SK283351B6 - Karbamáty a fungicídne prostriedky s ich obsahom - Google Patents

Karbamáty a fungicídne prostriedky s ich obsahom Download PDF

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SK283351B6
SK283351B6 SK907-94A SK90794A SK283351B6 SK 283351 B6 SK283351 B6 SK 283351B6 SK 90794 A SK90794 A SK 90794A SK 283351 B6 SK283351 B6 SK 283351B6
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formula
alkyl
alkynyl
alkenyl
hydrogen
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SK90794A3 (en
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Bernd Mueller
Hubert Sauter
Franz Roehl
Reinhard Doetzer
Gisela Lorenz
Eberhard 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
Application filed by Basf Aktiengesellschaft filed Critical Basf Aktiengesellschaft
Publication of SK90794A3 publication Critical patent/SK90794A3/sk
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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Abstract

Opisujú sa karbamáty všeobecného vzorca (I) a ich použitie ako fungicídnych prostriedkov na ochranu rastlín, predovšetkým na potláčanie húb, rôznych druhov hmyzu, nematód a roztočov.ŕ

Description

Oblasť techniky
Vynález sa týka karbamátov a ich použitia ako fungicídnych prostriedkov na ochranu rastlín, predovšetkým na potláčanie húb, rôznych druhov hmyzu, nematód a roztočov.
Doterajší stav techniky
Je známe, že anilínové deriváty, napríklad izopropylester kyseliny N-fenylkarbamovej alebo zodpovedajúci 3-chlórfenyl ester (GB patent č. 574 995) alebo metylester kyseliny N-3,4-dichlór-fenylkarbamovej (BE patent č. 612 550) sa používajú ako prostriedky na ochranu rastlín. Ich fungicídny účinok je však neuspokojujúci.
Podstata vynálezu
Teraz sa s prekvapením zistilo, že karbamáty všeobecného vzorca (I)
v ktorom substituenty majú tieto významy:
Z znamená metoxy, amino, metylamino, dimetylamino, metyl, etyl, trifluórometyl alebo trichlórometyl;
X a Y atóm vodíka, fluóru, chlóru alebo brómu, trifluórometyl, kyano, nitro, CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, Cj-Cô-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy alebo môžu byť spolu kondenzované, aby vytvorili voliteľne substituovaný aromatický alebo heteroaromatický, alicyklický alebo heterocyklický, čiastočne alebo úplne nasýtený kruh;
R1 znamená voliteľne substituovaný CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, cyklopropyl, cyklopropylmetyl, cyklobutyl, CH2CN, CH2OCH3, COOCH3, SR5, C,-C6-alkoxy, C2-Ce-alkenyloxy, C2-C6-alkinyloxy, C3-C10-cykloalkoxy, C3-C10-cykloalkenyloxy alebo CrC6-alkoxy-karbonyloxy;
A znamená priamu väzbu, atóm kyslíka, síry, CR2=CR3, CHR2O, CHR2S, CHR2-ON=CR4, CR2=NO, ON=CR4, C=C. CHR2-CHR3, CHR2O-CO alebo OCHR2;
R2, R3 nezávisle od seba atóm vodíka, CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C|-Cň-alkoxy alebo C3-C10-cykloalkyl;
R4 atóm vodíka, kyano, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, CrC6-alkoxy alebo C3-C10-cykloalkyl;
B znamená atóm vodíka, voliteľne substituovaný CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C|0-cykloalkyl, C3-Cw-cykloalkenyl, C3-C10-cykloalkinyl, C6-, C10- alebo Cj4-aryl, 5 až 14-členný hetarylový kruh obsahujúci 1 až 4 heteroatómy vybrané zo skupiny N, O alebo S, 5 až 14-členný heterocyklylový kruh obsahujúci 1 až 4 heteroatómy vybrané zo skupiny N, O alebo S, C6-, Ci0- alebo C|4-aryl-CrC6-alkyl, 5 až 14-členný hetaryl-CrC6-alkylový kruh, C3-C|o-cykloalkyl-Cj-C6-alkyl alebo C3-C10-cykloalkenyl-CľCfj-alkyl;
R5 C]-C6-alkyl, cyklopropyl, cyklopropylmetyl alebo cyklobutyl; kde B nie je atóm vodíka, keď A znamená priamu väzbu;
okrem karbamátov všeobecného vzorca (I), v ktorom substituenty majú tieto významy:
(i) X a Y atóm vodíka, Z metyl,
R1 metoxy,
A atóm kyslíka a
B metyl a (ii) X a Y atóm vodíka, Z amino,
R1 etoxykarbonyloxy,
A priamu väzbu a
B metyl a (iii) X, Y 4-metyl, 6-metyl,
Z metyl,
R1 metoxy,
A priamu väzbu a
B metyl;
ajeho adičné produkty' s kyselinami a adičné produkty s bázami, ktoré sú akceptovateľné pre rastliny.
Kyselinami vhodnými pre adičné produkty s kyselinami sú napríklad minerálne kyseliny, ako je napríklad kyselina chlorovodíková, kyselina bromovodíková, kyselina fosforečná, kyselina sírová a kyselina dusičná alebo karboxylové kyseliny, ako je kyselina mravčia, kyselina octová, kyselina oxálová, kyselina malónová, kyselina mliečna, kyselina jablčná, kyselina jantárová, kyselina vínna, kyselina citrónová a kyselina salicylová alebo sulfónové kyseliny, ako kyselina p-toluénsulfónová a kyselina dodecylbenzénsulfónová, alebo taktiež všeobecné zlúčeniny s obsahom kyslých protónov, ako je napríklad sacharín.
Bázami, ktoré sa javia ako vhodné pre adičné produkty s bázami, sú napríklad hydroxidy a uhličitany draselné a sodné alebo hydroxid amónny.
Zlúčeniny všeobecného vzorca (I) môžu pri výrobe vznikať ako zmesi stereoizomérov (E/Z-izoméry, diastereoméry, enantioméry), ktoré sa môžu deliť zvyčajným spôsobom na jednotlivé zložky, napríklad kryštalizáciou alebo chromatografiou. Rovnako ako jednotlivé izoméry, môžu sa používať ich zmesi, ako fungicídne, akaricídne, nematocídne alebo insekticídne prostriedky a samy osebe sú zahrnuté do vynálezu.
Uvedené alkylové skupiny obsahujú 1 až 6 atómov uhlíka a môžu byť substituované.
Uvedené alkenylové a alkinylové skupiny obsahujú 2 až 6 atómov uhlíka a môžu byť substituované.
Uvedené cykloalkylová skupiny obsahujú 3 až 10 atómov uhlíka a sú prípadne substituované, napríklad 1 až 4 rovnakými alebo odlišnými substituentmi R6.
Uvedené arylové skupiny obsahujú 6, 10 alebo 14 atómov uhlíka a sú prípadne substituované, napríklad 1 až 4 substituentmi R6, ktoré sú rovnaké alebo navzájom odlišné.
Uvedené heteroarylovú skupiny obsahujú 5 až 14 atómov v kruhu, z ktorých 1 až 4 sú heteroatómy zvolené zo súboru zahrnujúceho atóm dusíka, atóm kyslíka alebo atóm síry, sú nenasýtené a sú prípadne substituované, napríklad 1 až 4 rovnakými alebo odlišnými substituentmi R6.
Uvedené heterocyklylové skupiny obsahujú 5 až 14 atómov v kruhu, z ktorých 1 až 4 sú heteroatómy zvolené zo súboru zahrnujúceho atóm dusíka, atóm kyslíka alebo atóm síry, sú nenasýtené alebo čiastočne nenasýtené a sú prípadne substituované, napríklad 1 až 4 rovnakými alebo odlišnými substituentmi R6.
Uvedené cykloalkenylové skupiny obsahujú 5 až 14 atómov uhlíka a sú pripadne substituované, napríklad 1 až 4 substituentmi R6, ktoré sú rovnaké alebo navzájom odlišné.
Dva susediace substituenty Ró môžu spolu s atómami uhlíka, ktorých sú substituentmi, tvoriť karbocyklický hydrogenovaný, čiastočne nenasýtený alebo aromatický kruh s 3 až 14 atómami uhlíka alebo tiež heterocyklický hydrogenovaný čiastočne nenasýtený alebo heteroaromatický kruh obsahujúci 3 až 14 atómov uhlíka, z ktorých 1 až 4 hetero atómy sú vybrané zo súboru tvoreného atómom dusíka, atómom kyslíka alebo atómom síry.
R6 môže byť prípadne substituovaný, napríklad 1 až 4 rovnakými alebo rozdielnymi substituentmi R7 a R8, a znamená napríklad atóm vodíka, atóm halogénu, kyanoskupinu, nitroskupinu, halogénalkylovú skupinu, alkylovú skupinu, halogénalkoxyskupinu, alkenylovú skupinu, alkinylovú skupinu, cykloalkylovú skupinu, arylovú skupinu, heteroarylovú skupinu, heterocyklylovú skupinu, cykloalkenylovú skupinu, alkoxyskupinu, alkenyloxyskupinu, alkinyloxyskupinu, cykloalkoxyskupinu, aryloxyskupinu, heteroaryloxyskupinu, heterocyklyloxyskupinu, cykloalkenyloxyskupinu, alkoximinoskupinu, alkenyloximinoskupinu, alkinyloximinoskupinu, cykloalkyloximinoskupinu, cykloalkenyloximinoskupinu, aryloxitninoskupinu, heteroaryloximinoskupinu, heterocyklyloximinoskupinu, alkoxykarbonylovú skupinu, alkenyloxykarbonylovú skupinu, alkinyloxykarbonylovú skupinu, cykloalkyloxykarbonylovú skupinu, aryloxykarbonylovú skupinu, heteroaryloxykarbonylovú skupinu, heterocyklyloxykarbonylovú skupinu, cykloalkenyloxykarbonylovú skupinu, alkylaminokarbonylovú skupinu, dialkylaminokarbonylovú skupinu, alkenylaminokarbonylovú skupinu, dialkenylaminokarbonylovú skupinu, alkyltioskupinu, alkenyltioskupinu, alkinyltioskupinu, cykloalkyltioskupinu, aryltioskupinu, heteroaryltioskupinu, heterocyklyltioskupinu, cykloalkenyltioskupinu, alkylaminoskupinu, alkenylaminoskupinu, alkinylaminoskupinu, cykloalkylaminoskupinu, arylaminoskupinu, heteroarylaminoskupinu, heterocyklylaminoskupinu, cykloalkenylaminoskupinu, alkylkarbonylovú skupinu, alkenylkarbonylovú skupinu, alkinylkarbonylovú skupinu, cykloalkylkarbonylovú skupinu, arylkarbonylovú skupinu, heteroarylkarbonylovú skupinu, heterocyklylkarbonylovú skupinu, cykloalkenylkarbonylovú skupinu, alkylsulfoxylovú skupinu, alkenylsulfoxylovú skupinu, alkinylsulfoxylovú skupinu, cykloalkylsulfoxylovú skupinu, arylsulfoxylovú skupinu, heteroarylsulfoxylovú skupinu, heterocyklylsulfoxylovú skupinu, cykloalkenylsulfoxylovú skupinu, alkylsulfonylovú skupinu, alkenylsulfonylovú skupinu, alkinylsulfonylovú skupinu, cykloalkylsulfonylovú skupinu, arylsulfonylovú skupinu, heteroarylsulfonylovú skupinu, heterocyklylsulfonylovú skupinu, cykloalkenylsulfonylovú skupinu, alkylsulfinylovú skupinu, alkenylsulfmylovú skupinu, alkinylsulfmylovú skupinu, cykloalkylsulfmylovú skupinu, arylsulfmylovú skupinu, heteroarylsulfinylovú skupinu, heterocyklylsulfmylovú skupinu alebo cykloalkenylsulfmylovú skupinu.
Substituent R7 je ľubovoľný substituent a znamená napríklad atóm vodíka, atóm halogénu, kyanoskupinu, nitroskupinu, halogénalkylovú skupinu, alkylovú skupinu, halogénalkoxyskupinu, alkenylovú skupinu, alkinylovú skupinu, cykloalkylovú skupinu, arylovú skupinu, heteroarylovú skupinu, heterocyklylovú skupinu, cykloalkenylovú skupinu, alkoxyskupinu, alkenyloxyskupinu, alkinyloxyskupinu, cykloalkoxyskupinu, aryloxyskupinu, heteroaryloxyskupinu, heterocyklyloxyskupinu, cykloalkenyloxyskupinu, alkoximinoskupinu, alkenyloximinoskupinu, alkinyloximinoskupinu, cykloalkyloximinoskupinu, cykloalkenyloximinoskupinu, aryloxitninoskupinu, heteroaryloximinoskupinu, heterocyklyloximinoskupinu, alkoxykarbonylovú skupinu, alkenyloxykarbonylovú skupinu, alkinyloxykarbonylovú skupinu, cykloalkyloxykarbonylovú skupinu, aryloxykarbonylovú skupinu, heteroaryloxykarbonylovú skupinu, heterocyklyloxykarbonylovú skupinu, cykloalkenyloxykarbonylovú skupinu, alkylaminokarbonylovú skupinu, dialkylaminokarbonylovú skupinu, alkenylaminokarbonylovú skupinu, dialkenylaminokarbonylovú skupinu, alkyl tioskupinu, alkenyltioskupinu, alkinyltioskupinu, cykloalkyltioskupinu, aryltioskupinu, heteroaryltioskupinu, heterocyklyltioskupinu, cykloalkenyltioskupinu.
Vynález sa ďalej týka karbamátov všeobecného vzorca (I), kde X a/alebo Y znamená atóm vodíka.
Vynález sa ďalej týka karbamátov všeobecného vzorca (I), kde substituenty X a Y majú tieto významy:
X, Y atóm vodíka, fluóru, chlóru alebo brómu, trifluórometyl, kyano, nitro, Cj-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, CrC6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy alebo
X, Y sú spolu kondenzované, aby vytvorili voliteľne substituovaný aromatický alebo heteroaromatický, alicyklický alebo heterocyklický, čiastočne alebo úplne nasýtený kruh.
Vynález sa ďalej týka karbamátov všeobecného vzorca (I), kde R2, R3 a R4 majú tieto významy:
R2, R3 znamená atóm vodíka, CpCe-alkyl, C2-C6-alkenyl, C2-C6-alkinyl alebo C3-C10-cykloalkyl; a
R4 znamená atóm vodíka, kyano, CrC6-alkyl, C2-C(l-alkenyl, C2-C6-alkinyl, C|-C6-alkoxy alebo C3-Ci0-cykloalkyl.
