n-C3H7) —CH3
329 2-C (=N0-í-C3H7)-CH3
330 3-C (=NO—i—C3H7)—CH3
331 4-C (=NO-Í-C3H7)-CH3
332 2-C (=NO-Allyl)-CH3
333 3-C(=NO-A1ly1)-CH3
334 4-C(=NO-A1ly1)-CH3
335 2-C (=NO-trans-Chlorally 1) -CH3
336 3-C(=NO-trans-Chlorallyl)-CH3
337 4-c (=NO-trans-Chlorallyl) -CH3
338 2 —C(=NO-Propargy1)-CH3
33.9 3-C(=NO-Propargyl)-CH3
340 4-C(=NO-Propargy1)-CH3
341 2 —C (=NO-n-C4H9) -CH3
342 3-C (=NO-n-C4H9)-CH3
343 4-C (=NO-n-C4H9)-CH3 *
344 2-C (=NO-CH2-C6H5)-CH3
345 · 3-C (=NO-CH2-C6H5)-CH3
346 4-C (=NO-CH2-C6H5)-CH3
-671 CZ 288922 B6
Číslo Tm .
347 2-CH3-4-CH=NOCH3
348 2-CH3-4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-C3H7
350 2-CH3-4-CH=NO-Í-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargy 1
354 2-CH3-4-CH=NO-n-C4H9
355 2-CH3-4-CH=NO-CH2-C6H5
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CH3-4- (CH3-C=;NOC2H5)
358 2-CH3-4-(CH3-C=NO-n-C3H7)
359 2-CH3-4-(CH3-C=NO-i-C3H7)
360 2-CH3-4-(CH3-C=NO-Allyl) “ Z
361 2-CH3-4-(CH3-C=NO-trans-Chlorallyl)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H9)
364 2-CH3-4- (CH3-C=NO-CH2-C6Hs)
365 2-CH3-4-(C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-C=NO-C2H5)
367 2-GH3-4- (C2H5-C=NO-H-C3H7)
368 2-CH3-4-(C2H5-C=NO-í-C3H7
369 . 2-CH3-4- (C2H5-C=NO-Allyl)
370 2-CH3-4- (C2Hs-C=ŇO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-C=NO-Propargyl)
372 2-CH3-4- (C2H5-Č=NO-n-C4H9)
373 2-CH3-4- (C2H5-C=NO-CH2-C6H5)
374 2,5- (CH3) 2-4-(CH3-C=NOCH3)
.375 2,5- (CH3) 2-4-(CH3-C=NOC2H5)
376 2,5-(CH3) 2-4-{CH3-C=NO-n-C3H7)
377 2,5- (CH3) 2-4- (CH3-C=NO-i-C3H7)
378 2,5- (CH3) 2-4- (CH3-C=NO-Allyl)
379 2,5- (CH3) 2-4- (CH3-C=NO-trans-Chlorallyl) .
380 2,5- (CH3) 2-4- (CH3-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H5)
382 2,5- (CH3) 2-4-(CH3-C=NO-CH2-C6H5)
-672CZ 288922 B6
Číslo Tm
383 2-C6H5
384 3-C6H5
385 4-C6H5
386 2-(2' -F-C6H4)
387 2-(3'-F-C6H4)
388 2-{4'-F-C6H4) ·
389 3-(2'-F-C6H4)
390 3-(3'-F-C6H4)
391 3-(4'-F-C6H4)
392 4(2'-f-C6H4)
393 4-(3'-F-C6H4)
3.94 4-(4'-F-C6H4)
395 2- (2' -C1-C6H4)
396 2-(3'-Cl-C6H4) ' z
397 · 2-(4'-Cl-C6H4) r.
398 3-(2'-Cl-CgH4)
399 3-(3'-Cl-C6H4)
400 3-(4 ' -C1-C6H4)
401 4-(2' -C1-C6H4)
402 4-(3 ' -C1-C6H4)
403 4-(4 ' -C1-C6H4)
405 2-(2'-CH3-C6H4)
40.6 2-(3'-CH3-C6H4)
407 2-(4 ' —CH3-CgH4)
408 3- (2' -CH3-C6H4)
409 3- (3 ' -CH3-C6H4)
410 3- (4'-CH3-C6H4)
411 4-(2'-CH3-C6H4}
412 4-(3'-CH3-C6H4)
413 4- (4' -CH3-C6H4)
414- 2-(2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C6H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3-(3'-CH3-CO-C6H4)
419 3- (4 ' -CH3-CO-C6H4)
-673CZ 288922 B6
Číslo Tm
420 4- (2 ' -CH3-CO-C6H4)
421 4-(3'-CH3-CO-C6H4)
422 4- (4’-CH3-CO-C6H4)
423 2-(2'-(CH3-C(=N0Allyl))-C6H4)
424 2-(3'-(CH3-C(=N0Allyl) )-C6H4)
425 2-(4(CH3-C (=N0Allyl))-C6H4)
426 3-(2 ' - (CH3-C (=N0Allyl) )-C6H4)
427 3-(3 ' - (CH3-C (=N0Allyl) )-C6H4)
428 3-(4'- (CH3-C (=N0Allyl) )-C6H4)
429 4-(2' - (CH3-C (=NOAllyl) )-C6H4)
430 4-(3 (CH3-C (=N0Allyl) )-C6H4). %
431 4- (4 ' - (CH3-C (=N0Allyl) ) -C6H4)
432 . 2-(2'-CH3O2.C-C6H4)
433 2-(3'-CH3O2C-C6H4) ’
434. 2- (4' -CH3O2C-C6H'4)
435 3-(2'-CH3O2C-C6H4)
436 3- (3 ’-CH3O2C-C6H4)
437 3- (4' -CH3O2C-C6H4)
438 4-(2'-CH3O2C-C$H4)
439 4-(3'-CH3O2C-C6H4)
440 4-(4'-CH3O2C-C6H4)
441 2-(2'-CH3O-C6H4)
442 2-Í3'-CH3O-C6H4)
443 2-(4'-CH3O.-C6H4)
444 3-(2' -CH3O-C6H4)
445 3-(3'-CH3O-C6H4)
446 3-(4'-CH3O-C6H4)
447 4-(2'-CH3O-C6H4)
448 4- (3 ' -CH3O-C6H4)
449 4-(4 '-CH3O-CgH4)
450 2-(2'-O2N-C6H4)
451 2- (3 ' -O2N-C6H4)
452 ' 2-(4'-O2N-C6H4)
453 ' 3-(2'-O2N-CSH4)
454 3-(3'-O2N-C6H4)
455 3-(4’-O2N-C6H4)
-674CZ 288922 B6
Číslo Tm
456 4- (2 ' -O2N-CgH4)
457 4- (3 ' -O2N-CgH4)
458 4-(4'-O2N-CgH4)
459 2- (2'-NC-CgH4)
460 2-(3'-NC-CgH4)
461 2-(4'-NC-C6H4)
462 3- (2'-NC-CgH4)
463 3-(3'-NC-CgH4)
464 3- (4' -NC-CgH4)
465 4-(2'-NC-C6H4)
466 4- (3 ' -NC-CgH4)
467 4-(4 '-NC-CgH4)
468 2- (2' -CF3-C6H4)
469 2- (3'-CF3-C6H4)
470 2-(4'-CF3-CgH4)
471 3-(2'-CF3-CgH4)
472 3- (3 ' -CF3-CgH4)
473 3-(4 '-CF3-CgH4)
474 4-(2 · -CF3-CgH4)
475 4-(3' -CF3-C6H4)
476 4-(4' -CF3-CgH4)
477 2-O-CgH5
475 3-O-CgH5 .
476 4-O-CgH5
478 2-0-(2'-F-CgH4)
479 2-o-(3'-F-C6H4)
480 2-0-(4'-F-CgH4)
481 3-O-(2'-F-CgH4)
482 3-0-(3'-F-CgH4)
483 3-0-(4'-F-C6H4)
484 4-0-(2'-F-CgH4)
485 4 O-(3'-F-CgH4)
486 4-0-(4'-F-CgH4)
487 2-0-(2'-Cl-CgH4)
488 2-0-(3'-Cl-CgH4) . ’
489 2-O-(4'-Cl-CgH4)
-675CZ 288922 B6
Číslo Tm.
490 3-O-(2'-Cl-C6H4)
491 3-O-(3'-Cl-CeH4)
492 3-O-(4'-Cl-C6H4)
493 3-O-(4'-Cl-C6H4)
494 4-O-(2'-Cl-C6H4)
495 4-O-(3'-Cl-C6H4)
496 4-O-(4'-Cl-CfiH4)
497 2-O-(2'-CH3-C6H4)
498 2-o-(3'-CH3-C6H4)
499 2-0-(4'-CH3-CgH4)
500 3-O-(2'-CH3-C6H4)
501 3-0-(3'-CH3-CgH4)
502 3-0-(4'-CH3-CgH4)
503 4-0-(2 ’-CH3-C§H4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6H4)
506 2 -0- (2 ' -CH3 -CO-C6H4)
507 2-O-(3'-CH3-CO-C6H4)
508 2-0- (4' -CH3-CO-C6H4.)
509 3-0-(2 '-CH3-CO-C6H4)
510 3-0-(3 '-CH3-C0-C6H4)
511 3-0-(4'-CH3-C0-C6H4)
512 4-0-(2'-CH3-CO-CgH4)
513 4-O-(3'-CH3-CO-C6H4)
514 4-O-(4'-CH3-CO-C6H4)
515 2-0-(2 ' - (CH3-C (=N0Allyl))-CgH4)
516 2-0-(3 ' - (CH3-C (=N0Allyl) )-C6H4)
517 2-0- (4 ' - (CH3-C (=NOAllyl)) -C6H4)
518 3 -0- (2 ' - (CH3-C (=NOAllyl)) -CgH4)
519 3 -0- (3' - (CH3-C (=NOA1 ly 1)) -C6H4)
520 3-0- (4' - (CH3-C (=N0Allyl)) -C6H4)
521 ‘ 4-0- (2' - (CH3-C (=NQAllyl)) -CgH4)
522 4-0- (3 ' - (CH3-C (=N0Allyl)) -C6H4)
523 4-0- (4 ' - (CH3-C (=NOAllyl)) -C6H4)
524 2-O-(2'-CH3O2C-C6H4)
525 2-O-(3'-CH3O2C-C6H4)
-676CZ 288922 B6
Číslo
526 2-O-(4'-CH3O2C-C6H4)
527 3-0-(2 '-CH3O2C-CgH4)
528 3-0- (3' -CH3O2C-C6H4)
529 3-0-(4 '-CH3O2C-CgH4)
530 4-O-(2'-CH3O2C-C6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-O-(4'-CH3O2C-C6H4)
533 2-O-(2'-CH3O-C6H4)
534 2-O-(3'-CH3O-C6H4)
535 2-O-(4'-CH3O-C5H4)
536 3-0-(2'-CH3O-C6H4)
537 3-O-(3'-CH3O-C6H4)
538’ 3-O-(4'-CH3O-C6H4)
<539 4-0-.(2'-CH3O-C6H4)
540 4-O-(3'-CH3O-C6H4)
541 4-0-(4'-CH3O-CgH4)
542 2-0-(2'-O2N-CgH4)
543 2-O-(3'-O2N-C6H4)
544 2-0-(4 '-O2N-CgH4)
545 3-O-(2'-O2N-C6H4)
546 3-O-(3'-O2N-C6H4)
547 3-0-(4'-O2N-CgH4) >
548 4-O-(2'-O2N-C6H4)
549 4-O-(3'-O2N-C6H4)
550 4-O-(4'-O2N-C6H4)
551 2-0-(2'-NC-CgH4)
552 2-O-(3'-NC-C6H4)
553 2-O-(4'-NC-CsH4)
554 3-0-(2’-NC-C6H4)
555 3-0-(3'-NC-C6H4)
556 3-O-(4'-NC-C6H4)
557 4-O-(2'-NC-C6H4)
558 4-0-(3'-NC-C6H4)
559 4-O-(4'-NC-C6H4)
560 2-O-(2'-CF3-C6H5)
561 2-O-(3'-CF3-C6H5)
-677CZ 288922 B6
Číslo Tm
562 2-O-(4’-CF3-C6H5)
563 3-O-(2'-CF3-C6H5)
564 3-0- (3' -CF3-C6H5)
565 3-O-(4'-CF3-C6H5)
566 4-O-(2'-CF3-C6H5)
567 4-O-(3'-CF3-C6H5)
568 4-O-(4'-CF3-C6H5)
569 2-Pyridyl-2·
570 2-Pyridyl-3·
571 2-Pyridyl-4·
572 3-Pyridyl-2’
573 3-Pyridyl-3' x
574 3-Pyrídyl-4'
575 4-Pyridyl-2'
576 4-Pyridyl-3*
577 4-Pyridyl-4’
578 2-Pyriiňiďinyl-2 ’
579 2-Pyrimidinyl-3'
580 2-Pyrimidinyl-4’
581 3-Pyrimidinyl-2·
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4’
584 4-Pyrimidinyl-2’
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-l’
591 3-Pyrazolyl-3' '
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-l'
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
-678CZ 288922 B6
Číslo Tm
598 2-Isoxazolyl-5'
599 3-Isoxazólyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4'
604 . 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-Isothiazoly1-3'
609 3-Isothiazolyl-4'
610 3-Isóthiazoly1-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isothiazoly1-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l'
621 4-Imidazolyl-2'
622 ' 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
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Číslo Tro
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 . 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2’