Vynález sa ďalej týka karbamátov všeobecného vzorca (I), kde R1 má tento význam:
R1 CrC6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy, C3-Cio-cykloalkoxy, C3-Ci0-cykloalkenyloxy alebo CrC6-alkoxykarbonyloxy.
Vynález sa ďalej týka karbamátov všeobecného vzorca
v ktorom substituenty X, Y, A a B majú významy uvedené v nárokoch 1 alebo 2 a
R1 znamená CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C10-cykloalkyl, C3-CI0-cykloalkenyl alebo C|-C6-alkoxykarbonyl.
Nové zlúčeniny sa môžu vyrobiť napríklad spôsobmi, ktoré sú uvedené ďalej.
Nitrobenzény všeobecného vzorca (I), ktoré sa dajú získať štandardným spôsobom, sa redukujú na anilíny všeobecného vzorca (II), napríklad vodíkom alebo látkami, ktoré prenášajú vodík, ako napríklad mravčanom amónnym, v prítomnosti vhodných katalyzátorov, napríklad paládia, platiny alebo niklu, pôsobením komplexných redukčných činidiel, ako napríklad Collmanovho reakčného činidla (vzorca Na2[Fe(CO)4]) alebo spôsobmi, ktoré sú známe z literatúry (J. March, Advanced Organic Chemistry, 3. vyd., str. 1103 a nasl. /1985/). Anilíny všeobecného vzorca (2) sa nechajú reagovať za alkalických podmienok s metylesterom kyseliny chlórmravčej na karbamáty všeobecného vzorca (3). Reakcia karbamátov všeobecného vzorca (3) za alkalických podmienok so zodpovedajúcimi alkylačnými činidlami, acylačnými činidlami alebo zlúčeninami všeobecného vzorca
R5-S-S(=O2)-R5 poskytuje deriváty všeobecného vzorca (4) (pozri schému 1).
Schéma 1
K02 ^2
Analogicky ako je uvedené na schéme 1 sa môžu nitrobenzény všeobecného vzorca (5) previesť na karbamáty všeobecného vzorca (6). Štiepením metylesteru všeobecného vzorca (6) za kyslých podmienok sa dajú získať halogénderiváty všeobecného vzorca (7) (Z znamená atóm chlóru alebo brómu) (pozri schému 2).
Schéma 2
Podľa iného uskutočnenia sú halogénderiváty všeobecného vzorca (7) (Z znamená atóm chlóru alebo brómu) dostupné radikálovou halogenáciou, pri ktorej sa vychádza z derivátov všeobecného vzorca (9). Karbamáty všeobecného vzorca (9) sa naopak vyrábajú zo zodpovedajúcich východiskových látok všeobecného vzorca (8) analogicky, ako je znázornené na schéme 1 (pozri schéma 3).
Schéma 3
Halogénderiváty všeobecného vzorca (7) (Z znamená atóm chlóru alebo brómu) sa môžu previesť za alkalických podmienok na účinné látky všeobecného vzorca (10). Podľa iného uskutočnenia sa zlúčeniny všeobecného vzorca (7) nechajú reagovať so zlúčeninou všeobecného vzorca
P(C6H5)3 alebo P(O-alkyl)3 na fosforovú zlúčeninu všeobecného vzorca (11a) alebo (1 lb) alebo sa môžu nechať reagovať za oxidačných podmienok (napríklad pôsobením N-metylmorfolín-N-oxidu) na karbonylové zlúčeniny všeobecného vzorca (12) (pozri schému 4).
POlQAlkyl}
A -
Z fosfóniových solí všeobecného vzorca (11a) alebo fosfonátov všeobecného vzorca (11b), prípadne karbonylových zlúčenín všeobecného vzorca (12) sú dostupné Wittigovou reakciou stilbény všeobecného vzorca (13) (pozri schému 5).
Schéma 5
PO(OAlkyl)2
Parciálnou redukciou nitroaromatických zlúčenín všeobecného vzorca (21) (napríklad pôsobením zinku, analogicky ako opísal Bamberger a kol. v Ann. Chem. 316, 278/1901/) alebo pôsobením vodíka v prítomnosti vhodného katalyzátora, ako napríklad platiny (analogicky ako je opísané v Európskom patente č. 85 890) sa získajú hydroxylamíny všeobecného vzorca (22), ktoré sa nechajú reagoval za alkalických podmienok s acylačným činidlom (napríklad propionylchloridom) alebo karbamoylačným činidlom (napríklad metylizokyanátom) na zlúčeninu všeobecného vzorca (23) a táto sa napokon nechá zreagovať s elektrofilným činidlom, napríklad s alkylačným činidlom, na účinné látky všeobecného vzorca (24) (pozri schému 11).
Schéma 11
Okrem toho sa hydroxylamín všeobecného vzorca (25) (analogicky ako opísal Bamberger a kol. v Ann. Chem. 316. 278 /1901/ a ako je opísané v Európskom patente č. 85 890) môže acylovať alebo aminoacylovať (napríklad metylizokyanátom) na zlúčeninu všeobecného vzorca (26) a táto sa následne môže alkylovať alebo alkoxyacylovať (napríklad estermi kyseliny chlórmravčej) na hydroxylamínový derivát všeobecného vzorca (27). Radikálová halogenácia zlúčeniny všeobecného vzorca (27) N-brómsukcínimidom, brómom, chlórom alebo sulfurylchloridom v prítomnosti látky iniciujúcej radikálovú reakciu, napríklad azoizobutyrodinitrilu alebo pôsobením ultrafialového žiarenia poskytuje halogenid všeobecného vzorca (28) (Hal znamená atóm chlóru alebo brómu) (pozri schému 12).
Schéma 12
Halogenidy všeobecného vzorca (28) sa môžu potom previesť pôsobením zodpovedajúcich nukleofilných činidiel na zlúčeniny všeobecného vzorca (29) (pozri schému 13).
Schéma 13
O
R2
Hal
za
A: -CHR2-O~; -CHR2-S-; -CHR2-o-co-: -chr2-o-n=cr4Okrem toho sa halogenidy všeobecného vzorca (28) môžu nechať radikálovo reagovať na dihalogenid všeobecného vzorca (30) a ten sa potom môže previesť pôsobením vodného metanolu v prítomnosti dusičnanu strieborného na karbonylovú zlúčeninu všeobecného vzorca (31) alebo sa môže priamo nechať reagovať s N-metylmorfolín-N-oxidom na karbonylovú zlúčeninu všeobecného vzorca (11). Okrem toho sa z halogenidov všeobecného vzorca (8) dajú získať fosfonáty, fosfóniové soli alebo fosfinoxidy všeobecného vzorca (32) (P znamená vždy organický zvyšok obsahujúci fosfor) (pozri schému 14).
Schéma 14
Karbonylové zlúčeniny všeobecného vzorca (31) sa môžu potom nechať reagovať so zodpovedajúcimi hydroxylamínmi na oxímy všeobecného vzorca (33) alebo Wittigovou reakciou na olefíny všeobecného vzorca (34). Olefíny všeobecného vzorca (34) sa okrem prípadu, kedy sa vychádza z Wittigovej reakcie, dajú získať z fosfonátov, fosfóniových solí alebo fosfónoxidov všeobecného vzorca (32) (pozri schému 15).
Schéma 15
Z olefínov všeobecného vzorca (34) sa môžu vyrobiť redukciou nasýtené zlúčeniny všeobecného vzorca (35) alebo v prípade, že R2 rovnako ako R3 znamenajú atóm vodíka, halogenáciou (Hal znamená atóm chlóru, brómu alebo jódu) a nasledujúcim dvojnásobným odštiepením halogenovodíka sa môžu vyrobiť acetylény všeobecného vzorca (36) (pozri schému 16).
Schéma 16
vzorca (45) sa nechajú reagovať hydroxylamínom (analogicky ako opísal G. Grundke a kol. v Synthesis 1115/1987/) (pozri schému 18).
Schéma 18
NH2
Al
ÍL
Podľa iného uskutočnenia sa močoviny všeobecného vzorca (39) môžu syntetizovať acyláciou hydroxylamínov všeobecného vzorca (22) za vzniku zlúčenín všeobecného vzorca (37), s nasledujúcou alkyláciou alebo acyláciou na zlúčeniny všeobecného vzorca (38) a substitúciou nukleofugnej odštiepiteľnej skupiny V (kde V znamená napríklad skupinu vzorca OCH3, OCC13) CC13, O-fenyl alebo O-p-nitrofenyl) pôsobením amoniaku, metylamínu alebo dimetylamínu (pozri schému 17).
Podľa iného uskutočnenia sa močoviny všeobecného vzorca (39) môžu získať taktiež alkyláciou močovín všeobecného vzorca (41), ktoré sú dostupné zo zlúčenín všeobecného vzorca (17), reakciou zlúčeniny všeobecného vzorca (17) so zodpovedajúcimi amínmi, alebo priamo zo zlúčenín všeobecného vzorca (22) aminokarbonyláciou (napríklad dimetylkarbamoylchloridom alebo metylizokyanátom) (pozri napríklad Houben- - Weyl, zväzok E 16a, str. 208).
Močoviny všeobecného vzorca (39) sa môžu ďalej okrem toho tiež získať z N-aryl-O-alkylhydroxylamínov všeobecného vzorca (42) analogickým spôsobom, aminokarbonyláciou.
Zlúčeniny všeobecného vzorca (42) sa dajú získať podľa spôsobov známych z literatúry, z hydroxylamínov všeobecného vzorca (2) (pozri Houben-Weyl, zväzok E 16a, str. 271 a 282 až 289).
Okrem toho sa hydroxylamíny všeobecného vzorca (22) dajú získať z anilínov všeobecného vzorca (43) tým, že sa vyrobia iminy všeobecného vzorca (44), tieto zlúčeniny všeobecného vzorca (44) sa oxidujú kyselinou m-perchlórbenzoovou a vzniknuté oxaziridíny všeobecného
HN
X
OH
Príklady uskutočnenia vynálezu
Ďalej uvedené príklady objasňujú výrobu nových zlúčenín.
Príklad 1
Metylester kyseliny N-etyl-N-/2-(2'-metylfenoxymetyl)-fenyl/karbámovej (tabuľka 7, číslo 2)
a) Metylester kyseliny N-(o-metylfenyl)karbámovej
Do 53 g (0,5 mol) o-toluidínu v 500 ml metylénchloridu sa prikvapká 50 g (0,53 mol) metylesteru kyseliny chlórmravčej. Pritom sa reakčný roztok zahrieva pri teplote varu a vyzráža sa bezfarebná tuhá látka.
Reakčná zmes sa mieša počas 1 hodiny a potom sa k zmesi prikvapká 200 ml 10 % roztoku hydroxidu sodného, pričom bezfarebná tuhá látka prejde do roztoku. Organická fáza sa vysuší síranom horečnatým a odparí sa za zníženého tlaku. Zostávajúca tuhá látka sa premyje n-hexánom a odsaje. Získa sa 84 g (0,5 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok je kvantitatívny.
Teplota topenia: 61 až 62 °C.
‘H-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) Metylester kyseliny N-etyl-N-(o-metylfenyl)karbámovej g (0,18 mol) metylesteru kyseliny N-(o-metylfenyl)karbámovej (príklad 1 a) v 200 ml dimetylformamidu sa po častiach uvedie do styku s 5,1 g (0,2 mol) nátriumhydridu. Potom ako sa ukončí vyvíjanie plynu, sa k reakčnej zmesi prikvapká 30 g (0,2 mol) etyljodidu, pričom reakčná zmes sa zľahka ochladí na vodnom kúpeli. Takto sa vyzráža biela tuhá látka. Reakčná zmes sa po asi 4 hodinách zriedi vodou a vodná fáza sa trikrát extrahuje éterom. Organická fáza sa vysuší síranom horečnatým a odparí. Odparok sa destiluje a získa sa 32,5 g (0,17 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebného oleja. Výťažok zodpovedá 93 % teórie.
Teplota varu: 74 °C/67,5 Pa.
’H-NMR (CDClj): δ 7,2 (m, 3H, aromát), 7,1 (m, IH, aróma!), 3,8 (m, IH, N-CHa), 3,6 (s, 3H, OCH3), 3,5 (m, IH, N-CHb), 2,2 (s, 3H, CH3), 1,1 (t, 3H, CH3) ppm.
c) Metylester kyseliny N-etyl-N-(o-brómmetylfenyl)karbámovej
Zmes 30 g (0,155 mol) metylesteru kyseliny N-etyl-N-(o-metylfenyl)karbámovej (príklad lb), 33 g (0,185 mol) N-brómsukcinimidu a 0,1 g azoizobutyrodinitrilu v 300 ml chloridu uhličitého sa ožaruje pod ultrafialovou lampou s výkonom 300 W počas 6 hodín. Obsah banky sa pritom zahrieva na teplotu približne 70 °C. Napokon sa reakčná zmes niekoľkokrát premyje vodou, vysuší a odparí. Ako odparok sa získa 41 g hnedého oleja, ktorý obsahuje zlúčeninu pomenovanú v nadpise, s čistotou približne 50 %. Získaný odparok sa použije bez ďalšieho čistenia v nasledujúcej reakcii.
’H-NMR (CDClj): δ 7,2 (m, 4H, aromát), 4,45 (s, 2H, CH2-Br), 3,8 (m, IH, N-CHA), 3,6 (s, 3H, OCH3), 3,5 (m, IH, N-CHB), 1,15 (t, 3H, J = 8 Hz, CH3) ppm.
d) Metylester kyseliny N-etyl-N-/2-(2'-metylfenoxymetyl)fenyl/karbámovej
8,6 g (180 mmol) o-krezolu v 100 ml dimetylformamidu sa po častiach uvedie do styku s 2,4 g (17 mmol) nátriumhydridu. Reakčná zmes sa mieša pri laboratórnej teplote (20 °C) počas 30 minút a potom sa pridá 20,5 g metylesteru kyseliny N-etyl-N-(o-brómmetylfenyl)karbámovej (príklad lc, čistota približne 50 %, asi 37 mmol). Reakčná zmes sa mieša pri laboratórnej teplote cez noc a nakoniec sa zriedi vodou. Vodná fáza sa trikrát extrahuje éterom. Spojené éterové fázy sa vysušia síranom horečnatým a odparia. Odparok sa destiluje v banke. Pri teplote 220 °C a tlaku 200 Pa sa získa 10 g žltého oleja, ktorý sa potom chromatografuje na silikagéli eluovaním zmesou cyklohexánu a etylacetátu a potom sa čistí na oxide hlinitom. Takto získaná látka sa ešte raz čistí destiláciou z banky. Získa sa 3,6 g (12 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebného oleja. Výťažok zodpovedá 32 % teórie. ’H-NMR (CDC13): δ 7,6 (m, IH, 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, IH, N-CHA), 3,6 (s, 3H, OCH3), 3,5 (m, IH, N-CHB), 2,3 (s, 3H, CHj), 1,15 (t, 3H, J = 8 Hz, CHj) ppm.