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
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Tabulka 46
I: R* = Η, X = CH3
II: R‘ = CH3, X - ch3
III: R* = c2h5, X = ch3
IV: R* = Allyl, X = CH3
n I V: R1 = Propargyl, X = CH3
VI: R1 = CH2-OCH3, X = CH3
1 VII: Rl co2ch3, X = ch3
VIII: R1 = Η, X = Cl
H3Cr IX: R1 = CH3, X = Cl
X: R1 = C2H5, X = Cl
XI: R1 = Allyl, X = Cl
XII: R1 = Propargyl, X = Cl
XIII·: Ri = CH2-OCH3, X = Cl
XIV: R1 = CO2CH3, X = Cl
Číslo B
1 Pyrrolyl^-l
2 N-CH3-Pyrrolyl-3
3 N-C6H5-Pyrrolyl-3
4 N- (4' -CH3-CgH4) -Pyrroly 1-3
5 N-(3'-CH3-C6H4)-Pyrroly 1-3.
6 N-(2'-CH3-C6H4)-Pyrroly 1-3
7 N-(4-CH3O-C6H4)-Pyrrolýl-3
8 N- (3' -CH3O-C6H4) -Pyrroly 1-3
9 N- (2' -CH3O-C6H4) -Pyrroly 1-3
10 N-(4 '-NO2-C6H4)-Pyrroly 1-3
11 N- (3 ' -NO2-C6H4) -Pyrroly 1-3
12 N-(2'-NO2-C6H4)-Pyrroly 1-3
13 N-(4'-CN-C6H4)-Pyrroly 1-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N- (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4' -C1-C6H4) -Pyrroly 1-3
17 N- (3 '-Cl-CeH4)-Pyrrolyl-3 -
18 N- (2 ’ -C1-C6H4) -Pyrroly 1-3
19 . Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6Hs-PyrrolylT2
22 N-(4 '-CH3-C6H4)-Pyrroly 1-2..
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23 N- (3 '-CH3-CSH4) -Pyrroly 1-2
24 N- (2 ' -CH3-C6H4) -Pyrroly 1-2
25 N- (4' -CH3O-C6H4) -Pyrrolyl-2
26 N- (3'-CH3O-CgH4) - Pyrrolyl-2
27 N- (2 '-CH3O-C6H4)-Pyrrolyl-2
28 N- (4' -NO2-C6H4) -Pyrrolyl-2
29 N-(3'-NO2-C6H4)-Pyrrolyl-2
30 N- (2 ' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4) - Pyrrolyl-2
32 N- (3' -CN-CgH4) -Pyrrolyl-2
33 . N- (2 ' -CN-C6H4) -Pyrrolyl-2
34 N-(4'-Cl-tC6H4)-Pyrrolyl-2
35 N-(3'-C1-C6H4) -Pyrrolyl-2
36 N- (2 '-C1-C6H4)-Pyrrolyl-2
37 Furyl-2
38 5-CH3-Furyl-2
39 5-C6H5-Furyl-2
40 5-(4 '-CH3-C6H4)-Furyl-2
41 5-(3'-CH3-C6H4)-Furyl-2
42 5-(2'-CH3-C6H4)-Furyl-2
43 5- (4 ’ -CH3O-C6H4) -Furyl-2
44 5-(3'-CH3O-CSH4)-Furyl-2
45 5-. (.2.' -CH3O-C6H4) -Furyl-2
46 5- (4 ' -NO2-C6H4) -Furyl-2
47 5- (3 ' -NO2-C6H4) -Furyl-2
48 5- (2 ’-NO2-C6H4) -Furyl-2
49 5-(4'-CN-CgH4)-Furyl-2
50 5-(3'-CN-C6H4)-Fůry 1-2
51 5-(2 '-CN-C6H4)-Furyl-2
52 5-(4'-C1-C6H4)-Fůry 1-2
53 5-(3'-C1-C6H4)-Furyl-2
54 5-(2'-C1-C6H4)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Furyl-2
57 4-(4'-CH3-C6H4)-Furyl-2
58 4- (3 '-CH3-C6H4) -Furyl-2 -
59 4-(2 '-CH3-CgH4)-Fůry 1-2
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60 4- (4 ' -CH3O-C6H4) -Furyl-2
61 4-(3 '-CH3O-C6H4)-Furyl-2
62 4- (2 ‘ -CH3O-C6H4) -Furyl-2
63 4- (4' -NO2-C6H4) -Furyl-2
64 4-(3 '-NO2-C6H4)-Furyl-2
65 4- (2 ' -NO2.-C6H4) -Furyl-2
66 4-(4 '-CN-C6H4)-Fůry 1-2
67 4- (3 ' -CN-C6H4) -Furyl-2
68 4- (2 ' -CN-C6H4) -Furyl-2
69 ' 4-(4'-CI-C6H4)-Furyl-2
70 4- (3 ' -C1-C6H4) -Furyl-2
71 4-(2'-CI-C6H4)-Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C6H5-Thienyl-2 · “
75 5-(4 ’-CH3-C5H4)-Thienyl-2.
76 5- (3' -ČH3-C6H4) -Thienyl-2
77 5-(2'-CH3-C6H4)-Thienyl-2
78 5- (4' -CH3O-C6H4) -Thienyl-2
79 5- (3' -CH3O-C6H4) -Thienyl-2
80 5-(2'-CH3O-C6H4)-Thienyl-2
81 5-(4'-NO2-C6H4)-Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
83 5-(2 '-NO2-C6H4)-Thienyl-2
84 5- (4 ' -CN-C6H4) -Thienyl-2
85 5-(3'-CN-C6H4)-Thienyl-2 ·
86 5-(2'-CN-C6H4)-Thienyl-2
87 5-(4'-C1-C6H4)-Thienyl-2
88 5-(3'-C1-C6H4)-Thienyl-2
89 5-(2'-C1-C6H4)-Thienyl-2
90 ··. 4-CH3~Thienyl-2
91 . 4-C6H5-Thienyl-2'
92 4- (4 '-CH3-CSH4) -Thienyl-2
93 4- (3 '-CH3-C.6H4) -Thienyl-2 ;
94 · 4- (2 ' -CH3-C6H4) -Thienyl-2
95 4-{4'-CH3O-C6H4)-Thienyl-2
96 4-(3'-CH3O-C6H4)-Thienyl-2 ·
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97 4-(2'-CH3O-C6H4)-Thienyl-2
98 4- (4' -NO2-C6H4) -Thienyl-2
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2' -NO2-C6H4) -Thienyl-2
ιοί 4- (4' -CN-C6H4) -Thienyl-2
102 4- (3' -CN-C6H4) -Thienyl-2
103 4- (2 ' -CN-C6H4) -Thienyl-2
104 4- (4' -CI-C6H4) -Thienyl-2
105 4- (3' -CI-C6H4) -Thienyl-2
106 4-(2 '-C1-C6H4)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thieny1-3
109 5—C βΗ 5-Thi eny 1- 3
110 5-(4'-CH3-C6H4)-Thienyl-3
111 5- (3 '-CH3-C5H4) -Thienyl-3 .
112 5- (2' -CH3-C6H4) -Thienyl-3
113 5- (4' -CH3O-C5H4) -Thienyl-3
114 5- (3 ' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C6H4) -Thienyl-3
116 5- (4' -NO2-C6H4) -Thienyl-3
117 5-(3'-NO2-C6H4)-Thienyl-3
118 5-(2'-NO2-CgH4)-Thienyl-3
119 5-(4'-CN-C6H4)-Thienyl-3 .
120 5- (3' -CN-C6H4) -Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5- (4' -C1-C6H4) -Thienyl-3
123 5- (3' -CI-C6H4) -Thienyl-3
124 5- (2' -CI-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N- (4' -CH3-C6H4) -Pyrazolyl-4
129 N- (3 '-CH3-C5H4) -Pyrazolyl-4
130 N- (2 '-CH3-C6H4) -Pyrazolyl-4
131 N- (4 ’-CH3OC6H4) -Pyrazolyl-4
132 N- (3' -CH3O-C6H4) -Pyrazolyl-4
133 N- (2' -CH3O-C6H4) -Pyrazolyl-4
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134 N- (4 '-NO2-C6H4)-Pyrazolyl-4
135 N- (3 ' -NO2-C6H4) -Pyrazolyl-4
136 N- (2 ' -NO2-C6H4) -Pyrazolyl-4
137 N- (4' -CN-C6H4) -Pyrazolyl-4
138 N- (3' -CN-C6H4) -Pyrazolyl-4
139 N-(2'-CN-C6H4)-Pyrazolyl-4
140 N- (4' -CI-C6H4) -Pyrazolyl-4
141 N- (3 ' -CI-C6H4) -Pyrazolyl-4
142 N- (2'-CI-C6H4) -Pyrazolyl-4
143 3-CH3~N-Methylpyrazolyl-4
144 3-C6H5~N-Methylpyrazolyl-4
145 3- (4'-CH3-C6H4) -N-Methylpyrazolyl-4.
146 3- (3 ' -CH3-C6H4) -N-Methylpyrazolyl-4
147 3- (2' -CH3-C6H4) -N-Methylpyrazolyl-4
148 3- (4' -CH3O-C6H4) -N-Methylpyrazolyl-4
149 3—(3' -CH3O-CeH4) -N-Methylpyrazólyl-4
150 . 3- (2' -CH3O-C6H4)-N-Methylpyrazolyl-4
151 3- (4 '-NO2-C6H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2~C6H4) -N-Methylpyrazolyl-4
153 3- (2' - NO2-C6H4) -N-Methylpyrazolyl-4
154 3- (4 ' -CN-C6H4) -N-Methylpyrazolyl-4 .
155 3- (3' -CN-C6H4) -N-Methylpyrazólyl-4
156 3- (2' -CN-C6H4) -N-Methylpyrázólyl-4
157 . 3-(4'-CI-C6H4}-N-Methylpyrazolyl-4
158 3- (3' -CI-C6H4) -N-Methylpyrazolyl-4
i59 3- (2/-CI-C6H4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazólyl-5
162 3-C6H5~Isoxazolyl-5
163 3-(4 '-CH3-C6H4)-Isoxazolyl-5
164 3-(3'-CH3-C6H4)-Isoxazolyl-5
165 3- (2'—CH3—CgH4) -lsoxazolyl-5
166 3- (4 ' -CH3O-C6H4) -lsoxazolyl-5
167 3- (3 ' -CH3O-C6H4) -lsoxazolyl-5 .
168 3- (2 '-CH3O-C6H4)-Isoxazolyl-5
169 3-(4 '-NO2-C6H4) -Isoxazolyl-5
170 3- (3'-NO2-C6H4)-Isoxazolyl-5
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171 3- (2' -NO2-C6H4) -Isoxazolyl-5
172 3- (4 '-CN-C6H4)-Isoxazolyl-5
173 3- (3' —CN-CgH4) -Isoxazolyl-5
174 3- (2 '-CN-C6H4)-Isoxažolyl-5
175 3- (4' -CI-C6H4) -Isoxazolyl-5
176 3- (3 '-CI-C6H4)-Isoxazolyl-5
177 3- (2' -Cl-Cgfy) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-CgH5-4-Chlorisoxazolyl-5
181 3- (4 '-CH3-C6H4) -4-Chlorisoxazolyl-5
182 3- (3 '-CH3-C6H4) -4-Chlor isoxazolyl-5
183 3- (2 '-CH3-C6H4) -4-Chlorisoxazolyl-5
184 3- (4' - CH3O- CeH4) -4-Chlorisoxazolyl-5
185 3- (3' -CH3O-C6H4) -4-Chlorisoxazolýl-5 ·
186 3- (2 '-CH3O-C6H4) -4-Chlorisoxazolyl-5 ·
187 3- (4' -NO2-C6H4) -4-Chlorisoxazolýl-5-
188 3- (3' -NO2-C6H4) -4-Chior isoxazolyl-5
189 3- {2' -NO2-Č6H4) -4-Chlorisoxazolyl-5
190 3-(4'-CN-C6H4)-4-Chlorisoxazolyl-5
191 3-(3'-CN-Cgfy)-4-Chlorisoxazoly 1-5
192 3- (2' -CN—CgH4) -4-Chlorisoxazolyl-5
193 3- (4' -CI-C6H4) -4-Chlqrisoxazolyl-5
194 3-(3'-CI-C6H4)-4-rChlorisoxazolyl-5
195 3- (2' -CI-C6H4) -4-Chlorisoxazolyl-5
196 Isoxazolyl-3 '
197 5-CH3-Isoxazolyl-3
198 5-C6H5-lsoxazolyl-3
199 5- (4' -CH3-C6H4) -Isoxazolyl-3
200 5-(3'-CH3-C6H4)-Isoxazolyl-3
201 5-(2/-CH3-C6H4)-Isoxazolyl-3
202 5-(4'-CH3O-C6H4)-Isoxazolyl-3
203 5-(3'-CH3O-C5H4)-Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 5-(4'-NO2-C6H4)-Isoxazoly 1-3
206 5-(3'-NO2-C6H4)-Isoxazolyl-3
207 5r (2'-NO2-C6H4)-Isoxazolyl-3
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208 5- (4' -CN-C6H4)-Isoxazolyl-3
209 5-(3'-CN-C6H4)-lsoxazolyl-3
210 5- (2' -CN-CgH4) -Isoxazolyl-3
211 5-(4/ -CI-C6H4) -lsoxazolyl-3
212 5— (3' -CI-C6H4) -Isoxazolyl-3
213 5- (2 '-Cl-Cgfy)-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-Isothiazolyl-5
216 3-CgH5-Isothiazolyl-5
217 3-(4'-CH3-CgH4)-Isothiazolyl-5
218 3- (3 '-CH3-C6H4) -Isothiazolyl-5
219 3- (2 '-CH3-C6H4)-Isothiazolyl-5
220 3-(4'-CH3O-C6H4)-Isothiazolyl-5
221 3- (3'-CH3O-CgH4)-lsothiazolyl-5
222 - 3- (2' -CH3O-C6H4) -Isothiazolyl-5
223/· 3-(4'-NO2-C6H4)-Isothiazolyl-5 . z
224 3- (3' -NO2-C6H4) -Isothiazolyl-5.
225 3- (2 ' -NO2-C6H4) -Isothiazolyl-5
226 3- (4 ' -CN-C6H4) -Isothiazolyl-5
227 3-(3 '-CN-C6H4)-Isothiazolyl-5
228 3- (2' —CN—CgH4)-Isothiazolyl-5
229 3- (4' -Cl—CgH4) -Isothiazolyl-5
230 3- (3' -Cl-CgH4) -lsothiazolyl-5
231 3-(2'-Cl-CgH4)-Isothiazolyl-5
232 Oxazblyl-4
233 3-CH3-Okazolyl-4 · ‘ .
234 3-CgH5-Oxazolyl-4
235 3-(4'-CH3-ČgH4)-Oxazolyl-4
236 3- (3' -CH3-CgH4) -Oxazolyl-4
237 3- (2 '-CH3-CgH4) -Oxazolyl-4
238 3-(4'-CH3O-C6H4)-Oxazolyl-4 .
239 . 3- (.3' -CH3O-CgH4) -Oxazolyl-4
240 3-(2 ' -CH3O-CgH4)-Oxazolyl-4
241. 3- (4' -NO2-C6H4) -Oxazolyl-4
242 3- (3' -NO2-C6H4) -Oxazolyl-4
243 3-(2'-NO2-C6H4)-Oxazolyl-4
244 3- (4' -CN-C6H4) -Oxazolyl-4
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245 3- (3 ' -CN-CgH4) -Oxazolyl-4
246 3- (2' -CN-C6H4) -Oxazolyl-4
247 3- (4' -Cl-CgH4) -Oxazolyl-4
248 3- (3 '—Cl—CgH4)-Oxazolyl-4
249 3- (2'- C1-C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CgH5-Thiazolyl-4
253 2-(4'—CH3-CgH4) -Thiazolyl-4
254 2- (3 '-CH3-C6H4) -Thiazolyl-4
255 2- (2' - CH3-C6H4) -Thiazolyl-4
256 2-(4'-CH3O-C6H4)-Thiazolyl-4
267 2-(3'-CH3O-C6H4)-Thiazolyl-4
258 2- (2' -CH3O-C6H4) -Thiazolyl-4
259 2- (4/ —NO2—CeH4) -Thiazolyl-4
260 2-(3'-NO2-C6H4)-Thiazolyl-4' z
261 2- (2 ’-NO2-C6H4) -Thiazolyl-4
262 2- (4 ' -CN-C6H4) -Thiazolyl-4
263 2- (3 '-CN-C6H4) -Thiazolyl-4
264 2- (2 ' —CN—CgH4) -Thiazolyl-4
265 2-(4 ’-C1-C6H4)-Thiazolyl-4
266 2-(3'-C1-C6H4)-Thiazolyl-4
267 2-(2'-C1-C6H4)-Thiazolyl-4
268. N-CH3-1,2,4-Triazolyl-5
269 3-CH3-N-CH3-l, 2,4-TriazolyI-5
270 3-CeHs-N-CH3-l, 2,4-Triazolyl-5
271 3- (4' -CH3-C6H4) —N—CH3—1,2,4-Triazolyl-5
272 3 - (3' -CH3-C6H4) -N-CH3-1,2,4-Triazoly1-5
273 3- (2' -CH3-C6H4) -N-CH1-1,2,4-Triazolyl-5
274 3- (4' -CH3O-C6H4) —N—CH3—1,2,4-Triazoly 1-5.
275 3-(3'-CH3O-C6H4)-N-CH3-1,2,4-Triazolyl-5
276 3- (2 '-CH3O-C6H4)-N-CH3-l,2,4-Triazolyl-5 .
277 3- (4' -NO2-C6H4) -N-CH3-1,2.4-Triazolyl-5
278 .3- (3'-NO2-C6H4) -N-CH3-1 í2,4-Triazoly1-5
279 3- (2 ’ -NO2-C6H4) —N—CH3—1,2,4-Triazoly 1-5
280 - 3- (4' -CN-C6H4 )-N-CH3-l, 2,4-Triazoly 1-5
281 3- (3' -CN-C6H4) -N-CH3-1,2.4-Triazoly 1-5
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282 3- (2' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
283 3- (4 ' -C1~C6H4) -N-CH3-I,2,4-Triazolyl-5
284 3- (3'-C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
285 3- (2 '-CI-C6H4) -N-CH3-I,2,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
287 5-CH3-1,3,4-Oxadiazoly 1-2
288 5-C6H5-1,3,4-Oxadiazolyl-2
289 5- (4' - CH3-CeH4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-C6H4 )-1,3,4-Oxadiazolyl-2
291 5- (2' -CH3-CsH4 )-1,3,4-Oxadiazoly 1-2
292 5- (4' -CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
293. 5- (3 '-CH3O-C6H4 )-1,3,4-Oxadiazoly 1-2
294 5- (2 '-CH3O-C6H4)—1,3,4-Oxadiazoly 1-2
295 5- (4' -NO2-C6H4) -1,3,4-Oxadiazoly 1-2
296 5- (3 '-NO2-C6H4) -1,3,4-Oxadiazolyl-2
297 5-(2'-NO2-C6H4)-1,3,4-Oxadiažolyl-2
298 5- (4' -CN-C6H4)-1,3,4-Oxadiazoly 1-2
299 5- (3 '-CN-C6H4 )-1,3,4-Oxadiazolyl-2
300 5- (2' -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
301 5- (4' -CI-C6H4 )-1,3,4-Oxadiazolyl-2
302 5- (3' -CI-C6H4) -1,3,4-Oxadiazoly 1-2
303 5-(2'-CI-C6H4)-1,3,4-Oxadiazoly1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-1,2,4-Oxadiazolyl-3
306 5-C6H5-1,2,4-Oxadiazolyl-3
307 5- (4' -CH3-C6H4) -1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-C6H4) -Γ, 2,4-Oxadiazolyl-3'
309 5- (2' —CH3—CgH4 )-1,2,4-Oxadiazoly 1-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5- (3' -CH3O-C6H4) -1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
333 5- (4' -NO2-C6H4 )-1,2,4-Oxadiazoly 1-3
314. 5- (3' -NO2-C6H4) -1,2,4-Oxadiazolyl-3
315 5- {2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
316 5- (4' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazoly 1-3
318 5- (2 '-CN-C6H4 )-1,2,4-Oxadiazoly 1-3
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319 5-(4'-CI-C6H4 )-1,2,4-Oxadiazoly1-3
320 5- (3' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
321 5- (2' -CI-C6H4 )-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CH3-I,2,4-Oxadiazoly1-5
324 3-C6H5-1,2,4-Oxadiazolyl-5
325 3-(4'-CH3-C6H4)-1,2,4-Oxadiazolyl-5
326 3- (3' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
327 3- (2' -CH3-C6H4 )-1,2,4-Oxadiazolyl-5
328 3- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-5
329 3- (3' -CH3O-CgH4 )-1,2,4-Oxadiazoly 1-5
330 3- (2' -CH3O-CgH4 )-1,2,4-Oxadiazoly 1-5
331 3 - (4' —NO2—C6H4 )-1,2,4-Oxadiazoly 1-5
332 3- (3' -NO2-C684) -1 > 2,4-Oxadiazolyl-5
333 . 3- (2' -NO2-C6H4 )-1,2,4-Oxadiázolyl-5
334 3-(4'-CN-C6H4) -1,2,4-Oxadiazoly1-5
335 3-(3'-CN-CgH4)-1,2,4-Oxadiazoly1-5
336 3-(2'-CN-CgH4 )-1,2,4-Oxadiazoly1-5
337 3-(4'-Cl-CgH4 )-1,2,4-Oxadiazoly1-5'
338 3-(3'-Cl-CgH4 )-1,2,4-Oxadiazoly1-5
339 3-(2'-Cl-CgH4 )-1,2,4-Oxadiazoly1-5
340 1,2,4-Thiadiazoly 1-3 z-
341 5-CH3-1,2 ,4-Thiadiazolýl-3
342 5-CgHs-l, 2,4-Thiadiazoly 1-3 :
343 5- (4' -CH3-C6H4 )-1,2,4-ThiadiazolyI>3
344 5- (3' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2' -CH3-C6H4 )-1,2,4-Thiadiazoly 1-3
346 5- (4' -CH3O-CgH4 )-1,2,4-Thiádiazolyl-3
347 5- (3' -CH3O-C6H4 )-1,2,4-Thiadiazoly 1-3
348 5- (2' -CH3O-CgH4 ).-l, 2,4-Thiadiazoly 1-3
349 5- (4' -NO2-Č6H4) -1,2 , 4-Thiadiazoly 1-3
350 5- {3' -NO2-C6H4 )-1,2,4-Thiadiazoly 1-3
351 5-(2'-NO2-C6H4)-1,2,4-Thiadiazoly 1-3
352 5- (4 '-CN-Cgfy) -1,2,4-Thiadiazoly 1-3
353 5-(3'-CN-CgH4)-1,2,4-Thiadiazoly 1-3
354 5- (2' -CN-CgH4 )-1,2,4-Thiadiazolyl-3
355 5-(4'-C1-C6H4 )-1,2,4-Thiadiazolyl-3
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356 5- (3' -CI-C6H4 )-1,2,4-Thiadiazolyl-3
357 5- (2 ' -Cl-CgHí )-1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Thiadiazolyl-2
360 5-CgHs-l, 3,4-Thiadiazolyl-2
361 5- (4' -CH3-C6H4 )-1,3,4-Thiadiazolyl-2
362 5- (3 '-CH3-C6H4 )-1,3,4-Thiadiazolyl-2
363 5- (2 ' -CH3-C6H4 )-1,3,4-Thiadiazolyl-2
364 5- (4'-CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
365 5- (3' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
366 5-(2'-CH3O-C6H4)-1,3,4-Thiadiazolyl-2
367 5-(4'-N02-e6H4)-lj3,4-Thia(^iazolyl-2 .