Príklad 2
Metylester kyseliny N-/2-(2'-metylfenoxymetyl)fenyl/-N-metyltiokarbámovej (tabuľka 7, číslo 89)
a) 2-(2'-Metylfenoxymetyl)nitrobenzén g (0,347 mol) 2-nitrobenzylbromidu, 37 g (0,342 mol) o-krezolu a 56 g (0,405) uhličitanu draselného v 500 ml dimetylformamidu sa mieša pri laboratórnej teplote počas 5 hodín. Reakčná zmes sa potom zriedi vodou a vodná fáza sa trikrát extrahuje éterom. Éterové fázy sa vysušia a odparia. Kryštalický odparok sa rozmieša v metanole a odsaje. Získa sa 73 g (0,300 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 88 % teórie.
Teplota topenia: 83 °C.
’H-NMR (CDClj): δ 8,15 (d, IH, J = 8 Hz, aromát), 7,95 (d, IH, J = 8 Hz, aromát), 7,7 (t, IH, J = 8 Hz, aromát), 7,45 (t, IH, 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'-Metylfenoxymetyl)anilín g (0,308 mol) 2-(2'-metylfenoxymetyl)nitrobenzénu (príklad 2a) a 10 g 5 % platiny adsorbovanej na aktívnom uhlí (Pt/C) v 50 ml metanolu sa intenzívne mieša pod vodíkovou atmosférou počas 2 hodín. Potom sa pridajú 2 g 5 % platiny na aktívnom uhlí a všetko sa mieša cez noc. Napokon sa katalyzátor odsaje a nahradí s 10 g čerstvého katalyzátora. Všetko sa mieša cez noc, potom sa odsaje a filtrát sa odparí za zníženého tlaku. Odparok sa čistí stĺpcovou chromatografiou s použitím zmesi hexánu a etylacetátu ako elučného činidla. Získa sa 61 g (0,286 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 93 % teórie.
Teplota topenia: 56 °C ’H-NMR (CDClj): δ 7,2 (m, 4H, aromát), 6,95 (d, IH, J = 8 Hz, aromát), 6,9 (t, IH, 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) Metylester kyseliny N-/2-(2'-metylfenoxymetyl)fenyl/karbámovej (tabuľka 7, číslo 3)
K 10 g (47 mmol) 2-(2'-metylfenoxymetyl)anilínu v 500 ml metylénchloridu sa pri teplote 20 až 30 °C prikvapká 6 g (63 mmol) metylesteru kyseliny chlórmravčej. Všetko sa mieša pri laboratórnej teplote počas 3 hodín, pričom sa vyzráža biela tuhá látka a potom sa reakčná zmes rozmieša s 20 ml 10 % roztoku hydroxidu sodného. Organická fáza sa odfiltruje cez vrstvu silikagélu, odparí a zostávajúci odparok sa rozmieša v metanole a odfiltruje. Získa sa 10,5 g (39 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 82 % teórie.
Teplota topenia: 111 °C ’H-NMR (CDClj): δ 8,0 (široký d, IH, aromát), 7,7 (široký s, IH, aromát), 7,7 (široký s, IH, NH), 6,8 - 7,5 (m, 6H, aromát), 5,0 (s, 2H, O-CH2), 3,75 (s, 3H, O-CHj), 2,25 (s, 3H, CH3) ppm.
d) Metylester kyseliny N-/2-(2'-metylfenoxymetyl)fenyl/-N-metyltiokarbámovej (tabuľka 7, číslo 3)
4,9 g (17,3 mmol) metylesteru kyseliny N-/2-(2'-metylfenoxymetyljfenyl/karbámovej (príklad 2c) v 80 ml toluénu sa uvedie do styku s 0,5 g (20,8 mmol) nátriumhydridu. Potom ako sa ukončí vývoj plynu, pridá sa 2,4 g (19 mmol) metylesteru kyseliny metánsulfónovej a všetko sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa napokon extrahuje vodou, vysuší síranom horečnatým a odparí za zníženého tlaku. Odparok sa čistí stĺpcovou chromatografiou na silikagéli zmesou hexánu a etylacetátu ako elučným činidlom. Získa sa 3 g (9,1 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 53 % teórie.
‘H-NMR (CDCI3): δ 7,65 (široký d, IH, 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-CHj), 2,3 (s, 3H, CH3) ppm.
Príklad 3
Metylester kyseliny N-alyl-N-/2-(3-brómfenyl-ľ-metyl-iminooxymetyl-4')fenyl/karbámovej (tabuľka 7, číslo 91)
a) o-Metoxymetylnitrobenzén
130 g (0,6 mol) o-nitrobenzylbromidu v 200 ml metanolu sa po kvapkách uvedie do styku so 125 g 30 % roztoku (0,69 mol) etoxidu sodného v metanole. Reakčná zmes sa pritom zahreje na teplotu približne 50 °C. Všetko sa mieša počas ďalších 3 hodín, pričom sa reakčná zmes ochladí na laboratórnu teplotu a napokon sa do reakčnej nádoby pridá ľadová voda a reakčná zmes sa neutralizuje prídavkom zriedenej kyseliny chlorovodíkovej. Vodná ľáza sa extrahuje éterom, organická fáza sa vysuší síranom horečnatým a odparí. Ako odparok sa získa 101 g (0,6 mol) zlúčeniny pomenovanej v nadpise, vo forme nahnedlého oleja. Výťažok je kvantitatívny.
'H-NMR (CDClj): δ 8,1 (široký d, IH, aromát), 7,8 (široký d, IH, aromát), 7,65 (široký t, IH, aromát), 7,45 (široký t, IH, aromát), 4,85 (s, 2H, O-CH2), 3,5 (s, 3H, O-CH3) ppm.
b) Metylester kyseliny N-(2-metoxymetylfenyl)karbámovej
101 g (0,6 mol) o-metoxymetylnitrobenzénu (príklad 3a) v 1 1 metanolu sa pri teplote 20 až 30 °C prikvapká do 528 g 21,8 % roztoku (0,6 mol) Na2[Fe(CO4)] (1 kg roztoku obsahuje 633 g vody, 218 g Na2[Fe(CO4)], 108 g Na2CO3 a 41 g NaOH). Všetko sa mieša pri laboratórnej teplote počas 1 hodiny a napokon sa reakčná zmes zriedi éterom. Potom sa v reakčnej nádobe oddelí hnedý olej. Celá reakčná zmes sa nanesie na stĺpec silikagélu a eluuje sa éterom. Napokon sa éter odparí, odparok sa vytrepe s metylénchloridom a vysuší so síranom horečnatým. Látka sa znovu odsaje cez stĺpec silikagélu a potom sa rozpúšťadlo odparí za zníženého tlaku. Odparok sa čistí na stĺpci silikagélu eluovaním zmesou hexánu a metylénchloridu. Získa sa 83,8 g o-metoxymetylanilínu, vo forme hnedého oleja, ktorý sa priamo nechá ďalej reagovať.
Získaný surový produkt sa rozpustí v 700 ml metylénchloridu, pridá sa 62,4 g (0,66 mol) metylesteru kyseliny chlórmravčej a k reakčnej zmesi sa potom prikvapká 52,2 g (0,66 mol) pyridinu. Vzniknutá zmes sa mieša pri laboratórnej teplote cez noc a potom sa k reakčná zmes extrahuje zriedenou kyselinou chlorovodíkovou a vodou. Organická fáza sa vysuší síranom horečnatým a odparí sa. Odparok sa čistí stĺpcovou chromatografiou eluovaním zmesou hexánu a etylacetátu. Získa sa 89,4 g (0,41 mol) zlúčeniny pomenovanej v nadpise, s čistotou približne 90 %, vo forme žltého oleja. Výťažok zodpovedá 69 % teórie, vztiahnuté na 2-metoxymetylnitrobenzén.
'H-NMR (CDClj): δ 8,0 (m, 2H, 1 x aromát, NH), 7,35 (široký t, IH, aromát), 7,15 (široký d, IH, aromát), 7,0 (široký t, IH, aromát), 4,5 (s, 2H, OCH2), 3,8 (široký s, 3H, O-CHj), 3,4 (široký s, 3H, OCH3) ppm.
c) Metylester kyseliny N-(2-brómmetylfenyl)karbámovej
K 10 g (51 mmol) metylesteru kyseliny N-(2-metoxymetylfenyljkarbámovej (príklad 2b) v 100 ml metylénchloridu sa prikvapká 38,6 g (150 mmol) bromidu boritého. Reakčná zmes sa mieša počas 2 hodín a napokon sa reakčná zmes po kvapkách vnesie za intenzívneho miešania do vodného roztoku 11,8 g (0,17 mol) hydrogenuhličitanu sodného. Organická fáza sa oddelí a vodná fáza sa extrahuje jedenkrát metylénchloridom a jedenkrát etylacetátom. Spojené organické fázy sa vysušia síranom horečnatým a odparia. Získa sa 9,5 g (39 mmol) pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 76 % teórie.
Teplota topenia: 132 °C.
‘H-NMR (CDC13): δ 7,85 (široký d, IH, aromát), 7,3 (m, 2H, aromát), 7,1 (široký t, IH, aromát), 6,9 (široký s, IH, NH), 4,5 (s, 2H, CH2-Br), 3,8 (s, 3H, O-CH3) ppm.
d) Metylester kyseliny N-/2-(3-brómfenyl-l'-metyliminooxymetyl-4')-fenyl)karbámovej (tabuľka 7, číslo 88) g (33 mmol) m-brómacetónfenónoxímu v 100 ml dimetylformamidu sa po častiach uvedie do styku s 0,95 g (39 mmol) nátriumhydridu. Keď sa ukončí vývoj plynu, prikvapká sa 8 g (33 mmol) metylesteru kyseliny N-(2
-brómmetylfenyljkarbámovej (príklad 3 c) rozpusteného v 10 ml dimetylformamidu. Reakčná zmes sa mieša pri laboratórnej teplote počas 3 hodín, zriedi sa vodou a vodná fáza sa trikrát extrahuje éterom. Organická fáza sa trikrát premyje vodou, vysuší a odparí. Odparok sa vykryštalizuje a rozmieša sa s metanolom. Získa sa 5,1 g (13,5 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 41 % teórie.
Teplota topenia: 124 až 125 °C. 'H-NMR (CDC13): δ 8,6 (široký s, IH, 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-CHj), 2,2 (s, 3H, CH3) ppm.
e) Metylester kyseliny N-alyl-N-/2-(3-brómfenyl-ľ-metyliminooxymetyl-4')-fenyl/karbámovej (tabuľka 7, číslo 91)
1,3 g (3,5 mmol) metylesteru kyseliny N-/2-(3-bróm-fenyl-1 '-metylinimooxymetyl-4')-fenyl/karbámovej (príklad 3d) v 20 ml dimetylformamidu sa po častiach uvedie do styku s 0,1 g (4,1 mmol) nátriumhydridu. Potom ako sa ukončí vývoj plynu, sa k reakčnej zmesi pridá 0,5 g (3,8 mmol) alylbromidu a reakčná zmes sa mieša pri laboratórnej teplote cez noc. Napokon sa reakčná zmes zriedi vodou a trikrát extrahuje éterom. Spojené éterové fázy sa trikrát premyjú vodou, vysušia síranom horečnatým a odparia. Ako odparok sa získa 1,5 g zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok je kvantitatívny. ‘H-NMR (CDClj): δ 7,8 (široký s, IH, aromát), 7,1 - 7,6 (m, 7H, aromát), 6,0 (m, IH, C-CH=C), 5,1 (m, 4H, O-CI12 a C=CH2), 4,4 (m, IH, N-CHA) 4,0 (m, IH, N-CHB), 3,6 - 3,8 (široký 2s, O-CH3), 2,2 (s, 3H, CH3) ppm.
Zodpovedajúcim spôsobom sa môžu vyrobiť zlúčeniny, ktoré sú opísané v nasledujúcich tabuľkách.
Tabulka 7
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Číslo
Zlúčenina
Číslo
Zlúčenina
Teplota
IČ (ca-1) topenia (*C)
Teplota topenia (*C)
IČ (cm 1)
Číslo
O
Zlúčenina
1706. 1496, 1456, 1447,
1294,
L243
Číslo
Teplota IČ (cm'1) topenia (*C)
1708, 1599, 1497, 1455,
1447,
1397,
1238 /0 NH CH, Y
1740,
1593,
1527,
1489, 1456,
1252, 1225
O
Zlúčenina
1710,
1511,
1451, 1364,
1302, 1238
1709,
1511,
1456,
1447,
1379,
1301, 1236
1712,
1511,
1447',
1379, 129B, 1233
Teplota IČ (cm”^·) topenia (’C)
1738,
1723,
1582,
1522,
1452, 1223
1711, 1492, 1430, 1447, 1362, 1303, 1192, 1159
1710, 1603, 1584, 1490,
1451, 1364, 1254
1709, 1490. 1456, 1447, 1379, 1300, 1258
1712,
1490, 1456, 1447.
1378, 1298, 1259
O
(2 izoméry v pomére asi 4:3)
1708, 1491,
1479, 1446, 1376, 1300, 1277, 1150
1712,
1511,
1447,
1378,
1298, 1233
Číslo
Zlúčenina
Teplota topenia (’C)
IČ (en-1)
Číslo
Zlúčenina
Teplota topenia (·c)
IČ (cm“1) číslo
173«,
1582, 1523, 1453,
1221
(2 izoméry v pomere asi 4:3)
(2 izoméry v pomere asi 4 : 3)
Zlúčenina
Teplota topenia (’C)
(2 izoméry v pomere asi 4:1)
1706,
1495,
1485,
1363,
1303,
1193, 1160
1706,
1484,
1447,
1377,
1301,·
1280, 1150
1710i
1495,
1483,
1446,
1376,
1299, 1233
IČ (cm-1)
1709, 1489 , 1447, 1362, 1303,
1192, 1159
1706, 1484, 1447, 1377, 1301,
1280, 1150
1711,
1488,
1446,
1375,
1299, 1232
1709, 1495,
1486,
1451,
1366,
1161, 1008 '
Číslo 21účenina
Teplota IČ (cm-1) topenia (’C)
1696, 1532, 1515,
1453,
1267,
1245, 1069
1712,
1486,
1447, 1361, 1303,
1191, 1160
1708,
1485,
1446,
1376,
1300, 1274
Číslo
Zlúčenina
Teplota IČ (cm-1) topenia (’C) Číslo Zlúčenina
Teplota topenia (’C)
IČ (cm-1)
Číslo
Zlúčenina
Teplota IČ (cm-1) topenia (’C)
Číslo
Zlúčenina
o
o
1709,
1606,
1512,
1364,
1245, 1228, 1171, 1162, 1033,
1005
1709,
1447,
1364,
1261,
1157, 1034,
1007
170$,
157 6,
1446,
- 1379, .1300,
1260,
1239, 1156, 1037
Teplota IČ (czn”l) topenia (’C)
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 číslo
Zlúčenina
Teplota IČ (cn-1) Číslo Zlúčenina
topenia (’c)
Teplota IČ (cm’1) topenia (*C)
Číslo
1710, 14B7. 1450, 1364, 1301,
1246, 1150, 1030, 1006
1708, 1487, 1449, 1378, 1300,
1247, 1030, 1009
1743,
1593,
1528,
1502,
1457.
1301,
1255,
1190,
1066,
1005 zlúčenina
Teplota IČ (cm-1) číslo zlúčenina
topenia (*C)
Teplota topenia (’C)
IČ (cm’1)
1712, 1503, 1453 , 1363, 1303 , 1259 , 1244, 1160, 1136, 1006
1711, 1503, 1457, 1447, 1380, 1301, 1258, 1239, 1136, 1015
1712,
1504, 1450, 1363, 1303, 1255, 1222, 1159, 1134
Číslo
Zlúčenina
Teplota
IČ (en-1) iislo
Zlúčenina topenia ('C)
Teplota IČ (cm’1) topenia (·C)
1712, 1510, 1458, 1450, 1365, 1327, 1246. 1150, 1035, 1005
1710. 1593 , 1497, 1452, 1364. 1323, 1297, 1193, 1165, 1153
1711, 1509, 1497, 1451, 1363, 1302, 1264, 1193, 1156, 1129.
CH
1715, 1510, 1447. 1367, 1324, 1299, 1243, 1149, L027, 996'
Číslo Zlúčenina
1710, 1496, 1475, 1149, 1365, 1301. 1263, 1195, 1159
1710, 1509 , 1456, 1446, 1377, 1326, 1300. 1241, 1149, 1306
Teplota topenia (*C)
IČ (cm’1) číslo
Zlúčenina
1723, 1509, 1453, 1437, 1316. 1292, 1241, 1149, 1064, 1036
Teplota IČ (cm’1) topenia (C)
CH
CH
1738, 1611, 1581, 1539, 1.446, 1312, 1331. 1231, 1201, 1057
1713. 1504, 1447, 1375, 1313, 1300. 1233 , 1143, 1027
1711, 1486, 1447, 1376, 1300, 1281, 1150, 1034, 1013
1714,
1407í
1447,
1376,
1300,
1231,
1023,
999
Číslo
Zlúčenina
Teplota ič (ca1) číslo topenia (’C)
Zlúčenina
Teplota ič (cm x) topenia (’C)
ČÍS1O
Zlúčenina
1733,
1594, 1533, 1457, 1306, 1231, 1013, 934
1721, 1495, 1453, 1437, 1313, 1290, 1239, 1123
1709, 1453 , 1366, 1303, 1228, 1160,
1014
1708,
1455, 1447, 1378, 1299, 1282, 1015, 996
Teplota Ič (cm-1) topenia (*c) Číslo Zlúčenina
Teplota ič (cm-1) topenia (*c)
1710,
1447,
137B, 1296, 1232, 1045, 1023,
995
1717, 1495, 1457, 1444, 1375, 1298, 1241, 1228,
1193
1739,
1614,
1603,
1542,
1450, 1262, 129, 1179
číslo
Číslo
Zlúčenina
Teplota IČ (cm 1) topenia CC)
Číslo
Zlúčenina
Teplota topenia (’C)
147
1710, 1486, 1447, 1363, 1307, 1193, 1159, 1031, 1006. 9Í9
1706, 1484, 1447, 1376. 1302, 1279, 1150, 1031, 1011, 923
1711, 1484, 1446, 1376, 1298, 1232, 1144, 1024, 995.
922
IČ (cm“1)
Číslo
1716,
1455,
1445, 1376.
1297, 1279, 1097 , 1069, 1017, 1008
1718, 1487, 1447. 1394, 1374, 1306, 1232, 1025, 1008
Zlúčenina
115
1706, 1487, 1450, 1387, 1304, 1276, 1155, 1022, 1009, 769
1706, 1487, 1453, 1383, 1312, 1301, 1274, 1155, 1033,
1008
Teplota IČ (cm“1) topenia (’C)
1729,
1575,
1565,
1545,
1523, 1445, 1434, 1224, 1060
110
Λ712, 1494, 1447, 1378 , 1298 , 1232. 1045, 1024 , B18,
771 číslo
Zlúčenina
Teplota IČ (cm-1) Číslo Zlúčenina
topenia ( ' ’C)
Teplota IČ (cm topenia (*C)
Číslo
115
1717, 1455, 1445. 1376. 1298, 1278. 1097. 1068, 1016, 999
1712, 1493, 1447, 1378, 1297, 1232, 1047, 1024, 998, 772
11»
133
Zlúčenina
Teplota ič (c®-1) Číslo Zlúčenina
topenia (’C)
1717, 1455, 1445, 1376, 129B, 1279, 1096,
106B,
1017, 999
1717, 1492, 1455, 1445, 1376, 1298, 1096, 1068. 1012, 100 0
1712, 1511, 1494, 1447, 1378, 1298, 1232, 1045, 1024, 837
Teplota topenia (‘C)
IČ (cm”1)
113
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
Číslo
Zlúčenina
Teplota IČ (cm“1)
Číslo
Zlúčenina číslo topenia (*C)
o
o
Zlúčenina
Teplota IČ (cm-1) topenia (*C)
.1719, 1495, 1464, 1446, 1375, 1295, 1239, 1104, 1075, 1014
1718, 1463, 1445, 1376,
1294,
1104, 1073, 1024, 1010
1716,
1505,
1465,
1448,
1374,
1298,
1279,
1241,
1141,
999
Teplota IČ (cm 1) číslo Zlúčenina
topenia (’C)
1715, '<95,
1463, 1448,
1376, 1298,
1239
Teplota Ič (cm“1) topenia (*C)
1744, 1583, 1522, 1503, 1458, 1442, 1223, 1304, 1035,
1004
1720, 1465, 1446, 1372, 1296, 1280, 1243, '1144, 1035, 1014
Príklad 4
Metylester kyseliny N-(2-metylfenyl)-N-metoxykarbámovej (tabuľka 14, číslo 1)
a) Metylester kyseliny N-(2-metylfcnyl)-N-hydroxykarbámovej
K 16,4 g N-(2-metylfenylhydroxylamínu (surový produkt, získaný ako opísal Bamberger a kol. v Ann. Chem. 316, 278 /1901/) a 12,9 g (0,163 mol) pyridínu v 100 ml metylénchloridu sa prikvapká pri teplote 25 až 30 °C k 14,0 g (0,148 mol) metylesteru kyseliny chlóroctovej. Všetko sa mieša pri laboratórnej teplote a potom sa reakčná zmes extrahuje zriedenou kyselinou chlorovodíkovou a vodou. Organická fáza sa vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatografíou s použitím zmesi hexánu a etylacetátu ako elučného činidla. Získa sa 7 g (39 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja.
’H-NMR (CDClj): δ 8,6 (široký s, OH), 7,3 (m, 4H, fenyl), 3,75 (s, 3H, OCHj), 2,3 (s, 3H, CH3) ppm.
b) Metylester kyseliny N-(2-metylfenyl)-N-metoxykarbámovej (tabuľka 14, číslo 1)
6,6 g (36,5 mmol) hydroxyzlúčeniny z príkladu 4a v 50 ml dimetylformamidu sa po častiach uvedie do styku s 1,1 g (44,1 mmol) nátriumhydridu pri teplote 20 až 30 °C. Potom ako sa ukončí vyvíjanie plynu, k reakčnej zmesi sa pridá 5,7 g (40,1 mmol) metyljodidu a všetko sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa napokon zriedi vodou a vodná fáza sa trikrát extrahuje metyl-terc.-butyléterom. Spojené organické fázy sa vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou so zmesou hexánu a etylacetátu ako elučným činidlom. Získa sa 5,2 g (27 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 73 % teórie.
'H-NMR (CDClj): δ 7,25 (m, 4H, fenyl), 3,8, 3,75 (s, 3H, OCHj), 3,75 (s, 3H, OCHj), 2,3 (s, 3H, CH3) ppm.
Príklad 5
Metylester kyseliny N-(2-brómmetylfenyl)-N-metoxykarbámovej (tabuľka 14, číslo 2)
2,5 g (12,8 mmol) N-metoxykarbamátu z príkladu 4b, 2,5 g (14,1 mmol) N-brómsukcínimidu a na špičku špachtle (1 g) azoizobutyrodinitrilu v 20 ml chloridu uhličitého sa ožaruje ultrafialovou lampou s výkonom 300 W, pričom reakčná zmes sa zahrieva pri teplote 30 až 40 °C. Po 3 hodinách sa reakčná zmes dvakrát extrahuje vodou. Organická fáza sa vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatografiou so zmesou hexánu a etylacetátu ako elučným činidlom. Získa sa 1,4 g (5,1 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 40 % teórie.
'H-NMR (CDClj): δ 7,5 (m, III, fenyl), 7,35 (m, 3H, fenyl), 4,55 (s, 2H, CH2-Br), 3,8 (2s, 6H, 2 x OCHj) ppm.
Príklad 6
Metylester kyseliny N-/2-(2'-metylfenoxymetyl)fenyl/-N-metoxykarbámovej (tabuľka 14, číslo 3)
1,2 g (4,4 mmol) metylbromidu z príkladu 5, 0,45 g (4,2 mmol) o-krezolu a 0,7 g (4,8 mmol) uhličitanu draselného v 30 ml dimetylformamidu sa pri laboratórnej teplote mieša cez noc. Reakčná zmes sa potom zriedi vodou a vodná fáza sa trikrát extrahuje metyl-terc.-butyléterom. Spojené organické fázy sa vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou so zmesou hexánu a etylacetátu ako elučným činidlom. Získa sa 1,2 g zlúčeniny pomenovanej v nadpise, ktorá je znečistená o-krezolom. Zmes sa zahrieva na odparke počas približne 1 hodiny pri tlaku asi 100 Pa na teplotu 125 °C. Ako odparok sa získa 0,9 g (3 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 68 % teórie. 'H-NMR (CDClj): δ 7,7 (m, IH, 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, OCHj) 3,75 (s, 3H, OCHj), 2,3 (s, 3H, CHj) ppm.
Tabufka 8
I: R1 * CHj
II: R1 = CH2-CH3
Číslo Xm
1 H
2 2-F
3 3-F
4 4-F
5’ 2,4-Fj
6 2,4,6-Fj
7 2,3,4,5,6-Fg
8 2 .-3-F2
9 2-Cl '
10 3-C1
11 4-Cl
12 2,3-Cl2
13 2.4-C12
14 2.5-C12
15 2,6-Cl2
15 3.4-C12
17 3.5-C12
18 2,3,4-Clj
13 2,3,5-Clj
20 2,3,6-Cl3
21 2,4,5-C13
22 2,4,6-Cíj.
číslo Xm
23 3.4,5-Clj
24 2,3,4,6-Cl;
25 2, 3, 5.6-CI4
26 2,3,4,5,6-Clj
27 2-Br
28 3-0r
29 4-Br
30 2,4-Brj
31 2, 5-ΒΓ2
32 2.6-ΒΓ2
33 2,4,6-Brj
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-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
46 2-Cl, 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
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-CHj
67 3-CHj
68 4-CHj
69 2.3-(CHjl 2
70 2,4-<CH3)2
71 2,5- ICH3)2
72 2,6- ICH3) 2
73 3,4-ICH3)2
74 3,5-ICH3)2
75 2,3,5- (CHj/j
76 2,3.4-(CHj)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-(CHj)4
83 2,3,4,5,6-(CHj>s
84 2-C2H5
BS 3-C2H5
B6 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H5)2
89 3,5-(C2Hj)2
90 2,4, 6- (C2H5)3
91 2-n-C3H?
92 3-n-C3H?
93 4-n-C3Hj
94 2-Í-C3H7
číslo Xm
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hi.i
133 3-cyklo*CíHii
134 4-cyklo-CeHn
135 2,4-(cyklo-C9Hn)2. 6-CH3
136 2-CHj, 4-Gyklo-csHn
137 2-CH2-CeH5
13B O-CHj-C^Hs
139 4-CH2-CtHs
140 2-CH2-C6H5, 4-CHj
141 2-CH3, 4-CH2-C5H5
142 2-C6Hs
143 3-C6H5
144 4-C6H5
145 4- (2-Í~CjH7-C6H4 )
146 4-CgHs. 2,6“(CHj)2
147 2-C1, 4-CíHs
148 2-Br, 4-C4Hg
149 2-C6H5. 4-C1
150 2-C&H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C&H5, 4-Br
153 2-C1, 4-CH2Cí»5
154 2-BX, 4-CH2CeH5
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-Č6Hn, 4-Br
157 2-C1, 4-cyklo-CeHii
158 2-Br, 4-cyklo-CgHn
159 2-QCH3
160 3-OCHj
161 4-otHj
162 2-OC2H5
163 3-0-C2H5
164 4-O-C2H5
165 2-O-II-C3H7
166 3-O-n-C3H?