368 5- (3' -NO2-C6H4) -1,3,4-Thiadiázolyl-2
369. 5r (2 '-NO2-C6H4)-1,3,4-Thiadiazolyl-2
370 - 5- (4' -CN-Cgfy )-1,3,4-Thiadiazolyl-2
371' 5- (3/ -CN-C6H4)-1,3,4-Thiadiazolyl-2
372 5- (2 '-CN-C6H4)-1,3,4-Thiadiazolyl—2
373 5- (4' -Cl-CgH4 )-1,3,4-Thiadiazolýl-2
374 5- (3' - Cl-C6H4 )-1,3,4-Thiadiazolyl-2
375 5- (2' -CI-C6H4)-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimidiny 1-2
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Tabulka 47
Vybrané fyzikální hodnoty jednotlivých sloučenin
HaC^0
ČÍS. Xtr. R1 IČ (cm-1) nebo iH-NMR (ppm) T.t. (•C)
1 4-C1 H 133
2 3,4-Cl2 H 109
4-t-C4H9 H 86
4 4-CH3 H 117
5 4-CF3 . H 103
6 3-Br H 99
, 7 3-C1 H 93
8 3-CF3 H · 88
9 3,5-Cl2 H - 100
10 3,4-(CH3)2 H 127 -
11 3,4-C12 CH3 74
12 3,4-Cl2 Allyl 3,65(S, 3H); 2,2(S, 6H)
13 3,4-Cl2 Propargyl 3,65(Š, 3H); 2,3 (S, 3H);’. 2,2(S, 3H)
14 3,4-Cl2 CH2-OCH3 3,65(S, 3H); 2,3(S, 3H) ; 2,2(S, 3H)
15 3,4-Cl2 - CO-OCH3 13.7
16 4-t-C4H9 ch3 3,65(S, 3H); 2,25(S, 3H); 2,2(S, 3H)
17 4-t-C4H9 Allyl . 69 -
18 4-t-C4H9 Propargyl 117
19 4-t-C4H9 CH2-OCH3 3,65(S, 3H); 2,25(Si 3H) ; 2,2(S, 3H) 117 '
20 4-t-C4H9 CO-OCH3 3,65; 2,1 119
21 4-CH3 ch3 . . 69
22 4-CH3 Allyl 3,65(S, 3H); 2,25(S, 3H); 2,2(S, 3H)
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čís. Xm R1 IČ (cm-1) nebo iH-NMR (ppm) T.t. (•C)
23 4-CH3 Propargyl 3,65(S, 3H); 2,3(S, 3H); 2,2(S, 3H)
24 4-CH3 €H2-OCH3 3,65(S, 3H); 2,3(S, 3H); 2,2(S, 3H)
25 4-CH3 CO-OCH3 97
26 4-CF3 ch3 76
27 4-CF3 Allyl 3,65(S, 3H); 2,3(S, 3H); 2,25(S, 3H)
28 4-CF3 Propargyl 3,65(S, 3H); 2,3(S, 3H); 2,25(S, 3H)
29 4-CF3 CH2-OCH3 3,65(S, 3H); 2,25(S, 6H)
30 4-CF3 CO-OCH3 103
31- 4-C1 CH3 106
32 4-Cl . Allyl - *· . s 3,65(S, 3H); 2,2(2S, každý 3H)
33 4-C1 Propargyl 3,65(S, 3H); 2,3(S, 3H; 2,2(S, 3H)
34 4-C1 CH2-0Cň3 3,65(S, 3H); 2,25 (S, 3H; 2,2(S, 3H)
35 4-C1 CO-OCH3 • 109
36 3-Br CH3 75
37 3-Br Allyl 3,65(S, 3H); 2,2(2S, každý 3H)
38 3-Br Propargyl 3,65(S, 3H); 2,3(S, 3H); 2,2(S, 3H)
39 3-Br CH2-OCH3 72
40 3-Br co-och3 131
41 3-C1 : ch3 84
42 3-C1 Allyl 3,65(S, 3H); 2,25(S, 3H); 2,2(S, 3H)
43 3-C1 Propargyl 3,65(S, 3H); 2,3(S, 3H); 2,2(S,.3H).
44 3-C1 CH2-OCH3 ’ 66
45 3-C1 CO-OCH3 123
46 3-CF3 ch3 63
47 3-CF3 Allyl 64
48 3-CF3 . Propargyl 3,65(S, 3H); 2,3(S, 3H) 2,25(S, 3H) -
49 3-CF3 CH2-OCH3 89
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ČÍS. R1 IČ (cm-1) nebo 1H-NMR (ppm) T.t. (-C)
50 3-CF3 CO-OCH3 136
51 4-Br CO-OCH3 103
52 4-Br H 108
53 4-Br Propargyl 1710,1486,1469,1447,1376, 1299,1252,1026,1008,774
54 4-Br CH2-OCH3 1715,1468,1445,1370,1301, 1274,1090,1059,1008,775
55 3,4-(CH3)2 ch3 olej
56 3,4-(CH3)2 Allyl olej
57 3,4-(CH3)2 Propargyl olej
58 3,4-(CH3)2 ch2-ochl3 olej
59 3,4-(CH3)2 CO-OCH3 ς' 135
60 •3,5-Cl2 ch3 - 95
61 3,5-Cl2 Allyl 97
62 3,5-Cl2 Propargyl Λ- ' 100
63 3,5-Cl2 CH2-OCH3 • 112
64 3,5-Cl2 CO-OCH3 160
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Tabulka 48
Vybrané fyzikální hodnoty jednotlivých sloučenin
ČÍS. Xm ’ R1 ::č (cm-1) nebo 1H-NMR (ppm) T.t. (°C)
1 2-CH3-4-C(CH3)= n-och3 H 82
2,4-(CH3)2 H ' 131
-3 2,5-(CH3)2 H ·· 124
4 2-CH3-4-C(CH3) = n-oc2h5 H 102
5 2,5-(CH3) 2-4-C(CH3) = N-OC2H5 H 116
6 2,5-(CH3)2-4-C(CH3) = N-OCH3 H 122
7 2-CH3-4-C(CH3) = n-och3 ch3 4,0(S, 3H); 3,65(S, 3H)
8 2-CH3-4-C(CH3)= n-och3 Allyl .101
9 2-CH3-4-C(CH3) = n-och3 Propargyl 4,0(S, 3H); 3,65(S'í 3H)
10 2-CH3-4-C(CH3) = n-och3 ch2-och3 4,0(S, 3H); 3,65(S, 3H)
11 2-CH3-4-C(CH3) = n-och3 . . CO-OCH3 122
12' · 2,4-(CH3)2 ch3 3,65(S, 3H); 2,25 (2 s,každý 3B )
13 2,4-(CH3)2 Allyl. 59
14 2,4-(CH3)2 Propargyl 3,65(S, 3H); 2,25(3s,každý 31 O
15 . 2,4-(CH3)2 ch2-och3 76
16 2,4-(CH3)2 co-och3 . 133
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Čís. Xm .Rl IČ (cm_i) nebo 1 H-NMR (ppm) T.t. (°C)
17 2,5-(CH3)2 ch3 3,65(S, 3H); 2,3(S, 3H)
18 2,5-(CH3)2 Allyl 56
19 2,5-(CH3)2 Propargyl 80
20 2,5-(CH3)2 ch2-och3 3,65(S, 3H); 2,3(S, 3H) 80
21 2,5-(CH3)2 ch2-och3 140
22 2-CH3 H 107
23 2-CH3 Propargyl olej
24 2-CH3 co-och3 135
25 2-CH3 ch2-och3 olej
26 2-CH3-4-C (CH3) =N-OAllyl H ' 97
27 2-CH3-4-C (CH3) =N-OAllyl· Propargyl olej Z
28 2-CH3-4-C(CH3)=N-OAllyl CO-OCH3 130·,
29 2-CH3-4-C (CH3) =N-OAllyl ch2-och3 olej
30 2-CH3-4-C(CH3)=No-c2h& ch3 olej .
31 2-CH3-4-C(CH3)=No-c2h5 z Allyl. 75
32 2-CH3-4-C(CH3)=NO-C2HI Propargyl * 77
33 , 2-CH3-4-C(CH3)=NO-C2H5 ch2-och3 olej
34 2-CH3-4-C(CH3)=NO-C2H5 co-och3 olej
35 2,5- (CH3) 2-4-C (CH3) =n-och3 ch3 olej
36 2,5- (CH3) 2-4-C (CH3) =n-och3 Allyl 104.