Číslo xm
95 3-i-CjH-
96 4-Í-C3H7
97 2, 4- (i-CjH) 2
98 2,6-(Í-C3H7)2
99 3,5-(Í-C3H7) 2
100 2,4,6-(Í-C3H7)j
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4Hg
105 3-C-C4Hg
106 4-t-C4H9
107 2,3-(t-C4Hg)2
108 2,4-(E-C4Híh
109 2,5- (t-C4H9) 2
110 2,6—(C-C4Hg) 2
111 3,4-(C-C4H9)2
112 2.4,6- U-C4H9) 3
113 4-n-CgHj9
114 4-n-Ci2H25
115 4-n-Ci5H3i
116 4-(1,1,3,3-Tetramethylbutyl)
1'17 4- (2,4, 4-Trimethylpropyl)
118 2-t-C4H9, 4-CH3
119 2-ť-C4H9, S-CH3
120 2.6-(t-C4H9)2, 4-CH3
121 2-CHj, 4-t-C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CHj, 5-Í-C3H7
125 3-CHj, 4-Í-C3H7
126 2-Í-C3H7, 5-CHj
127 2,4-(t-CíHs)2< 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
Číslo Xm
157 4-O-n-C3H?
168 2-O-1-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C3H7
171 2-O-n-Č6Hi3
172 3-O-n-CeHu
173 4-O-H-C6H13
174 2-O-n-CeHi?
175 3-O-n-C0Hi7
176 4-O-H-CgHi7
177 2-O-CH2C6K5
17B 3-O-CH2C6H5
179 4-O-CH2C5H5
180 2-O- (CH2) 3C4H5
181 3-O- (CH2) jCfiHs
182 4-O- (CH2) 3CíH5
183 2,4-(OCHj)2
184 2-CFj
185 3-CFj
1B5 4-CFj
187 2-OCFj
188 3-XF3
189 4-OCFj
190 3-OCH2CHP2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CM
196, 4-CN
197 2-CHj, 3-C1
198 2-CH3, 4-C1
199 2-CHj, 5-C1
200 2-CHj, 6-Cl
201 2-CH3, 3-F
202 2-CH3, 4-F
Číslo xm
203 2-CHj, 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-ΒΓ
20B 2-CH}, 6-Br
209 2-C1, 3-CH3
210 2-C1, 4-CHj
211 2-C1, 5-CH3
212 2-F, 3-CH3
213 2-F, 4-CHj
214 2-F, 5-CHj
215 2-Br, 3-CHa
216 2-Br, 4-CH3
217 2-Bť, 5-CH3
218 3-CH3, 4-CI
219 3-CHj, S-Cl
220 3-CHa. 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
22B 2-Br, 4,5-(CH3)2
229 2-C1, 3,5-(CH3)2
230 2-Br, 3,5-(CH3)2
231 2,6-Clí, 4-CHj
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-CHj
237 2,6-(CHj)2, 4-F
23B 2,6-(CHj)j, 4-CI
Číslo XfTi
275 3-CH2-OCM3
276 4-CH2-OCH3
277 2-CH2o(C2H5)
278 3-CH2O(C2Hs)
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H7)
2B1 3-CH2O(n-C3H7l
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-CC-CHj
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-CO-CH2-CH2-CH3
296 1-CO-CH2-CH2-CH3
297 4-CÓ-CH2-CH2-CH3
298 2-CO—CH(CH3)—CH}
299 3-CO-CH(CH3)-CHj
300 4-CO~CH(CH3)-CH3
301 2-MS-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-Ke-4-CH3-CH(CHj)-CO
306 2,5-Me2-4-CHO
307 2,5-Me2-4-CH3-CO
3C8 2,5-Me2-4-CH3-CH2-CO
3C9 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH ICH3)-CO
Číslo Xra
239 2,6-(CH3)2, 4-Br
240 3,5-{CH3)2, 4-F
241 3,5-(CH3)2, 4-CI
242 3,5-(CHj)2, 4-Br
243 2,3,6-(CHj) j, 4-F
244 2,3,6-(CH3)3, 4-CI
245 2,3,6-(CH3)3, 4-Br
246 2.4-(CH3)2, 6-F
247 2,4-{CH3)2, 6-C1
24Θ 2,4-(CHj)2, 6-Br
249 2-Í-C3H7, 4-CI, 5-CH3
250 2—Cl, 4-NO2
251 2-NO2 ,4-Cl
252 2-OCHj, 5-NOj
253 2,4-Cl2, 5-NOj
254 2,4-Cl2, 6-NO2
255 2,6 Cl2, 4-NOj
256 2,6-Br2, 4-NO2
257 2,6- J2, 4-N02
258 2-CH3, 5-Í-C3H7, 4-CI
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3-CO2(C2H5)
264 4-CO2(C2H3)
265 2-CO2 (11-C3H7 J
266 3-CO2(n-C3H7)
267 4-co2(n-c3H7)
268 2-CO2<Í-C3H7)
269 3-CO2(1-C3H7)
270 4-CO21Í-C3H7)
271 2-co2 (n-c6Hi3)
272 3-CO2<n-c5Hi3>
273 4-CO2<n-C6H13)
274 2-CH2-OCH3
číslo xm
311 2-C1-4-CH3
312 2-Cl-4-CHj-CC·
313 2-C1-4-CHj-CH2-CO
314 2-C1-4-CHj-CH tCH})-CO
315 2,5-Cl2-4-CHO
316 2,5-C12-4-CHj-CO.
317 2,5-C12-4-CHj-CHj-CO
318 2,5-Cl2-4-CH}-CH;-CH2-CO
319 2 , 5-Cl2-4-CH3—CH (CH3)-CO
320 2-C(=NOCHj)-CH3
321 3-C1=NOCHj)-CH}
322 4-C t=NOCH}) -CH3
323 2-C(«N0C2H5)-CHj
324 3-C(=NOC2Hs)-CH3
325 4-C(=NOC2HS)-CH3
326 2-C (=NO-n-C3H7 í -CH3
327 3-C (=NO-n-C3H7 í -CH3
328 4-C(=NO-n-C3H7)-CH3
329 2-C (=NO-i-C3H7) -CH3
330 3-CI»NO-í-C3U7I-CHj
331 4-C (=NO-í-C3H7 1-CHj
332 2-C(sNO-Allyl)-CH3
333 3-Ci=NO-Allyl}-GH3
334 4-C(«NO-Ailyl)-CH3
335 2-C(sNO-trans-Chlorallyl)-CH3
336 3-C(=NC-trans-Chlorallyl)-CH3
337 4-C(=NC—tran s-Chlór a1ly1)-CH3
338 2-C í sNO-Propargyl)-CHj
339 3-C(=NO-Propargyl)-CH3
340 4-C1 sNOPropargyl) -CH3
341 2-C l =NO-n-C4H9)-CH3
342 3-CÍ=NO-n-C4H9)-CH3
343 4-C (=NO-n-C4H9J -CH3
344 2-C! sNO-CHj-CgHj)-CHj
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C (=NO-CH2-C6H5) -CHj
Číslo ΧΠΊ
M7 2-CH3-4-CH«NOCH3
348 2-CH3-4-CH=NOC2Hs
34? 2—CH)-4~CH=NO-n—C3H?
350 2-CH 3 - 4 -CH-NO- i -C3 H?
351 2-CH3-4-CH»NO-Allyl
352 2-CHj-4-CH=NO- (treas-ChlorallyD
353 2-CHj-4-CHwNO-Prcpergy1
354 2-CH3-4-CH«NO-n-qHj
355 2-CH3~4-CH=NO-CH2-CsH5
356 2-CH3-4-(CH3-CsKOCB3)
357 2-CH3-4- {CH3-OWC2H5 )
358 2-CHí- 4- (CH3-C=NO-n-C3H7)
359 2-CH3-4- (CHj-CítJíO-í-CjH?)
360 2-CH3-4- (CH3-C=NO-Ällyl)
361 2-CH3-4-{CH3-C«NOrtran6-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-CeH5).
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2H5-CSNO-C2H5)
367 2-CH3-4- (02Η5-ΟΝΟη<3Η7)
36B 2-CHj-í- (CjHs-C^’O-i-CíHi
369 2-CH3-4-(C2H5-C=NO~Allyl)
370 2-CH3-4-(C2H5-C=NO-Crans-Chlorallyl)
371 2-CK3-4- (CaHs-CeNO-Propargyl)
372 2-CH3-4-(C2M5-C=NO~n-C4H9)
373 2-CH3-4-(C2H5-C«:NO-CH2-C6H5)
374 2,5- ÍCH3)2-4-(CH3-C=NOCH3)
375 2.5- (CH312-4- (CH3-C=NDC2H5}
376 2,5- (CH3) 2-4- (CH3-CsNO-d-C3H7 )
377 2,5- (CH3 > 2-4- (CHj-é=NO- I-C3H7 >
378 2.5- (CH3) 2-4-(CH3-CsNO-Allyl)
379 2,5- (CH3) j-4- (CHj-C=NO-trans-chlorallyl)
380 2,5- (CH3) 2-4- (CH3-C=NO-Propaiyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H3)
382 2, 5- iCHj) 2-4- ICHj-C=NO-CH2-CeH5)
Číslo XlTí
420 4-(2’-CH3-CO-C6H4)
421 4-(3'-CH3-CO-CéH4)
422 4-(4'-CH3-CO-CeH4)
423 2- (2' - (CH3-C (sNCAllyl 1 ) -C6H4)
424 2 - (3' - (CH3-C (=N0Allyl)) -CgHi)
425 2- (4' - <CH3-C (=NOAllylf) -CjHí )
426 3- (2' - (CH3-C (sNOA.1 ly 1)) -CeHí)
427 3- (3' - (CH3-C («NOAllyl)) -City)
428 3 - (4 ' - (CH3 -C («NOAlly 1)) -C^)
429 4-(2'-(CH3-C(=NOAllyl))-C«H4l
430 4- (3 '- (CH3-C (sNOAllyl)) -C«H4)
431 4- 14 - (CH3TC («NOAlly 1)) -CíH()
432 2- 12 '-CH3O2C-C6H4)
433 2-(3'-CH3O2C-CíH4)
434 2-(4'“CH5O3C-C6K4)
435 3- (2'-CB3O2C-C6H4)
436 3-(3'-CH3O2C-C6H4)
437 3-{4'-CH3O2C-C5H4)
438 4- 12 ’-CHjO2C-C6H4)
439 4-(3 ’-CHjO2C-CsH4)
440 4-(4^0^(^0-06^)
441 2-(2--CH3O-C6H4)
442 2-(3'-CH3O-C6H4)
443 2-(4'-0Η3Ο-06Η4)
444 3-12'-CH3O-C6H4)
445 3- (3 ‘ -CH3O-C«H4)
446 3-(4--0^0-06^)
447 4-(2'-CE3O-C6H4)
448 4-(3'-CH3O-CťH4)
449 4-(4'-CH3O-C6H4)
450 2-(2'-θ2Ν-θ6»4)
451 2-(3'-OjN-C6H4)
452 2-14’-OjN-CéH4)
453 3- (Í'-OjN-C^)
454 3-(3,-O2N-C6H4)
455 3-(4'-O?N-CsH4)
Číslo xm
383 í-CgHš
384 3-C6H5
385 4-CSHS
386 2-[2'-F-CbH4)
387 2-(3'-F-C<H4)
388 2-(4'-F-CíH4)
389 3-(2'-F-C6H4)
390 3-í3'-F-C5H4)
391 3-(4'-F-CsH4)
392 4-{2'-F-C6H4)
393 4-[3’-F-C4H4)
394 4-(4’-F-C$H4)
395 2-(2 '-C1-C«H4I
396 2-(3 '-C1-C6H4)
397 2-(4'-C1-CíK4)
398 3-(2‘-Cl-C6H4)
399 3-(3'-C1-C6H4)
400 3-(4'-C1-C$H4)
401 4-<2’-C1-C6H4)
402 4-(3'-Cl-CeH4}
403 4-t4'-Cl-CcHJ
405 2- (2'-CHj—C$K4)
406 2-(3 ’ -CH3-C&H4)
407 2-(4 '-CH3-C6H4)
408 3-(2'-CH3-C6H4)
409 3-(3'-CH3-C6H4)
410 3-(4'-CH3-C6H4)
411 4-(2'-CHi-C$H4)
412 4- (3' -CH3-C6H4)
413 4-,(4’-CH3-C$H4)
414 2-(2'-CH3-CO-CsH4)
415 2-<3'-CHj-CO-C5B4)
416 2-(4'-CHj-CO-CfiHi)
417 3-(2'-CH3-CC-C6H4)
418 3- (3'-CH3-CO-C6H4)
419 3-í4'-CHj-CO-C6H4)
Číslo Xm
456 4-(2'~O3N-CpH4)
457 4- (ľ-OjN-CeHj)
458 4-(4 '-03N-C6H4)
459 2-(2'-NC-C6H4)
460 2-(3 ‘ -NC-C€H, 1
461 2- (4 ' -NC-C6H4)
462 3-(2'-ΝΟ-Ο«Η4)
463 3- (3 -NC-C6H4)
464 3-(4·-NC-C«H4)
465 4-(2'-NC-C6H<)
466 4-(3'-NC-C6Hť)
467 4-(4'-NC-C6H4)
468 2-(2' -CF3-C6H4J
469 2-(3 · -CF;-C6H()
470 2- l4'-CF3-C6Ht)
471 3- (2 ‘-CF3-C6H4)
472 3-(3' “CFj-CsX*)
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4-(3'-CF3-CcR4)
476 4-(4 *-CF3-C<H4)
477 2-O-C6H5
475 3-O-C6H5
476 4-O-C6H5
478 J-O-p'-F-CsW)
479 2-O-(3'-F-C6H4)
480 2-Ο-(4'-Ρ-06Η4)
481 Í-Orrt'-F-CM)
482 3-O-(3'-F-C6H4)
483 3-0-{4'-F-CeH4)
484 4-0-{2'-F-CfiH4)
485 4-O-(3'-F-CťH4)
486 4-O-(4,-F-CíH4>
487 1 2-O-(2'-C1-C4H4)
488 2-0-(3'*Cl-CgH4)
489 2-0-<4 '-Cl-CsH, I
Číslo Xm
490 3-0-(2'-C1-C6H4)
491 3-O-(3’-Cl-CgH4)
492 3-O-(4'-Cl-C6H4)
493 3-0-(4'-Cl-CgH4)
494 4-D-(2'-C1-CíH4 )
495 i-O-O'-Cl-CgH^
496 4-0-(4'-Cl-CtH4)
497 2-0- (2'-CHj-CgHi)
498 2-0-(3'-CH3-C$H4)
499 2-O-(4'-CH3-CeH<)
soo 3-O-(2'-CH3-C6H4)
501 3-0- (3'-CH3-C6H4)
502 3-O-(4'-CH3-CfiHí)
503 4-0- (2'-CH3-CgH4)
504 4-O-(3'-CH3-C6H4)
505 4-O-(4'-CH3-C6HJ
506 2-0-(2'-CH3-CO-C$H4)
507 2-O-(3'-CH3-CO-C&HJ
508 2-0-(4'-CH3-CO-C6H4)
509 3-0-(2'-CH3-CO-CsH4)
510 3-0—<3'-CH3-CO-C5H4)
511 3-0-(4'-CH3-CO-CgH4)
512 4-0- (2'-CH3-C0-C6H4)
513 4-O-(3'-CH3-CO-CjH4)
514 4-O-(4'-CH3-CO-CsH4)
515 2-0- (2'- (CH3-C (=N0Ally 1)) -C6H4)
516 2-O-(3'-(CH3-C(sNQAllyl))-CÉH4|
517 2-0- (4' - (CH3-C(sN0Ällyl)) -CťH4)
518 3-0-(2'-(CH3-C(=NOA1ly1))-CSH4)
519 3-0-(3'-(CH3-C(=Ν0λ1ly1))-C4H4)
520 3-0-(4‘«(CH3-C(=NOAllyl))-C4H4)
521 4-0-{2’-(CH3-C (=NOA1 ly 1)) -Ce^>
522 4-0-(3 -- (CH3-C í-NOAllyl)) ~C6H4>
523 4-0- (4 ' - (CH3-C (sNOÄlly 1)) -CSH4)
524 2-0-(2--0^020-0^1
525 2-O-(3’-CH3O2Č-C4H4)
Číslo Xm
552 2-0- I4’-CF3-C6H4)
563 3-0- 12 '-CFj-CgHJ
564 3-0- (3 '-CF3-C6H4)
565 3-0- (4 '-CF3-C6H<)
566 4-0-(2'-CF3-CgH4)
567 4-0-(3 '-CF3-C$H4)
568 4-O-(4'-CF3-C6H4)
569 2-Pyridyl-21
570 2-Pyridyl-3 1
571 2-Pyridyl-4 1
572 3-Pyridyl-2'
573 3-Pyrldýl-3 1
574 3-Pyridyl-4'
575 4-Pyridyl-2' ’
576 4-Pyridyl-31'
577 4-Pyridyl-4'
578 2 - Py r imi diny 1- 2 ’
579 2-pyrimidinyl-3'
58C 2-Pyrimidinyl-4'
581 3-Fyrimidinyl-2 ’
582 3-Pyritnidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2*
585 4-Pyrinú.dinyl-3'
586 4-Fyrimidinyl-4*
587 2-Pyrazolyl-ľ
588 2-Pyxazolyl-3'
589 2-íyrazolyl-4'
590 3-Pyra201yl-ľ .