37 2,5- (CH3) 2-4-C (CH3) =N-OCH3 propargyl olej
38 2,5- (CH3) 2-4-C (CH3) =N-OCH3 CH2-OCH3 olej
39 2,5-(CH3)2-4-C(CH3) =n-och3 co-och3 158
40 2,5-(CH3)2_4-C(CH3) =n-oc2h5 ch3 olej
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Čís. Xjn R1 IČ (cm-1) nebo 1H-NMR (ppm) T.t. (°C) ·
41 2,5- (CH3 ) 2-4-C (CH3) =n-oc2h5 Allyl 71
42 2,5-(CH3) 2-4-C (CH3) =N-OC2H5 Propargyl olej
43 2,5-(CH3) 2_4-C (CH3) =N-OC2H5 CH2-OCH3 olej
44 2,5-(CH3) 2-4-C (CH3) =N-OC2H5 có-och3 128
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Tabulka 49
I:. = Η, X = CHj
II: R· = CH3, X = ch3
III: R- = C2H5, X = CH3
IV: R- = Allyl, X = CH3
V: R* = Propargyl, X = CH3
VI: R1 = CH2-OCH3, X = ch3
VII: R1 = co2ch3, X = CK3
VIII: R: = Η, X = Cl
IX: R1 = CH3, X = Cl
X: R1 = C2H5, X = Cl
XI: R1 = Allyl, X = Cl
XII: Ri = Propargyl, X = Cl
XIII: R* = CH2-OCH3, X = Cl '
XIV: R* = CO2CH3, X - Cl
Číslo B „
1 2-Pyridyl
2 3-Trifluormethy 1-2-pyridyl ·
3 5-Trifluormethyl-2-pyridyl
4 3,5-Bis-(trifluormethy1)-2-pyridy1
5 3,5-Dichlor—2-pyridy1
6 3-Chlor—5-trifluormethyl-2-pyridyl
7 . z 3,5-Dichlor -2-pyridy1
8 Z 2-Chlor—4-trif luormethy lfenyl
9 2-Benzothiazoly1
10 5-Chlor—1-methy 1-2-benz imidazo ly 1
11 2-Benzoxazolyl
12 1-Methy1-5-trifluormethy1 imidazo» [5,4-a] pyridin-2-yl
13 5-Chlor*—2-pyrimidinyl
14 4-Methyl-5- fenyl.r2-thiazolin-2-yl
15 4-Méthyl-5-.fenyl.-2-oxazolin-2-yl
16 7-Tr i f luormethy 1-4-chinolinyl
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Tabulka 50
Vybrané fyzikální hodnoty jednotlivých sloučenin
Číslo Xm IČ (cm-1) nebo j-H-NMR (ppm) r.t.(°C)
1 4-NO2 112
2 3,4-Cl2 3,8 (s,3H); 3,75(S, 3H)
3 2,4-(CH3)2 3,75 (s,3H); 3,7 (s,3H)
4 H 3,75 (2s, každý 3H).
5 4-i-C3H7 3,8 (s,3H); 3,75 (s,3H)
6 3,4-(CH3)2 ' 3,8 (s,3H); 3,75 (s,3H)
7 3-CH3-4-OCH3 3,85 (s,3H); 3,8 (s,3H); · 3,75 (S,3H) -
8 3-CH3-4-Oí-c3h7 . 3,8 (2s, každý 3H)
9 4-C.F3 3,8 (S,3H); 3,75 (s,3H)
10 3-CH3 3,8 (2s, každý 3H)
11 3-CF3 3,8 (s,3H); 3,75 (s,3H>) ✓
12 4-F 3,8 (s,3H); 3,75 (S,3H)
13 · 4-Br 3,8 (s,3H); 3,75 (S,3H)
14 3-Br 3,8 (s,3H); 3,75 (s,3H)
15 4-t-Bu 3,8 (s,3H); 3,75 (s,3H)
16 4-OCH3 3,85 (S,3H); 3,8 (s,3H); 3,75 (s,3H)
17 2-CH3 3,8 (S,3H); 3,75 (S,3H)
18 3-C1 3,8 (s,3H); 3,75 (s,3H)
19 4-CN 3,8 (s,3H); 3,75 (S,3H)
20 4-C2H5 3,8 (s,3H); 3,75 (s,3H) -
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Tabulka 51
Vybrané fyzikální hodnoty jednotlivých sloučenin
O
Číslo IČ (cm-1) nebo 1H-NMR (ppm) T.t. (°C)
1 4-C1' 3,8 (s,3H); 3,7.5 (s,3H) -
2 2-C1 K 3,8 (s,3H); 3,75 (s,3H)
3 2,5-(CH3)2-4-C(C2Hg) = N-O-Allyl 3,8 (s,3H); 3,75 (s,3H)
4 2·,5-(CH3)2-4-C(C2Hs) = N-O-CH3 3,9 (s,3H); 3,8 (s,.3H); 3,75 (s,3H) -
5 2-CH3-4-C(C2H5)=N-Otrans-Cl-Allyl 3,8 (s,3H); 3,75 (s,3H)
6 2-CH3-4-C (C2H5) =N-OAllyl 3,8 (s,3H); 3,75 (s,3H)
7 2-CH3-4-C1 3,8 (s,3H)i 3,75 (S,3H) '·
8 2-CI-4-CH3 3,8 (S,3H); 3,75 (s,3H)
9 2-Cl-5-CH3 3,8 (s,3H)í 3,75 (s,3H) '
10 2-CH3-4-C (C2H5)=No-c2h5 4,2 (q,2H); 3.,8 (s,3H); 3,75 (s,3H)
11 2-CH3-4-C(C2Hs)=No-ch3 3,95 (S,3H); 3,8 (S,3H); 3,75 (S,3H)
12 2,5-(CH3)2-4-C(CH3)= N-o-trans-Cl-Allyl 3,8 (s,3H); 3,75 (s,3H)
13 2,5-(CH3)2-4-C(CH3) = -N-O-C2H5 4,2 (t,2H); 3,8 (S,3H); 3,75. (s,3H) -
14 2,5-(CH3)2-4-C(CH3)= n-q-ch3 3,95 (s,3H); 3,8 (s,3H); 3,75 (s,3H)
15 2-CH3-4-C (CH3) sN-0trans-Cl-Allyl 3,8 (s,3H); 3,75 (s,3H)
16 2-CH3-4-C(CH3)=No-c2h5 4,2 (t,2H); 3,8 (s,3H); 3,75 (s^H)
17 2,5- (CH3) 2-4-C(C2H5) = N-O-C2H5 4,2 (t,2H); 3,8 (s,3H); 3,75 (s,3H)
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Tabulka 60
Čís. B
1 Fenyl
2 3-Fenoxyfenyl
3 3 - (2-Kyanfenoxy) fenyl ·~ -
4 4-Chlorfenyl
5 3-Trifluormethylfeny1
6 3-terc.-Butoxyfenyl
7 3,5-Dichlorfenyl
8 3,5-Diethylfenyl
9 2-Pyridyl
10 4-Pyrimidinyl
11 6-Fenoxypyrimidin-4-yl
12 6-Chlorpyrimidin-4-yl
13 6-(2-Fluorfenoxy)pyrimidin-4-yl
14 6-(2-Methylfenoxy)pyrimidín-4-y1
15 6-(2-Kyanfenoxy)pyrimidin-4-yl
16 6-(2,6-Difluorfenoxy1)pyrimidin-4-yl
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Využitelnost
Nové sloučeniny se hodí jako fungicidní prostředky.
Fungicidně účinné sloučeniny nebo prostředky, které takové sloučeniny obsahují, podle tohoto vynálezu, se mohou například používat ve formě přímo rozstřikovatelných roztoků, prášků, suspenzí, také vysokoprocentních vodných, olejových nebo jiných suspenzí nebo disperzí, emulzí, olejových disperzí, past, poprašů, posypů nebo granulátů postříkáním, vytvořením mlhy, poprášením, posypáním nebo pokropením. Aplikační formy se řídí podle účelu použití, v každém případě mají zajistit co nejjemnější rozdělení účinné látky podle tohoto vynálezu.
Obvykle se rostliny postříkají nebo popráší účinnými látkami nebo se těmito účinnými látkami ošetří semena rostlin.
Prostředky se vyrábějí o sobě známým způsobem, například nastavením účinné látky rozpouštědly a/nebo nosnými látkami, popřípadě za použití emulgačního činidla a dispergačního činidla, přičemž v případě použití vody jako ředidla se mohou používat také jiná organická rozpouštědla jako rozpouštědla pomocná. Jako pomocné látky pro tyto účely přicházejí v podstatě v úvahu rozpouštědla, jako aromatické sloučeniny (například xylen), chlorované aromatické látky (například chlorbenzen), parafinické sloučeniny (například frakce z destilace ropy), alkoholy (například methanol nebo butanol), ketony (například cyklohexan), aminy (například ethanolamin nebo dimethylformamid) a voda, nosné látky jako přírodní kamenné moučky (například kaoliny, jíly, mastek nebo křída) a syntetické kamenné moučky (například vysoce disperzní kyselina křemičitá nebo křemičitany), emulgační činidla, jako neionogenní nebo anionické emulgátory (například polyoxyethylenethery alifatických alkoholů, alkylsulfonáty a arylsulfonáty) a dispergační činidla, jako je lignin ze sulfitovových odpadních louhů a methylcelulóza.
Jako povrchově aktivní látky přicházejí v úvahu alkalické soli, soli alkalických kovů a amonné soli aromatických sulfonových kyselin, jako například soli kyseliny ligninsulfonové, kyseliny fenolsulfonové, kyseliny naftalensulfonové a kyseliny dibutylnaftalensulfonové, stejně jako mastných kyselin, alkylsulfonátů a alkylarylsulfonátů, alkylsulfátů, laurylethersulfátu a sulfátů alifatických alkoholů, jakož i soli sulfátovaných hexadekanolů, heptadekanolů a oktadekanolů, stejně jako soli glykoletherů alifatických alkoholů, kondenzační produkty sulfonovaného naftalenu a jeho derivátů s formaldehydem, kondenzační produkty naftalenu nebo naftalensulfonových kyselin s fenolem a formaldehydem, polyoxyethylenoktylfenolether, ethoxylovaný izooktylfenol, oktylfenol nebo nonylfenol, alkylfenolpolyglykolether, tributylfenylglykolether, alkylarylpolyetheralkoholy, izotridecylalkohol, kondenzační produkty ethylenoxidu s alifatickými alkoholy, ethoxylovaný ricinový olej, polyoxyethylenalkylether nebo polyoxypropylen, acetát polyglykoletheru laurylalkoholu, sorbitester, lignin ze sulfítových výluhů nebo methylcelulóza.
Práškové, posypové a poprašové prostředky se mohou vyrábět smícháním nebo společným semletím účinných látek s pevnou nosnou látkou.
Granuláty, například povlečené, napuštěné a homogenní granuláty, se mohou vyrábět nanesením účinné látky na pevnou nosnou látku. Pevné nosné látky jsou minerální hlinky, jako je silikagel, kyseliny křemičité, křemeliny, křemičitany, mastek, kaolin, vápenec, vápno, křída, bolus, spraš, hlinka, dolomit, rozsivková zemina, síran vápenatý, síran hořečnatý, oxid hořečnatý, rozemleté plastické hmoty, umělá hnojivá, jako síran amonný, fosforečnan amonný, dusičnan amonný, močovina a rostlinné produkty, jako je mouka z obilí, moučka z kůry stromů, dřeva a ořechových skořápek, celulózový prášek a jiné pevné nosné látky.
Jako příklady takových prostředků je možné uvést:
-702CZ 288922 B6
I. 90 dílů hmotnostních sloučeniny číslo 1 z tabulky 7 (7/1) se smíchá s 10 díly hmotnostními N-methyl-a-pyrrolidonu za vzniku roztoku, který je vhodný k použití ve formě minimálních kapek.
II. 20 dílů hmotnostních sloučeniny 7/2 se rozpustí ve směsi, která sestává z 80 dílů hmotnostních xylenu, 10 dílů hmotnostních adičního produktu 8 až 10 mol ethylenoxidu a 1 mol N-monoethanolamidu kyseliny olejové, 5 dílů hmotnostních vápenaté soli kyseliny dodecylbenzensulfonové a 5 dílů hmotnostních adičního produktu 40 ml ethylenoxidu a 1 mol ricinového oleje. Vylitím tohoto roztoku do vody a jemným rozptýlením se získá vodná disperze.
III. 20 dílů hmotnostních sloučeniny 7/3 se rozpustí ve směsi, která sestává z 40 dílů hmotnostních cyklohexanonu, 30 dílů hmotnostních izobutanolu a 20 dílů hmotnostních adičního produktu 40 mol ethylenoxidu a 1 mol ricinového oleje. Vylitím tohoto roztoku do vody a jemným rozptýlením se získá vodná disperze.
IV. 20 dílů hmotnostních sloučeniny 7/4 se rozpustí ve směsi, která sestává z 25 dílů hmotnostních cyklohexanolu, 65 dílů hmotnostních frakce minerálního oleje o teplotě varu 210 až 280 °C a 10 dílů hmotnostních adičního produktu 40 mol ethylenoxidu a 1 mol ricinového oleje. Vylitím tohoto roztoku do vody a jemným rozptýlením se získá vodná disperze.
V. 80 dílů hmotnostních sloučeniny 7/5 se dobře smísí se 3 díly hmotnostními sodné soli kyseliny diizobutylnaftalen-a-sulfonové, 10 díly hmotnostními sodné soli kyseliny ligninsulfonové ze sulfitových odpadních louhů a 7 díly hmotnostními práškovitého silikagelu a vzniklá směs se rozemele na kladivovém mlýnu. Jemným rozptýlením této směsi ve vodě se získá postřiková suspenze.
VI. 3 díly hmotnostní sloučeniny 7/6 se důkladně promísí s 97 díly hmotnostními jemně dispergovaného kaolinu. Tímto způsobem se získá popraš, která obsahuje 3 % hmotnostní účinné látky.
VII. 30 dílů hmotnostních sloučeniny 7/7 se důkladně smísí se směsí 92 dílů hmotnostních práškovitého silikagelu a 8 dílů hmotnostních parafinového oleje, který byl nastříkán na povrch tohoto silikagelu. Tímto způsobem se získá účinný prostředek s dobrou adhezí.
VIII. 40 dílů hmotnostních sloučeniny 7/8 se důkladně promísí s 10 díly hmotnostními sodné soli kondenzačního produktu kyseliny fenolsulfonové, močoviny a formaldehydu, 2 díly hmotnostními silikagelu a 48 díly hmotnostními vody. Získá se stabilní vodná disperze, která se dále může ředit vodou na vodnou disperzi.
IX. 20 dílů hmotnostních sloučeniny 7/9 se důkladně smísí se 2 díly hmotnostními vápenaté soli kyseliny dodecylbenzensulfonové, 8 díly hmotnostními polyglykoletheru alifatického alkoholu, 20 díly hmotnostními sodné soli kondenzačního produktu kyseliny fenolsulfonové, močoviny a formaldehydu a 68 díly hmotnostními parafinického minerálního oleje. Získá se stabilní olejová disperze.
Nové sloučeniny projevují vynikající účinnost proti širokému spektru rostlinných patogenních hub, zvláště ze třídy Ascomyceten a Basidiomyceten. Tyto sloučeniny jsou z části systemicky účinné a mohou se používat jako listové a půdní fungicidní prostředky.
Sloučeniny mají zvláštní význam pro potlačování řady hub na různých kulturních rostlinách, jako je pšenice, žito, ječmen, oves, rýže, kukuřice, tráva, bavlna, sója, kávovník, cukrová třtina, réva
-703CZ 288922 B6 vinná, ovocné stromy a okrasné rostliny a také zelenina, jako jsou okurky, fazol a tykvovité rostliny, stejně jako na semenech těchto rostlin.
Sloučeniny se uplatní, pokud se fungicidně účinným množstvím směsí těchto sloučenin ošetří osivo, rostliny, materiály nebo půda, které se mají ochránit před houbami nebo napadením houbami.
Použití se provádí před nebo po infíkaci materiálů, rostlin nebo semen houbami.
Sloučeniny jsou zvláště vhodné pro potlačování těchto rostlinných chorob:
Eiysiphe graminis na obilí,
Erysiphe cichoracearum a Sphaerotheca fuliginea na tykvovitých rostlinách, Podosphaera leucotricha na jabloních,
Uncinula necator na révě vinné, druhy Pucinia na obilí, druhy Rhizoctonia na bavlně a trávníkových trávách, druhy Ustilago na obilí a cukrové třtině,
Venturia inaequalis na jabloních, druhy Helminthosporia na obilí, Septoria nodorum na pšenici, Botrytis cinerea na jahodníku a révě vinné, Cercospora arachidicola na podzemnici olejné, Pseudocercosporella herpotrichoides na pšenici a ječmeni, Pyricularia oryzae na rýži,
Phytophthora infestans na bramborách a rajčatech, druhy Fusaria a Verticillia na různých rostlinách, Plasmopara viticola na révě vinné a druhy Altemaria na zelenině a ovoci.
Nové sloučeniny se mohou také používat k ochraně materiálů (ochraně dřeva), například proti Paecilomyces variotii.
Fungicidní prostředek obecně obsahuje od 0,1 do 95 % hmotnostních účinné látky, s výhodou od 0,5 do 90 % hmotnostních účinné látky.
Používané množství je vždy podle druhu požadovaného účinku od 0,02 do 3 kg účinné látky na hektar.
Při ošetřování osiva je zapotřebí obecně používat množství účinné látky od 0,001 do 50 g, s výhodou od 0,01 do 10 g na každý kilogram osiva.
Prostředek podle tohoto vynálezu může být ve formě určené pro použití také jako fungicidní prostředek společně s jinými účinnými látkami, například s herbicidními prostředky, insekticidními prostředky, regulátory růstu rostlin, jinými fungicidními prostředky nebo také s umělými hnojivý.
Při smísení takových látek s fungicidními prostředky se přitom v mnoha případech dosáhne rozšíření spektra fungicidního účinku.
Příklady použití
Jako srovnávací účinná látka se používá izopropylester kyseliny N-fenylkarbamové (A), známý z GB patentu č. 574 995, izopropylester kyseliny N-3-chlorfenylkarbamové (B), známý z GB
-704CZ 288922 B6 patentu č. 574 995 a methylester kyseliny N-3,4-dichlorfenylkarbamové (C), známý z BE patentu č. 612 550.
Příklad použití 1
Účinek proti padlí na pšenici
Listy semenáčků pšenice odrůdy Fnihgold“, které se pěstují v kořenáči, se postříkají vodnou postřikovou suspenzí, která obsahuje v sušině 80 % hmotnostních účinné látky a 20 % hmotnostních emulgátoru. Za 24 hodiny po oschnutí postřikové vrstvy se listy popráší oidiemi (sporami) padlí (Erysiphe graminis var. tritici). Pokusné rostliny se potom udržují ve skleníku za teploty od 20 do 22 °C za relativní vlhkosti vzduchu 75 až 80 %. Po 7 dnech se posoudí rozsah, v jakém se vyvinulo padlí.
Výsledky pokusu ukazují, že účinné sloučeniny z tabulky 7, čís. 1, 2, 3,4, 8,9, 20, 23, 31, 33, 34, 35, 36, 42,43, 44, 47, 48, 52, 53, 54, 55, 56, 57, 60, 61, 62, 63, 64, 67, 69, 70, 71, 72, 74, 78, 79, 85, 87, 89, 90, 91, 92, 93, 94, 95, 104, 105, 106 a 107, při použití ve formě postřikové suspenze obsahující 250 ppm účinné látky, projevují lepší fúngicidní účinek (95 % potlačení houby) než známé srovnávací sloučeniny A (45 % potlačení houby), B (45 % potlačení houby) a C (45 % potlačení houby).
Příklad použití 2
Účinek proti Pyricularia oryzae (protektivní ošetření)
Listy semenáčků rýže odrůdy „Bahia“, které jsou pěstovány v kořenáčích, se do skápnutí postříkají vodnou emulzí, která v sušině obsahuje 80 % hmotnostních účinné látky a 20 % hmotnostních emulgátoru a o 24 hodin později se naočkují vodnou suspenzí spor Pyricularia oryzae. Nakonec se pokusné rostliny umístí do klimatizačních komor, kde se udržuje teplota od 22 do 24 °C a relativní vlhkost vzduchu od 95 do 99 %. Po 6 dnech se stanoví rozsah napadení houbou.
Výsledky pokusu ukazují, že účinné sloučeniny z tabulky 7, čís. 1, 2, 12, 18, 19, 22, 29, 39, 40, 42, 47, 49, 50, 52, 53, 54, 60, 61, 62, 63, 69, 70, 71, 72, 73, 74, 81, 83, 85, 87, 89, 90, 91, 92, 94, 95, 104, 105, 106 a 107, při použití ve formě vodné disperze obsahující 250 ppm účinné látky, projevují lepší fúngicidní účinek (95 % potlačení houby) než známé srovnávací sloučeniny A (30 % potlačení houby), B (30 % potlačení houby) a C (30 % potlačení houby).
Příklad použití 3
Účinek proti padlí na pšenici
Listy semenáčků pšenice odrůdy „Friihgold“, které se pěstují v kořenáči, se postříkají vodnou postřikovou suspenzí, která obsahuje v sušině 80 % hmotnostních účinné látky a 20 % hmotnostních emulgátoru. Za 24 hodiny po oschnutí postřikové vrstvy se listy popráší oidiemi (sporami) padlí (Erysiphe graminis var. tritici). Pokusné rostliny se potom udržují ve skleníku za teploty od 20 do 22 °C při relativní vlhkosti vzduchu 75 až 80 %. Po 7 dnech se posoudí rozsah, v jakém se vyvinulo padlí.
Výsledky pokusu ukazují, že účinné sloučeniny z tabulky 14, čís. 3, z tabulky 21, čís. 3 a 4, z tabulky 48, čís. 1,3,4, 5, 6, 7, 8, 9, 10,11,15, 17, 18, 19, 20,21,22, 23,24, 25,26, 27, 28, 29, 30,31,32, 33,34,35, 36, 37,38, 39,40,41,42, 43 a 44, z tabulky 14, čís. 3, 7, 8, 9, 10, 11, 13,
-705CZ 288922 B6
14, 15,16,17, 18,20 a 23, z tabulky 52, čís. 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 a 19 a konečně z tabulky 53, čís. 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 a 17, při použití ve formě postřikové suspenze obsahující 250 ppm účinné látky, projevují lepší fungicidní účinek (100 % potlačení houby) než známé srovnávací sloučeniny A (15 % potlačení houby), B (15 % potlačení houby) a C (15 % potlačení houby).
Příklad použití 4
Účinek proti Pyricularia oryzae (protektivní ošetření)
Listy semenáčků rýže odrůdy „Bahia“, které jsou pěstovány v kořenáčích, se do skápnutí postříkají vodnou emulzí, která v sušině obsahuje 80 % hmotnostních účinné látky a 20 % hmotnostních emulgátoru a o 24 hodin později se naočkují vodnou suspenzí spor Pyricularia oryzae. Nakonec se pokusné rostliny umístí do klimatizačních komor, kde se udržuje teplota od 22 do 24 °C a relativní vlhkost vzduchu od 95 do 99 %. Po 6 dnech se stanoví rozsah napadení houbou.
Výsledky pokusu ukazují, že účinné sloučeniny z tabulky 14, čís. 3, z tabulky 14, čís. 3, 7, 8, 9, 10,11,13,14, 15, 16, 17,18, 20,21, 22 a 24, z tabulky 52, čís. 1,2, 3,4, 5, 6, 7, 8,9, 10, 11, 12, 13, 14, 15,16, 17, 18, 19 a 20, z tabulky 53, čís. 1,2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 a 17, z tabulky 21, čís. 3 a 4, z tabulky 38, čís. 4 a 5, z tabulky 47, čís. 4, 7, 10, 16, 20, 21,22, 23, 24, 25, 41,42, 55, 56, 57, 58 a 59 a konečně z tabulky 48, čís. 1, 4, 5, 6, 7, 8, 11, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43 a 44, při použití ve formě vodné disperze obsahující 250 ppm účinné látky, projevují lepší fungicidní účinek (100 % potlačení houby) než známé srovnávací sloučeniny A (0 % potlačení houby), B (0 % potlačení houby) a C (0 % potlačení houby).