591 3-Fyrazolyl-3'
592 3-iyrazolyl-4'
593 4-Pyrazolyl-ľ
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
Číslo Xm
526 2-0-(4 '-CH3O2C-C6H4)
527 3-0- (2 '-CH3O2C-C6H<}
528 3-0- (3 '-CH3O2C-C6H4)
529 3-0-(4’-CH3O2C-C6H4)
530 4-0- [2 ' -CHiOíC-CgHí}
531 4-0- 13 '-CH3O2C-CeH4 )
532 4-0-!4'-CH3O2C-CgH4)
533 2-0-í2'-CH50-C6H4)
534 2-0-(3'-CHjO-CgHj)
535 2-0-(4'-CHjO-CgH4)
536 3-0-(2'-CH3O-C6H4)
537 3-0-(3'-CH3O-CgH4)
530 3-0-(4'-CHjO-C6H4)
539 4-0-(2'-CHjO-CgH4 )
540 4-0-(3'-CM3O-C$H4)
541 4-0-14'-CH3O-C4H4)
542 2-O-(2'-O2N-C€W4)
543 2-0-(3'-O2N-C6H4)
544 2-O-(4'-O2N-C6H4)
545 3-0-(2'-O2N-C6H4)
545 3-0-(3'-θ2Ν-θ€Η4)
547 3-O-(4--D2N-CeH4)
548 4-0-(2'-O2N-C6H4)
549 4-0-I3'-O2N-C4H4)
550 4-0 (4 '-O2N-C6H4)
551 2-0-12’-NC-CgH4)
552 2-O-(3'-NC-C«H4)
553 2-0-(4'-NC-CgH4)
554 3-0-(2'-NC-CgH4)
555 3-0-<3'-NC-C6H4)
556 3-0-14’-NC-CgH4)
557 4-O-l2'-NC-C6H4)
558 4-0-(3'-NC-CgH4)
559 4-0-(4'-NC-CgH4)
560 2-O-(2'-CF3-C6H4)
561 2-O-l3'-CF3-C6K4)
Číslo Xm
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-S’
602 4-Isoxazolyl-3'
603 4-lsoxa2olyl-4'
604 4-Isoxazolyl-5'
605 2-lsothiazolyl~3·
606 2-Isothiazolyl-4'
607 2-isothiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyi-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-Imída2olyl-4'
620 4-Imídazolyl-ľ
621 4-Imidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxažolyl-41
625 2-Oxazalyl-5'
62 6 3-Oxazolyl-2'
627 3-Cxazolyl-4'
628 3-Oxazolyl-5'
629 4-Oxazolyl-2'
630 4-Oxazolyl-4'
631 4-Oxa2olyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
Číslo Xm
634 2-ThíM01yl-5'
635 3-Thiaxolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
64D 4-Thiazolyl-5'
641 2-CHj-4- (CH3-C=N-O-CH2-CH2-OCHj >
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCHj )
643 2, 5- ICHj) ϊ-4- (CHi-C=N-O-CH2-CH2-0CH3)
644 2-CH3-4- {n-C3H?-CcN-CCH3)
645 2-CH3-4-.(n-C3H7-C=N-OC2H5)
646 2-CHo—4- (n-C3H7-C=N~O-n-C3H7)
647 2-CH3-4-<n-C3H7-C=N-O-l-CjH·,)
648 2-CH3-4- (n-C3H7-C=N-O-Aliyl 1
649 2-CH3-4-(n-C3H7~C=N-0-trans-Chlorallyir
650 2-CHí-4- (n-C3H?-Cd4-0-Fropargyl)
651 2-CH3-4- (n-C3H?-ON-Q-n-C4H9)
652 2-CH3-4- (n-C3E7-C=N-O-CH2-C6H5)
653 2-CHj-4-(í-C3H7-C=N-OCH3)
554 2-CHj-4- (i-C3H7-C«N-OC2H5)
655 2-CH3-4- (Í-C3H7-C=N-O-H-C3H7)
656 2-CHí-4- (l-C3H7-C=N-O-i-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Ällyl)
658 2-CH3-4-(i-C3H7-C=N-Otrans-Ctllorallyl)
659 2-ČH3-4- (i~c3H7-CsN-o-proparayl)
660 2-CH3-4- (i-CsHTCsN-O-n-CjHp)
661 2-CH3-4- li-C3H7-C=N-O-CH2-C«H&)
662 2—O-IX-C4H9
663 2-O-Í-C4H9
664 2-O-S-C4H9
665 2-O-t-C4«s
666 2-Neopentyloxyskupina
667 3-O-JI-C4H9
668 3-0-Í-C4H9
669 3-O-S-C4H9
Číslo Xm
670 3-O-t-C4n>
671 3-Neopentyloxyskupina
672 4-O-11-C4H7
673 4-0-1-C4H5
67 4 4-0-5-C4HJ
675 4-O-C-C4HJ
676 4-Neopentyloxyskupina
677 3-CH3-4-OZH3
678 3-CH1-4-OC2H5
679 3-CH3-4-O-n-C3H?
680 3-CH3-4-O-11-C4H9
681 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O-s-CíHj
683 3-CH3-4-O-C-C4H9..
684 . 3-CH)'4-Neope.ntyloxyskupina
685 2-CH3-3-OCH/
686 2-CH5-4-OCH3
687 2-CHj-5'OCH3
6B8 2-CKj-6-OCH3
6B9 3-CHj-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-S-OCH3
695 2-CH3-3-O-Í-C3M7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-i-CjH7
698 2-CH3-6-O-Í-C3H?
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3—CH3-6—O-i—C3Ht
702 4-CH3-5-O-I-C3H7
703 4-CH3-6-O-i-C3H7
704 5-CH3-6-O-Í-C3H7
705 2-Cl-3-OCHj
Číslo Xm
706 2-C1-4-OCH3
707 2-Cl-5-OCH3
708 2-Cl-6-OCH3
709 3-C1-4-OCH3
710 3-Cl-5-OCH3
711 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
Tabufka 9
Číslo B
1 Pyrrolyl~3
2 N-CH]-?yrrolyl-3
3 N-CftHs-Pyrrolyl-l
4 N- (4 ’ -CH3-C5h4) -Pyr roly 1-3
5 N- (3' -CH3-C5H4) -Pyrroly1-3
6 N- (2 *-CH3-CfiH4) -Pyrxolyl-3
7 N-(4--CH3(XgH4}-Pyrrolyl-3
8 N- 1 3' -CH3O-íH()-Pyrroly1-3
9 N-(2'-CHjO-CsHi!-Pyrrolyl-3
10 N-(4'-HOj-CsH,) -Pyrroly1-3
11 N- (3' -ΝΟ2-Ο6η4 > -Pyrroly 1-3.
12 N- (2 ' -NO^-CgHi) -Pyrrplyl-3
13 N-(4'-CN-C{H4 J-pyrrolyl-3
14 N- (3' -CN-CSH4) -Pyrrolyl-3
15 N- (2 '-CN-CgHi) -Pyrrolyl-3
16 N- (4 *-Cl-C4H4)—Pyrrolyl-3
17 N- 13 '-Cl-C6H4)-Pyrxolyl-3
18 N-12'-C1-C4h4)-Pyrroly1-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-CsE5-Pyrrolyl-2
22 N- [4 '-CH3-C6H4) -Pyrrolyl-2
23 N- (3' -CHj-CsHí > -pyrroly 1-2
24 N-12' -CH3-CíH<) -Pyrroly 1-2
25 N-(4’-CHiO-CtH,)-Pyrrolyl-2
26 N- (3 '-CHjO-C6H4 ) -Pyrrolyl-2
číslo B
27 N-(2'-CH3O-C6Hť) -Pyrrolyl-2
28 N- (4 '-NO2-C«H4)-Pyrrolyl-2
29 N- (3 '-NO2-CgH4> -Pyrrolyl-2
30 N- (2 · -NO2-CtH4) -Pyirolyl-2
31 N- (4 '-CN-C6H4)-Pyrrolyl-2
32 N- (3 '-CN-C6H4)-Pyrrolyl-2
33 N- (2 '-CN-C«H4)-Pyrrolyl-2
34 N- (4 '-Cl-CgH4)-Pyrroiyl-2
35 N- <3 '-Cl~CgH4)-Pyrrolyl-2
36 N- (2 '-C1-C«H4 J -Pyrrolyl-2
37 Furyl-2
36 5-CH3-Puzyl-2
3» 5-CgH5-Furyl-2
40 5- (4' -CH3-CďH4 J -Furyl-2
41 5-(3’-CHj-CgHí)-Furyl-2
42 5- (2 · -CH3-C6H4)-Furyl-2
43 5- (4' -CH3O-CgH4 )-Fury 1-2
44 5- (3' -CH3O-C6H4) -Furyl-2
45 5- (2' -CH3O-C6H4) -Furyl-2
46 5- (4 · -NO2-CfiH4) -Furyl -2
47 5- {3' -NO2-C$H4) -Furyl-2
4B 5- (2' -$O2-CeH4) -Fúry 1-2
49 5- (4'-CN-CgHg) -Furyl-2
50 5- (3' -CN-CeHí) -Furyl-2
51 5- (2' -CN-CgŔj) -Furyl-2
52 5- (4 '-C1-C6R4) -Furyl-2
53 5- (3 · -Ci-C6H4) -Fúry 1-2
54 5-(2'-C1-C6H4)-Furyl-2
55 4-CH3-Furyl-2
56 4-CgHs-Furyl-2
57 4- (4' -ch3^c6h4) -Furyl-2
58 4- (3' -CH3-C6H4) -Furyl-2
59 4- (2' -CH3-CgH4) -Furyl-2
60 4- < 4' -CH3O-CgK4 ) -Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4- (2' -CHaO-CgM -Fúry 1-2
Číslo S
99 4- f 3 '-NO2-C«H4) -Thienyl-2
10O 4-12' -NOj-Cíh,) -Thienyl-2
101 4-(4‘ -CN-C«H41 -Thienyl-2
102 4-(3 '-CN-C«H4) -Thienyl-2
103 4- (2 - -CNC«H4) -Thienyl-2
104 4-(4'-Cl-C4H4)-Thienyl-2
105 4- (3 '-C1-C6H4) -Thienyl-2
136 4-12' -C1-C«H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C«H5-Thienyl-3
110 5- 14'-CH3-C«H4)-Thienyl-3
111 5- (3'—CHj~C«H4 ) -Thienyl-3
112 5- (2 '-ch3-C«h4 ) -Thienyl-3
113 5-14' -CH3O-C«H4} -Thienyl-3
114 5- (3' -CH3O-C6H4) -Thienyl-3
115 5- (2' -CH3O-C«H4) -Thienyl-3
116 5- (4 '-NO2-C«H4 > -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- 13' -CN-C€H41 -Thienyl-3
121 5- (2 '-CN-C«H4J -Thienyl-3
122 5-(4'-C1-C«H<) -Thienyl-3
123 5-(3'-Cl-C4H4)-Thienyl-3
124 5- (2--01-06¾) -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-C&H4) -Pyrazolyl-4
131 N- (4 ’-CH3O-CgH4)—Pyrazolyl-4
132 N- (3' -CH3o-CgH4) -Pyrazolyl-4
133 N- (2' -CHjO-Cgiq) -Pyrazolyl-4
134 N- (4 *-NO2-C6H4)-Pyra2Olyl-4
Číslo B
63 4 - (4 '-NO2-C«H4 1 -Fúry 1-2
64 4 - (3 ' -NO2-CcH4 1 -Furyl-2
65 4- (2 ' -NO2-C6H4 1 -Furyl-2
66 4-[4'-CN-CeHgl-Furyl-2
67 4-'2'-CN-C5H4)-Furyl-2
63 4-(2'-CN-C4H4)-Furyl-2
69 4-(4'-Cl-CgH4)-Fúry 1-2
70 »-(3’-Cl-c6H4)-ruiyl-2
71 4-(2'—Cl-CgH4) “Furyl-2
72 Thienyl-2
73 5-CH,-Thienyl-2
74 5-C «Η5-Thi eny 1 - 2
75 5-14' -CH3-C6H4) -Thienyl-2
76 5- 13 '-CHj-CeHg) -Thienyl-2
77 5- í2'-CH3-C6H4J-Thienyl-2
78 5- (4' -CH3O-CgH4) -Thienyl-2
79 5- (3 ’ -CH;O-CSH() -Thienyl-2
80 5-12CH3O-C«H4 )-Thienyl-2
81 5- 14'-N02-C«HJ-Thienyl-2
82 5-13' -NOs-CgH*) -Thienyl-2
83 5- 12 '-HOj-CeH,: -Thienyl-2
84 5-(4'-CN-C«H4)-Thienyl-2
85 5- 13 ' -CN-CtH4) -Thienyl-2
86 5- (2 '-cn-C«h4) -Thienyl-2
87 5-14'-C1-C«H4)-Thienyl-2
88 5-(3'-CI-C6H4)-Thienyl-2
89 5-(2’-Cl-C«H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 4-C«H5-Thienyl-2
92 4- (4 '-CH3-C«h4) -Thienyl-2
93 4-(3’-CH3-C«H4)-Thienyl-2
94 4- (2 '—CHj—CgH< 1 -Thlenyl-2
95 4- (4 ’ -CH3O-C«H4) -Thienyl-2
96 4- (3 '-CWjO-CéH4)-Thienyl-2
97 4- (2 '-CHjO-CsHi ) -Thienyl-2
98 4- (4--NDj-CsHí i-Thienyl-2
číslo B
135 N- (3 *-Νθ2-θ6Η4) -Pyrazolyl-4
136 N- (2 '-NO2-C«H4) -Pyrazolyl-4
137 N- (4 ’-CN-CgHí) -Pyrazdyl-4
138 N-(3'-CN-C«H41-Pyrazolyl-4
139 N- (2 · -CN-C«H4) -Pyrazolyl-4
14C N- (4 '-ci-c«H4)-Pyrazolyl-4
141 n-(3’-Cl-Cg^l-Pyrazolyl-4
142 N-(2’-Cl-C5H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C«Hs-N-Methylpyrazolyl-4
145 3- (4' -CH3-C6H4) -N-Methylpyrazolyl-4
146 3- (3 '-CH3-C6H41 -N-Methylpyrazolyl-4
147 3- (2 ' —CH3-CgH4) -N-Methylpyrazolyl-4 ‘