Příklad použití 5
Účinek proti Botrytis cinerea
Semenáčky papriky odrůdy „Neusiedler Ideál Elitě“, poté co mají dobře vyvinuto 4 až 5 listů, se postříkají do skápnutí vodnou suspenzí, která v sušině obsahuje 80 % účinné látky a 20 % emulgačního prostředku. Po oschnutí nastříkaného povlaku se rostliny postříkají suspenzí konidií houby Botrytis cinerea a umístí do komory při teplotě 22 až 24 °C a vysoké vlhkosti vzduchu. Po 5 dnech se onemocnění vyvine na neošetřených rostlinách tak silně, že vzniklá nekróza listu pokryje převážnou část listů.
Účinná látka % napadení listů po použití vodného přípravku obsahujícího 500 ppm účinné látky
tabulky 30, účinná látka č. 2 5
srovnávací látka A 100
srovnávací látka B 100
srovnávací látka C 100
neošetřeno 100
-706CZ 288922 B6
Příklad použití 6
Účinek proti Plasmopara viticola
Listy révy vinné odrůdy „Můller Thurgau“, která se pěstuje v květináčích, se postříkají vodnou postřikovou suspenzí, která obsahuje v sušině 80 % hmotnostních účinné látky a 20 % hmotnostních emulgátoru. Aby bylo možné posoudit dobu trvání účinku účinných látek, umístí se rostliny po oschnutí postřikové vrstvy na dobu 8 dnů do skleníku. Teprve potom se listy infikují suspenzí zoospor perenospory révy vinné (Plasmopara viticola). Rostliny révy vinné se potom umístní nejprve na dobu 48 hodiny do komory nasycené vodní párou při teplotě 24 °C a poté se umístí do skleníku na dobu 5 dnů za teploty 20 až 30 °C. Po této době se rostliny za účelem urychlení růstu nosičů sporangií znovu umístí na dobu 16 hodin do vlhké komory. Potom se provede posouzení stupně napadení houbou na spodních stranách listů.
Účinná látka % napadení listů po použití vodného přípravku obsahujícího 500 ppm účinné látky
tabulka 21, úč. látka č. 3 5
tabulka 21, úč. látka č. 4 0
tabulka 30, úč. látka č. 1 15
srovnávací látka A 65
srovnávací látka B 40
srovnávací látka C 25
neošetřeno 65

Claims (10)

  1. PATENTOVÉ NÁROKY
    1. Karbamát obecného vzorce I
    A-B (I), ve kterém mají substituenty tyto významy:
    Z znamená methoxyskupinu, skupinu vzorce NH2, NHCH3, N(CH3)2, CH3, C2H5, CF3, nebo CC13,
    X a Y znamenají nezávisle na sobě atom vodíku, fluoru, chloru, bromu, nebo C1-C6alkylovou skupinu,
    A znamená jednoduchou vazbu, -S-, -CH-CH-, -CH2O~, -CH2S-, -CH2-O-N=C(R4)-, -CH=N-O- nebo -CH2-O-CO-, kde R4 znamená Ci-C6-aIkylovou nebo Ci-Céalkoxyskupinu,
    -707CZ 288922 B6
    B je fenyl, který může být popřípadě substituován Ci-C6-alkylem, halogenem, kyanoskupinou, nitroskupinou, Ci-C6-halogenal kýlem, Ci-C6-alkylkarbonylem, Ci-C6-kyanalkýlem, fenoxyskupinou, fenylem nebo CRa=NORb skupinou, přičemž Ra znamená vodík nebo Ci—C6—alkyl a Rb znamená Ci-C6-alkyl, Ci-C6-halogenalkyl nebo C2-C6-alkenyl, nebo je 5- nebo 6- členný heteroaromatický kruh, který obsahuje jeden až tři atomy N, S nebo O, přičemž tento aromatický kruh může být substituován: halogenem, Ci-C6-alkylem, Cj-Ce-halogenalkylem, izoxazolylem, který může být substituován Ci-C6-alkylem, fenylem, který může být substituován halogenem, nebo Ci-C6-alkylem, pyridylem, který může být substituován halogenem, Ci-Cg-alkylem, Ci-C6halogenalkylem, CRa=NORb skupinou a fenylem, popřípadě substituovaným halogenem, nebo Ci-Ce-alkylem, thiazolylem, který může být substituován C]-C6-alkylem, nebo thiazolylem, furanylem nebo skupinou CRa=NORb,
    C]-C6-alkylem, který může být substituován halogenem, hydroxylem, fenylem a fenoxyskupinou, Cj-Cio-cykloalkylem, který může být substituován Ci-C6-alkylem nebo fenylem, naftylem, benzothiazolylem, benzoxazolylem nebo chinolylem, který může být substituován Ci-Ce-halogenalkylem, nebo je N=cyklohexyl nebo je Ci-Ce-alkyl,
    R1 znamená kyanoskupinu, cyklopropylmethyl, Ci-Cé-alkylthioskupinu, Ci-C6-alkoxyskupinu, C2-C6-alkenyloxyskupinu, C2-C6-alkinyloxyskupinu, Ci~C6-alkoxykarbonyloxyskupinu, C]-C6-alkyl substituovaný kyanoskupinou, C2-C6-halogenalkinyl, Ci-Cealkoxyalkyl, a jejich rostlinami snášitelné adiční soli s kyselinami a/nebo se zásadami.
  2. 2. Karbamát podle nároku 1 obecného vzorce I, ve kterém X a/nebo Y znamená vodík.
  3. 3. Karbamát podle nároku 1 obecného vzorce I, v němž substituent B znamená popřípadě substituovaný Ci-C6-alkyl, popřípadě substituovaný fenyl, nebo popřípadě substituovaný pyridyl.
  4. 4. Karbamát podle nároku 1 obecného vzorce I, ve kterém substituent R1 znamená C]-C6alkylthio, Ci-C6-alkoxy, Cr-Ce-alkenyloxy, nebo C2-C6-alkinyloxyskupinu.
  5. 5. Fungicidní prostředek, v y z n a č u j í c í se tí m, že obsahuje nosič a jako účinnou látku karbamát vzorce I podle nároku 1, nebo jeho rostlinami snášitelné adiční soli s kyselinou a/nebo s bází.
  6. 6. Způsob potírání hub, vyznačující se tím, že se působí na houby nebo houbami napadené rostliny, osivo, materiál nebo půdu fungicidně účinným množstvím sloučeniny I podle nároku 1 nebo její rostlinami snášitelnou adiční solí s kyselinou a/nebo bází.
    -708CZ 288922 B6
  7. 7. Sloučenina vzorce A. 1 ve kterém mají substituenty X, Y, A a B význam uvedený v nároku 1 a Q znamená následující skupiny:
    -NO2, -NH2, -NHOH, -NHR1 a -N(OH)-CO-Z, přičemž R1 a Z mají význam uvedený v nárocích 1 až 4 jako meziprodukt pro přípravu karbamátů podle nároku 1.
  8. 8. Sloučenina vzorce B. 1 ve kterém mají substituenty X, Y a R1 význam uvedený v nároku 1 a Rx znamená atom bromu nebo chloru nebo jednu z následujících skupin:
    [P(C6H5)3+Cr], [P(C6H5)3+BY)] nebo PO(O-alkyl)2 jako meziprodukt pro přípravu karbamátů podle nároku 1.
  9. 9. Sloučenina vzorce B. 2 ve kterém mají substituenty X, Y a Z význam uvedený v nároku 1 a Ry znamená Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl a Ci-C6-alkoxykarbonyl jako meziprodukt pro přípravu karbamátů podle nároku 1.
  10. 10. Sloučenina vzorce C. 1
    -709CZ 288922 B6 ve kterém mají substituenty X, Y, A a B význam uvedený v nároku 1 a R znamená vodík, nebo skupinu Ry, přičemž Ry má význam uvedený v nároku 9 a V znamená trichlormethoxy, fenoxy nebo p-nitrofenoxyskupinu jako meziprodukt pro přípravu karbamátů podle nároku 1.
CZ19941785A 1992-01-29 1993-01-18 Karbamáty a prostředky k ochraně rostlin, které je obsahují CZ288922B6 (cs)

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DE4234081A DE4234081A1 (de) 1992-10-09 1992-10-09 Neue Hydroxylaminderivate und diese enthaltende Pflanzenschutzmittel
DE4234028A DE4234028A1 (de) 1992-10-09 1992-10-09 Neue substituierte Hydroxylaminderivate und diese enthaltende Pflanzenschutzmittel
DE4234012A DE4234012A1 (de) 1992-10-09 1992-10-09 Neue Anilinderivate und diese enthaltende Pflanzenschutzmittel
DE4234067A DE4234067A1 (de) 1992-10-09 1992-10-09 Neue substituierte Anilinderivate und diese enthaltende Pflanzenschutzmittel

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Families Citing this family (71)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5824705A (en) * 1992-01-29 1998-10-20 Basf Aktiengesellschaft Carbamates and crop protection agents containing them
AU661230B2 (en) * 1993-04-04 1995-07-13 Nihon Nohyaku Co., Ltd. N-substituted phenylcarbamic acid derivatives, a process for production thereof, and agricultural and horticultural fungicides
CA2166413A1 (en) * 1993-06-30 1995-01-12 Richard James Arrowsmith Anti-atherosclerotic diaryl compounds
CN1141035A (zh) * 1993-11-19 1997-01-22 纳幕尔杜邦公司 杀真菌的环酰胺
DE4423613A1 (de) * 1994-07-06 1996-01-11 Basf Ag 2-[1',2',4'-Triazol-3'yloxymethylen]-anilide, Verfahren zu ihrer Herstellung und ihre Verwendung
DE4423612A1 (de) * 1994-07-06 1996-01-11 Basf Ag 2-[(Dihydro)pyrazolyl-3'-oxymethylen]-anilide, Verfahren zu ihrer Herstelung und ihre Verwendung
US5650434A (en) * 1994-10-01 1997-07-22 Nihon Nohyaku Co., Ltd. N-substituted phenylcarbamic acid derivatives, a process for production thereof, agricultural and horticultural fungicides, intermediates of the derivatives and a process for production thereof
DE4441676A1 (de) * 1994-11-23 1996-05-30 Basf Ag Iminooxymethylenanilide, Verfahren zu ihrer Herstellung und ihre Verwendung
DE4441674A1 (de) * 1994-11-23 1996-05-30 Basf Ag Iminooxymethylenanilide, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende Mittel
AU4869596A (en) * 1995-02-24 1996-09-11 E.I. Du Pont De Nemours And Company Fungicidal cyclic amides
TW362953B (en) * 1995-06-27 1999-07-01 Basf Ag Iminooxymethyleneanilides, preparation thereof and intermediates therefor, and use
DE59606557D1 (de) * 1995-11-02 2001-04-12 Basf Ag Phenylcarbamate, verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung zur bekämpfung von schädlingen und schadpilzen
DE19545878A1 (de) * 1995-12-08 1997-06-12 Basf Ag Pyridylcarbamate, Verfahren und Zwischenprodukte zu ihrer Herstellung und ihre Verwendung
KR19990072128A (ko) * 1995-12-14 1999-09-27 스타르크, 카르크 2-(o-[피리미딘-4-일]메틸렌옥시)페닐 아세트산 유도체 및 유해 진균 및 동물 해충 억제를 위한 그의 용도
ATE233235T1 (de) * 1996-03-08 2003-03-15 Basf Ag Diphenylether, verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung
DE19609618A1 (de) * 1996-03-12 1997-09-18 Basf Ag Pyrimidylphenyl- und -benzylether, Verfahren und Zwischenprodukte zu ihrer Herstellung und ihre Verwendung
US6130247A (en) * 1996-05-10 2000-10-10 Basf Ag Phenylcarbamates, methods for preparing them and agents containing them
JPH1025278A (ja) * 1996-07-12 1998-01-27 Ube Ind Ltd Ｎ−フェニルカーバメート化合物、その製法及び農園芸用の殺菌剤
AU5342598A (en) * 1997-01-16 1998-08-07 Agro-Kanesho Co. Ltd. N-phenylthioura derivatives, process for the preparation thereof, fungicides foragricultural and horticultural use containing the same as the active ingredient , and intermediates for the preparation thereof
DE19716237A1 (de) * 1997-04-18 1998-10-22 Basf Ag Substituierte Benzyloxyimino-Verbindungen
US6528536B1 (en) * 1997-05-22 2003-03-04 Basf Aktiengesellschaft Fungicidal mixtures
JP4262781B2 (ja) 1997-05-26 2009-05-13 ビーエーエスエフ ソシエタス・ヨーロピア 殺菌剤混合物
KR100470113B1 (ko) 1997-05-30 2005-02-04 바스프 악티엔게젤샤프트 살진균성 혼합물
NZ501241A (en) 1997-05-30 2001-10-26 Basf Ag Fungicidal mixtures comprising a carbamate and an oxime ether carboxamide
DE19731153A1 (de) 1997-07-21 1999-01-28 Basf Ag 2-(Pyrazolyl- und Triazolyl-3'-oxymethylen)-phenyl-isoxazolone und -triazolone, Verfahren zu ihrer Herstellung und ihre Verwendung
DE19738864A1 (de) * 1997-09-05 1999-03-11 Basf Ag Verfahren zur Herstellung N-acylierter (hetero)aromatischer Hydroxylamine
AU736609B2 (en) * 1997-11-24 2001-08-02 Dow Agrosciences Llc Benzyloxy substituted aromatics and their use as fungicides
EP0924197A1 (en) * 1997-12-11 1999-06-23 Rohm And Haas Company Substituted cyclopropyl phenoxymethyl phenyl carbamates and their use as fungicides
US6022870A (en) * 1998-01-14 2000-02-08 E. I. Du Pont De Nemours And Company Fungicidal cyclic amides
WO1999040076A1 (fr) * 1998-02-05 1999-08-12 Nippon Soda Co., Ltd. Composes de thiazole, procede de production, agent antiparasitaire et agent antifongique
US7739381B2 (en) * 1998-03-11 2010-06-15 Commvault Systems, Inc. System and method for providing encryption in storage operations in a storage network, such as for use by application service providers that provide data storage services
EP0974578A3 (de) 1998-07-21 2003-04-02 Basf Aktiengesellschaft Phenylcarbamate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende pestizide und fungizide Mittel
WO2000041476A2 (en) * 1999-01-15 2000-07-20 Bayer Aktiengesellschaft N-alkoxy-n-phenylcarbamate derivatives
US20040023806A1 (en) * 1999-12-06 2004-02-05 Hugo Ziegler N-phenylcarbamates having a microbicide insecticide and acaricide effect
EP1118609A3 (de) * 2000-01-21 2002-08-28 Basf Aktiengesellschaft Iminooxisubstituierte Benzylphenylether, Verfahren und Zwischenprodukte zu ihrer Herstellung, sie enthaltende Mittel sowie ihre Verwendung zur Bekämpfung von Schadpilzen
US8188003B2 (en) * 2000-05-03 2012-05-29 Basf Aktiengesellschaft Method of inducing virus tolerance of plants
DE10053623C2 (de) * 2000-10-29 2002-11-21 Martin Aicher Unikondyläre Knieprothese
EP1347952A4 (en) * 2000-12-08 2005-10-26 Dow Agrosciences Llc ARYL AND HETEROARYLCYCLOPROPYL OXIME ETHERS AND THEIR USE AS FUNGICIDES
ES2250301T3 (es) * 2000-12-18 2006-04-16 Basf Aktiengesellschaft Mezclas fungicidas a base de compuestos de amida.
DE10063046A1 (de) 2000-12-18 2002-06-20 Basf Ag Fungizide Mischungen
MXPA03005634A (es) * 2001-01-16 2003-10-06 Basf Ag Mezclas fungicidas.
WO2002056686A1 (de) 2001-01-18 2002-07-25 Basf Aktiengesellschaft Fungizide mischungen
DE50313438D1 (de) * 2002-04-10 2011-03-10 Basf Se Verfahren zur erhöhung der widerstandskraft von pflanzen gegen die phytotoxizität von agrochemikalien
KR101079544B1 (ko) 2002-11-12 2011-11-02 바스프 에스이 글리포세이트-저항성 콩과식물의 수량 개선 방법
RS20050359A (en) * 2002-11-15 2007-11-15 Basf Aktiengesellschaft, Fungicidal mixtures
CN100422153C (zh) 2005-02-06 2008-10-01 沈阳化工研究院 N-(2-取代苯基)-n-甲氧基氨基甲酸酯类化合物及其制备与应用
CN100443463C (zh) * 2005-06-28 2008-12-17 沈阳化工研究院 取代的对三氟甲基苯醚类化合物及其制备与应用
EP1942737B1 (en) * 2005-10-28 2010-03-03 Basf Se Method of inducing resistance to harmful fungi
EA014777B1 (ru) * 2006-03-10 2011-02-28 Басф Се Способ повышения устойчивости растений к пониженным температурам и/или заморозкам
EP1996018A2 (en) * 2006-03-14 2008-12-03 Basf Se Method of inducing tolerance of plants against bacterioses
WO2007110354A2 (en) 2006-03-24 2007-10-04 Basf Se Method for combating phytopathogenic fungi
KR20080111021A (ko) * 2006-03-29 2008-12-22 바스프 에스이 철 대사 장애의 치료를 위한 스트로빌루린의 용도
CA2682294A1 (en) 2007-04-23 2008-10-30 Basf Se Plant productivity enhancement by combining chemical agents with transgenic modifications
JP5687490B2 (ja) * 2007-06-29 2015-03-18 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 非生物的ストレスに対する植物体の耐性を増大させるためのストロビルリン
KR20100105723A (ko) * 2007-12-21 2010-09-29 바스프 에스이 사일리지를 사료로 먹인 동물의 유량 및/또는 육량을 증가시키는 방법
US20120129696A1 (en) 2009-07-28 2012-05-24 Basf Se Method for increasing the level of free amino acids in storage tissues of perennial plants
US20120178625A1 (en) 2009-09-25 2012-07-12 Basf Se Method for reducing pistillate flower abortion in plants
CN102858735B (zh) * 2010-03-18 2014-12-10 巴斯夫欧洲公司 N-甲氧羰基-n-甲氧基-(2-氯甲基)苯胺、其制备及其作为制备2-(吡唑-3＇-基氧基亚甲基)酰替苯胺的前体的用途
JP2013540739A (ja) 2010-09-21 2013-11-07 ビーエーエスエフ ソシエタス・ヨーロピア 置換ｎ−フェニルヒドロキシルアミンの製造のためのプロセス
BR112013022734A2 (pt) 2011-03-09 2016-07-19 Basf Se processo de preparação d euma n-fenil-hidroxilamina
US9907307B2 (en) 2014-03-28 2018-03-06 Sumitomo Chemical Company, Limited Aromatic compound and uses thereof
US9788547B2 (en) 2014-03-28 2017-10-17 Sumitomo Chemical Company, Limited Aromatic compound and uses thereof
CN104211641B (zh) * 2014-08-19 2016-08-24 山东康乔生物科技有限公司 一种吡唑醚菌酯的合成工艺
BR112017014655B1 (pt) * 2015-01-13 2021-05-11 Sumitomo Chemical Company, Limited composto carbamato, seu uso, agente e método para controlar doenças de plantas
EP3246314B1 (en) * 2015-01-13 2020-04-08 Sumitomo Chemical Company, Limited Carbamate compound and use thereof
US10385021B2 (en) * 2015-01-13 2019-08-20 Sumitomo Chemical Company, Limited Carbamate compound and use thereof
JP6624075B2 (ja) 2015-01-13 2019-12-25 住友化学株式会社 カルバメート化合物及びその用途
US10196362B2 (en) 2015-01-13 2019-02-05 Sumitomo Chemical Company, Limited Carbamate compound and use thereof
US11242320B2 (en) * 2018-01-17 2022-02-08 Gsp Crop Science Pvt. Ltd. Process for the preparation of Pyraclostrobin
EP3587391A1 (en) 2018-06-22 2020-01-01 Basf Se Process for preparing nitrobenzyl bromides
CN112358444A (zh) * 2020-11-02 2021-02-12 南开大学 一类肟醚杂环甲酰胺类衍生物及其制备方法和用途

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE612550A (cs) *
GB574995A (en) * 1941-05-12 1946-01-30 Wilfred Archibald Sexton Destruction of weeds
FR1310198A (cs) * 1961-01-25 1963-03-06
US4097594A (en) * 1977-03-30 1978-06-27 Fmc Corporation Mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one antifungal agents
FR2435464A1 (fr) * 1978-07-25 1980-04-04 Rhone Poulenc Agrochimie Nouvelle phenyluree substituee herbicide
DE3020784A1 (de) * 1980-05-31 1981-12-10 Basf Ag, 6700 Ludwigshafen Aralkylanilinderivate und herbizide, die diese verbindungen enthalten
GR76941B (cs) * 1980-11-07 1984-09-04 Sumitomo Chemical Co
DE3120359A1 (de) * 1981-05-22 1982-12-16 Celamerck Gmbh & Co Kg, 6507 Ingelheim Harnstoffderivate, ihre herstellung und verwendung
US4608385A (en) * 1981-10-29 1986-08-26 Sumitomo Chemical Company, Limited Fungicidal N-phenylcarbamates
DE3148595A1 (de) * 1981-12-09 1983-07-21 Basf Ag, 6700 Ludwigshafen Anilinderivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses
GR78257B (cs) * 1982-05-04 1984-09-26 Sumitomo Chemical Co
US4710514A (en) * 1982-05-04 1987-12-01 Sumitomo Chemical Company, Limited Fungicidal carbamates and thiolcarbamates
US4526608A (en) * 1982-07-14 1985-07-02 Zoecon Corporation Certain 2-pyridyloxyphenyl-oximino-ether-carboxylates, herbicidal compositions containing same and their herbicidal method of use
DE3373810D1 (de) * 1982-07-27 1987-10-29 Sumitomo Chemical Co Fungicidal anilides
ZA835095B (en) * 1982-07-27 1984-04-25 Sumitomo Chemical Co Fungicidal n-phenylcarbamates
EP0100190B1 (en) * 1982-07-27 1988-10-05 Sumitomo Chemical Company, Limited Fungicidal n-phenylcarbamate
CA1206158A (en) * 1982-11-03 1986-06-17 John Leonard Urea compounds, intermediates and process for their preparation, herbicidal and/or fungicidal compositions, and method of combating undesired plant growth
US4626608A (en) * 1983-04-05 1986-12-02 Green Cross Corporation Persistent perfluoroalkyl free radicals useful as polymerization catalyst
OA07768A (fr) * 1983-05-12 1985-08-30 Sumitomo Chemical Co Dérivés d'anillines fongicides.
US4605668A (en) * 1983-05-17 1986-08-12 Sumitomo Chemical Company, Limited Fungicidal carbamate compounds
GB8315495D0 (en) * 1983-06-06 1983-07-13 Sumitomo Chemical Co Fungicidal aniline derivatives
DK181988A (da) * 1988-03-30 1989-10-01 Dumex Ltd As Thiocarbamidsyreester til brug som terapeutikum samt praeparat til behandling af alkoholmisbrug
MY110439A (en) * 1991-02-07 1998-05-30 Ishihara Sangyo Kaisha N-phenylcarbamate compound, process for preparing the same and biocidal composition for control of harmful organisms
US5824705A (en) * 1992-01-29 1998-10-20 Basf Aktiengesellschaft Carbamates and crop protection agents containing them
DE19548786A1 (de) * 1995-12-27 1997-07-03 Basf Ag 2-Pyrazolyloxy- und 2-Triazolyloxyphenylessigsäure-Derivate, sie enthaltende Mittel und ihre Verwendung zur Bekämpfung von Schadpilzen und tierischen Schädlingen

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