148 3-(4 '-CH3O-C6H4)-N-Methylpyrazolyl-4
149 3- (3 '-CHjO-C6H4)-N-Methylpyra2clyl-4
150 3- (2 ' -CH3O-C5H4)-N-Methylpyrazcly 1-4
151 3- (4 '-NO2-C6H4)-N-Methylpyrazolyl-4
152 3- (3 '-NO2-CgH4)-N-Methylpyrazolyl-4
153 3- (2' -NO2-CgH4) -N-Methylpyrazolyl-4
154 3- (4' -CN-CgHj) -N-Methylpyrazolyl-4
155 3- (3' -cn-c6h4 ) -N-Methylpyrazolyl-4
156 3- (2 '-CN-C6H4 J-N-Methylpyrazolyl-4
157 3- (4' -01-06¾) -N-Methylpyrazolyl-4
158 3- < 3' -Cl-CgH4) -N-Methylpyrazolyl-4
159 3- (2' -01-06¾) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CHj - Isoxazo ly 1-5
162 3-C6H5-Isoxazolyl-S
163 3-14 · -CH3-CgH4) -lsoxazolyl-5
164 3-(3'-CH3-CgH4)-Isoxazoly1-5
165 3- (2' -CH3-C6H4) -Isoxazolyl-5
166 3- (4' -CH3O-C«H4 J -Isoxa2olyl-S
167 3- (3' -CH3O-CgH4) -Isoxazolyl-5
168 3- (2' -CH3O-CgH4) -Isoxazoly 1-5
169 3- (4' -NO2-CgH4) -Isoxazoly 1-5
170 3- (3 '-NO2-CíH4}-isoxazoly 1-5
Číslo B
171 3- (2 · -NO2-C6H4I -Isoxazoly 1-5
172 3-44' -CN-CfiHí) -Isoxazoly 1-5
173 3- (3' -CN-CeHí) -isoxazoly 1-5
174 3- (2' -CN-CgHj) -isoxazolyl-5
175 3-44' -Cl-CeHí) -isoxazoly 1-5
176 3- (3' -Cl-CeHí) -Isaxazolyl-5
177 3-(2'-Cl-CgH4]~isoxazolyl-5
178 4-Chl or i soxazoly1-5
179 3-CHj-4-Chlorisoxazolyl-5
180 3-C6H5-4-CiilorisoxazoLyl-5
131 3-14' -CB3-C6H,) -4-Chlorisoxazolyl-5
182 3- (3 '-CH3'-C6H4)-4-Chlorisoxazolyl-5
183 3- (2 '-CH3-CÉH4) -4-Chlorisoxazolyl-5
194 3-14 '-CHjC-CíHj )-4-Chlorisoxazolyl-5
185 3- (3' -CH]O-C6H4) -4-Chlori soxazoly 1- 5
186 3- (Ž ’-CH30-C6H4)-4-Ch.l.orísoxazolyl“5
187 3- (4' -NO2-C$H4) -4-Chlorisoxazolyl-5
188 3- <3 · -NO3-C6H4) -4-Chlorisoxazolyl-5
189 3- <2' -NO2-Č6H4) -4-Chlorisoxazolyl-5
190 3- (4' -CN-CgHí J -4-Chlorisoxazolyl-5
191 3- O'-CN-CíHil-i-Chlorisoxazolyl-S
192 3-(2'-CN-C6H4)-4-Chlorisoxazolyl-5
193 3- (4’-Cl-CťH4)~4-Chlorisoxazclyl-5
194 3- (3 '-Cl-CíH4)-4-Chlorisoxazolyl-5
195 3-12' -Cl-CjHi ) -4-Chlorisoxazoly 1-5
196 lsoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-Ce’Hs-Isoxazolyl-3
199 5- (4' t -isoxazoly 1-3
200 5- [3 '-CHj-CiH,(-Isoxazoly 1-3
201 5- (2 '-C»Í3-CjH4)-Isoxazolyl-3
202 5- (4 -CH.O-C.H. 1 -lsoxazolyl-3
203 5- (3 '-CHjO-CíHp-Xsoxazolyl-S
204 5-(2 '-CH3O-C,H.)-lsoxazolyl-3
205 5-(4'“N02-C6M4)-Isoxa201yl-3
206 5- (3' -Isoxa2clyl-3
Číslo B
243 2- <2 '-NO;-CtH<< -OxazOlyl-4
244 2- (4'-CN-CeHí) -Oxazolyl-4
245 2- <3'-CN-C6H4)-Qxazolyl-4
246 2- (2 '-CN-CíHí)-Oxazolyl-4
247 2- {4'-Cl-CsHí)-Oxazolyl-4
248 2- {3 ’ -Cl -C«H< ) -Oxazoly 1 -4
249 2- (2' -C1-C«H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-ch3-Thiazolyl-4
252 2 - C $Η 5-Thi azoly 1 -4
253 2- Í4 '-CHj-C5H4)-Thiazolyl-4
254 2- 13 '-CH3-CíH<)-Thiazolyl*4
255 2- (2 '-CH3-CeH<J -Thiazolyl-4.
256 2- (4 ’-CHjO-Cgfy]-Thiazolyl-4
267 2- (3 ’-CHaO-C6H()-Thiazolyl-4
258 2- (2 '-CH!0-CíH4)-Thiazolyl-4
259 2-(4 '-NO2-Č6H4>-Thia2olyl-4
260 2- (3' -NOj-CjH, | -Thiazolyl-4
261 2- ! 2 ' -NO2-C6H4) -Thiazolyl-4
262 2- {4 ’-CN-CeH4)-Thiazolyl-4
263 2-í3’-CN-CsH,)-Thiazolyl-4
264 2-[2 '-CN-C6H4)-Thiazolyl-4
265 2 - (4' -CI-C6H41 -Thiazolyl -4
266 2-43' -CI-C6H4) -Thiazolyl-4
267 2-42 '-Cl-CglM-Thiazolyl-A
268 N-CH3-1,2,4-Triazoly1-5
269 3-CH3-N-CH3-I,2,4-Triazolyl-5
270 3 -C 5-N-CH3 -1,2,4 -Triaz oly 1 - 5
271 3-44' -CH3-C6H4) -N-CH3-1,2,4-Triazoly1-5
272 3-43' -CH3-C6H4) -N-CH3-1,2,4-Trlazolyl-5
273 3-42 '-CH3-C6H41-N-CH3-1.2,4-Triazolyl-5
274 3- (4 '-CH3O-C6H4) -N-CH3-1,2,4-Triazoly 1-5
275 3- < 3' - CH3O- C(Ht) -N-CH3-1,2,4-Triazoly 1-5
276 3- (2' -CH3O-C6H4) -N-CH3-1,2,4-Triazoly 1-5
277 3-44' -NO2-C6K41-N-CH3-1,2,4-Triazolyl-5
278 3- (3' -NĎ2-CeH4) -N-CBj-1,2, A-Triazolyl-5
číslo B
207 5- {2 ' -NOs-CíHJ -Isoxazoly 1-3
208 5- (4 '-CN-C5H4}-Isoxazoly 1-3
209 5-43’ -CN-QH4) -lsoxazolyl-3
210 5-12 '-CN-C$H,«) -lsoxazolyl-3
211 5- (4'-CI-C&H4) -isoxazoly 1-3
212 5-43' -CI-C6H4) -lsoxazolyl-3
213 5- (2' -C1-C6H4) -lsoxazolyl-3
214 Isothiazolyl-5
215 3-CHj-Isothiazolyl-5
216 3-C«H5-lsothiazolyl-5
217 3-44' -CH3-C4H4 > -Isothiazolyl-5
218 3-43' -CH3-CtH4} -isothiazolyl-5
219 3- (2 '-CH3-CéH4) -isothiazolyl-5
220 3-(4 '-CH30-CťH4)-Isothiazolyl-5
221 3-(3 '-CHjO-CéHí )-Isothiazolyl.-5
222 3- (2 ' -CH3O-C6H4) -Isochiazolyl-5
223 3- 44’ -NO2-CÍH4)-Isothiazolyl-5
224 3-43 ’-NOj-CeHíJ-IsothiazoLyl-S
225 3-42 ’-NOs-Cífy) -lsothiazolyl-5
226 3- (4 ’ -CN-C6H4} -isothiazolyl-5
227 3- (3' -CN-CÉH4) -lsothiazolyl-5
228 3- (2' -CN-C6H4) -isothiazolyl-5
229 3- (4' -CI-C6H4) -Isothiazolyl-5
230 3- 4 3' TCI-C6H4) -Isothiazolyl-5
231 3-(2’-Cl-Cgfy I -Isothiazolyl-5
232 Cxazolyl-4
233 2-CHj-Cxazolyl-4
234 2-C6H5-Oxazolyl-4
235 2- (4' -CH3-C6H4) -Oxazolyl-4
236 2- (3' -CH3-CSH4) -Oxazolyl-4
237 2-42 '-CH3-C6H4}-Oxazoly 1-4
238 2- (4' -CH3O-C4H4) -Oxazolyl-4
239 2- (3 ' -CH3O-C&H4) -Oxazolyl-4
240 2- (2' -CH3O-C&H4 J -Oxazolyl-4
241 2- (4' -NOj-CsHí ) -Oxazoly 1-4
242 2- 43' -NO2-C5H4) -Oxazoly 1-4
Číslo B
279 3- (2 · -NCj-CjH, 1 -N-CHj-l,2.4-Triazolyl-á
280 3-44 ’-CN-CóK<>-N-CH3-l,2,4-Triazolyl-5
281 3-43' -CN-C6H4) -N-CHj-l ,2,4-Triazolyl-5
282 3- (2 '-CN-CgH<) -N-CH3-1,2,4-Triazolyl-5
283 3-<4' -Cl-CeHí l-N-CHj-l,2,4-Triazolyl-5
284 3-43' -Cl-CgH4) -N-CH3-1,2,4 -Tnazolyl-5
285 3- (2 ' -Cl-CgHí)-N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazolyl-2
287 5-CHj-l,3,4-Oxadiazoly1-2
288 5-CgHs-l,3,4-Oxadiazoly1-2
289 5- 44 ' -CH3-C6H4) -1,3,4-Oxadíazolyl-2
290 5- (3' -CH3-C4H4) -1,3,4-Oxadiazolyl-2
291·. 5-(2'-CH3-C$H4)-1.3,4-Cxadiazolyl-2
292 5-44 '-CH3O-CíH4)-1, 3,4-Qxadiazoly 1-2
293 5-(3 -CH3O-C4H4)-L, 3,4-Oxadiazolyl-2
294 5- (2 ' -CH3O-C4H4 )-1,3,4-Oxadiazolyl-2
295 5-44 '-MO2-C6H4) -1,3,4-Oxadiazoly 1-2
296 5- (3 '-NO2-CgH4) -1,3,4-Oxadiazoly 1-2
297 5- (2 ' -NO2-C6H4) -1,3,4-Oxadiazolyl-2
298 5-(4' -CN-Cefy )-1,3,4 -Oxadiazoly1-2
299 5- (31 -CN-CgH, )-1,3,4-Oxadiazolyl-2
300 5-(2’-CN-CgHJ-l, 3.4-0xadiazolyl-2
301 5- (4 ’ -Cl-CgH4 )-1.3,4-Oxadiazoly 1-2
302 5- (3' -C1-C$H4 )-1,3,4-Oxadiazoly1-2
303 5- (2' -Cl-CeH* }-l, 3,4-Oxadiazolyl-2
304 1,2,4-Oxadiazolyl-3
305 5-CHj-l,2,4-Oxadiazoly1-3
306 5-CgHs-l,2,4-Oxadiazoly1-3
307 5* (4 '-CH3-CÍH4) -1,2,4-Oxadiazoly 1-3
308 5-43' -CHj-CgHí )-1,2,4-Oxadiazoly 1-3
309 5- (2' -CH3-C6H4 )-1,2,4-Oxadiazoly 1-3
31D 5- (4 '-CHjO-CsH, 1-1,2,4-Oxadiazolyl-3
311 5- <3 '-CHjO-CsH, 1-1,2,4-Oxadiazoly 1-3
312 5-42 '-CHjO-CsHí )-1,2,4-Oxadiazoly 1-3
313 5~ <4’-NOj-CgHx )-1,2,4-Oxadiazolyl-3
314 5- (3' -N0j-C6H4 )-1,2,4-Oxadiazoly 1-3
Číslo B
315 5- (2 '-NO--C$H4 )-1,2, 4-Oxadiazolyl-3
316 5-(4'-CN-C«H| )-1,2,4-Oxadiazoly1-3
317 5-(3'-CN-C6Hj ] -1,2,4-Oxadiazolyl-3
318 5-(2'-CN-CeHí 1-1,2,4-Oxadiazoly1-3
319 5-(4'-Cl-CeíU) -1.2,4-OxadiazOlyl-3
320 5-(3'-Cl-CgHi )-1,2,4-Oxadiazolyl-3
321 5-(2'-C1-C6H4 )-1,2,4-Oxadiazoly1-3
322 1,2,4-Oxadiazolyl-5
323 3-CHj-l,2,4-Oxadiazoly1-5
324 3-CíHj-l ,2,4 -Oxadiazolyl-5
325 3-(41 -CH3-C6H4) -1,2,4-Oxadiazolyl-5
326 3- (3 ,-CH3-CíH4 )-1,2,4-Oxadiazolyl-5
327 3- (2 '-CH3-C$H4} -1,2.4-Oxadiazolyl-5
32B 3- (4'-CH3O-C6H4)-1,2,4-Oxadiazoly 1-5
329 3 - < 3' -CH,O-C,H, )-1,2,4-Oxadiazoly1-5
330 3- (2' -CH3O-C£H4 )-1,2,4-Oxadiazolyl-5
331 3- (4' -NO2-CjH4) -1,2,4-Oxadiazolyl-5
332 3- (3' -nq2-C$h4) -1,2,4-OxadiažOlyl-5
333 3- (2'-NO2-C4H4) -l,2,4-Oxadiazolyl-5
334 3-(4'-CN-C6H4)-1,2,4-Oxadiazoly1-5
335 3-(3'-cn-c6h4 )-1,2,4-oxadiazoiy1-5
336 3-(2'-CN-CeH4 )-1,2,4-Oxadiazoly1-5
337 3- (4 ’ -Cl-CgHi )-1,2 ,-4-Oxádiazolyl-5
338 3-(3'-C1-C6H4 )-1,2,4-Oxadiazoly1-5
339 . 3-(2 '-Cl-CgfyJ-l, 2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-l, 2.4-Thiadiazoly 1-3
342 5-CtHs-l,2,4-Thiadiazolyl-3
343 5-14' -CH3-C6H4 )-1,2,4-Thí adiazoly 1-3
344 5- (3 '-CH3-C6H4)-1,2,4-Thiadiazolyi-3
345 5- (2 ' -CHj-cJ, )-1,2,4-Thiadiazolyl-3
346 5- (4 '-CH3O-CíH4 1-1,2,4-Thiadiazolyl-3
347 5- (3 '-CHaO-Cgiq )-1,2,4-Thiadiazoly 1-3
348 5- (2' -ch3o-c6h4 1-1,2,4-THiadiazoiyi-3
349 5- (4 '-NO2-C6H4 )-1,2,4-Thiadiazoly1-3
350 5- (3 '-NO2-C6H4) -1,2,4-Thiadiazolyl-3
Tabuľka 10
Číslo Xr.
1 H
2 2-F
3 3-F
4 4-F
5 2,4-F2
6 2,4,6-F3
7 2,3.4,5,6-F5
8 2,3-F2
9 2-CI
10 3-CI
11 4-CI
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Cl2
15 2,6-Cl2
16 3,4-Cl2
17 3,5-C12
18 2,3,4-Clj
19 2,3,5-Cl3
20 2,3,6-CIj
21 2,4,5-Clj
22 2,4,6-Cl3
23 3,4,5-CIj
24 2,3,4,6-Clí
25 2,3,5,6-Cl4
Číslo B
351 5- (2'-NO2-CeH4 )-1,2,4-Thiadiazoly 1-3
352 5- (4 '-CN-CeH4) -1,2, 4-Th.iadiazolyl-3
353 5- (3 ' -CN-C6H4 )-l, 2,4-Thiadiazolyl-3
354 5- (2 '-CN-C6H4 )-1,2,4-Thiadiazolyl-3
355 5- (4' -C1-CSH41-1,2,4-Thiadiazolyl-3
356 5- (3' -Ci-C6H4)-1,2,4-Thiadiazolyl-3
357 5-|2'-01-C6H4)-l,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-1,3,4-Kiiadiazolyl-2
360 S-CeHj-l, 3,4-Thiadiazolyl-2
361 5- (4 ’ -CH3-CéK4 )-1,3,4-Thiadiaíoly1-2
362 5- (3' -CH3-C6H4 )-1,3,4-Thiadiazolyl-2
363 5- (2 '-CH3-C6H4)-1,3,4-Thiadiazoly 1-2
364 5- (4' -CH3O-C&H4 )-1,3,4-Thiadíazolyl-2
365 5- (3 * -CHjO-Csfy 1-1,3,4-Thiadiazoly1-2
366 5- (2' -CHjO-CfH4) -1, 3, 4-Thiadiazolyl-2
367 5-(4'-NO2-CSH4)-1,3,4-Thiadiazolyl-2
368 5- (3' -NO2-CSH4 )-1,3,4 -Thiadiazoly1-2
369 5-(2 '-NO2-CeH4)-l,3,4-Thiadiazolyl-2
370 5- (4 ’-CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-C6H4 )-1,3,4-Thiadiazoly1-2
372 5- (2' -CN-CeH4 )-l, 3 .-4-Thiadiazolyl-2
373 5- (4 ’-Cl-C$H4)-l, 3,4-Thladiazolyl-2
374 5- (3' -C1-CôH4 )-1,3,4-Thiadiazoly 1-2
375 5- <2 ' -C1-c6h, 1-1,3,4-Thiadiazoly 1-2
376 Pyridyl-2
377 Pyridyl-4
378 íyridazinyl-3
379 Pyrida2inyl-4
380 Pyridazinyl-2
381 Pyrínidinyl-4
382 Pyrimidinyl-5
393 Pyrimidínyl-2
384 Pyridyl-3
385 1-Naftyl
386 ,2-Naftyl
Číslo
26 2,3,4,5.6-01«
27 2-Br
28 3-Br
29 4-Br
30 2,4-ΒΓ3
31 2,5-Bí2
32 2.6-BX2
33 2,4,6-Br3
34 2,3,4,5,6-Br:
35 2-J
36 3-J
37 4-J
36 2,4-J2
39 2-CI. 3-F
40 2-CI, 4-F
41 2-CI, 5-F
42 2-C1, 6-F
43 2-CI, 3-Br
44 2-CI, 4-Br
45 2-CI, 5-Br
46 2-CI, 6-Br
47 2-Br, 3-CI
46 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-CI
55 2-F, 4-CI
56 2-F, 5-C1
57 3-CI, 4-F
58 3-CI, 5-F
59 3-CI, 4-Br
60 3-CI, 5-Br
61 3-F, 4-CI
číslo X*r.
62 3-F, 4-Br
63 3-Br. 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-Br
66 2-CHj
67 3-CHj
68 4-CH3
69 2,3-(CH3)2
70 2,4-(CH3)2
72 2,5-(CHp2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CHj)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3J3
77 2,3,6- (CH3)š
78 2,4,5-<CH3)3
79 2,4,6-(CH3)3
BO 3.4,5-(CH3)3
BI 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-C2Hs
87 2,4-(C2K&)2
88 2,6-(C2H5)2
89 3,S-(C2H5)2
90 2,4,6-(C2H5)3
91 2-IJ-C3H7
92 3-11-C3H7
93 4-JI-C3H7
94 2-i-C3HT
95. 3-1-C3H7
96 4-Í-C3H7
97 2,4-(i-C3H7)2
Číslo X»
134 4-cyklo-CíHu
135 2.4-(cyklo-CsHi;>3, 6-CH3
136 2-CH3, 4-cyklo-CíHu
137 2-CH2-C6H5
138 3-CH2-C<H5
139 4-CH2-CfiHs
140 2-CH2-C6H5, 4-CH3
141 2-CH3, 4-CH2-CfiH5
142 2-C6H5
143 3-C6H5
144 ‘-CíH5
145 4- (2-i-C3H^-CeH4)
146 4-C6H5, 2,6-(CH3)2
147 2-C1, 4-CeHs
148 2-Br, 4-CSHs
149 2-CjHs, 4-C1
150 2-CeH5- .4-Br
151 Ž-CHjCíHs. 4-C1
152 2-CH2CeH5, 4-Br
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6Hs
155 2-cyklo-CBHn, 4-C1
156 2-cyklo-C6Hn·. 4-Br
157 2-C1, 4-cyklO-C6Hi2
158 2-Br, 4-cyklo’CfiHii
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-H-C3H7
167 4-O-JI-C3H7
168 2-0-i-C3H7
169 3-0-Í-C3H7
Číslo Xm
98 2,6-(L-C3H7)2
99 3,5-(Í-C3H7)2
100 2.4,5-!Í-C3H?)j
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—)j
111 3,4-(t-C4H>)2
112 2,4, 6-(t~C4Hj)3
113 4—n-CjHig
114 4-n-Ci2H25
115 4-n-CisH31
116 4- (1,1,3,3-Tetranec.iylbucyl)
117 4-(2,4,4-Trimechylpropy1)
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-C4Hj
122 2-CH3, 6-t-C<H5
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-1-C3H7. 5-CK3
127 2,4—(t —C4H9)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Ällyl
131 2-Ällyl, 6-CH3
132 2-cyklo-CsHu
133 3-cyklo.C6Hn
Číslo \r.
170 4-O-Í-C3H7
Π1 2-O-n-CgHi3
172 3-O-n-C5Hi.3
173 4-O-R-C6H13
174 2-θ-η-0βΗΐ7
175 3-O-n-C8Hi7
176 á-O-n-CeHt?
177 2-O-CH2C6H5
178 3-o-ch2c6h5
179 4-O-CH2C6K5
130 2-0- ÍCH2) 3CéH5
181 3-0- (CHí) 3CeHs
182 •4-O- (CH2) 3C6H5
183 2,4-(OCH3)2
184 2-CF3
185 3-CFj
186 4-CF]
187 2-OCF3
188 3-OCFj
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
Číslo
206 2-CH3, 4-Br
207 2-CHj, 5-Br
208 2-CH3, S-Br
209 2-C1, 3-CHj
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CHj
213 2-F, 4-CHj
214 2-F, 5-CH3
215 2-Br, 3-CHj
216 2-Br, 4-CHj
217 2-Br, 5-CHj
218 3-CHj, 4-C1
219 3-CHj, 5-C1
220 3-CH3·, 4-F
221 3-CHj, 5-P
222 3-CHj, 4-Br
223 3-CHj,' 5-sr
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-ΒΓ, 3,5-(CH3)2
231 2,6-Cl2, 4-CH3
232 2.6-F2. 4-CH,
233 2,6-Brj, 4-CH,
234 2,4-Br2, 6-CH3
235 2,4-F2, 6-CH3
236 2,4—Br2, 6-CHj
237 2,6-(CH3)2, 4-F
238 2,6-(CH3)2, 4-C1
239 2,6-(CH3]2, 4-sr
240 3,5-(CH3)2, 4-F
241 3,5-(CHj) 2, 4-C1
Číslo
278 3-CH2O(C2H5)
279 4-CH2O(C2Hs)
280 2-CH2O(n-C3H7l
281 3-CH2O(n-C3H7J
282 4-CH2D(n-C3H7)
283 2-CX2O < i -C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(í-C3H7}
286 2-CHO
287 3-ζΗΟ
288 4-CHO
289 2-CO-CH3
290 3-CO-CHj
291 4-CO-CH3
292 2-C0-CH2-CH3
293 3-CO-CHj-CHj
294 4-CO-CH2-CH3
295 2-COCH2~CH2-CHj
295 3-CO-CH2-CH2-CHj
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CH3
299 3-CO—CH (CHj J^-CHj
300 4-CO-CH(CH3)-CHj
301 2-Me-4-CHO
302 2-Me—4-CHj-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-M&2-4-CH3-CO
308 2,5-Me2-4-CHj-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH(CHj J-CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-Cl-4-CH3-CH2-CO
Číslo
242 3,5-(C83)2, 4-Br
243 2,3,6-(CH3)j, 4-F
244 2,3,6-(CHj)3, 4-C1
245 2,3,6-ICH3)j, 4-Br
246 2,4-(CH3)2, 6-F
247 2,4-(CH3)2, 6-C1
249 2,4-!CH3)2, 6-Br
249 2-i-C3H7( 4-C1, 5-CHj
250 2-C1, 4-NČ2
251 2-NO2, 4-C1
252 2-OCHj, 5-NO3
253 2.4-C1z,. 5-NOj
254 2,4-Cl2, 6-NO2
255 2,6-CÍ2, 4-NO2
254 2(6-Br2, 4-NC2
257 2,6-J2, 4-NO2
258 2-CH3, 5-i-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-0¾ (<W
263 3-CO2(C2H5-)
264 4-CO2(C2H5)
265 2-CO2(B-C3H7)
266 3-CO2IH-C3H7)
267 4-CO2(n-CjH7)
268 Z-CChti-CjHíl
269 3-CO2 íÍ-C3H7)
270 4-CO2 (Í-C3H7]
271 2-CO2(n-C6Hi3)
272 3-CO2(n-C<Hl3)
273 4-CO2 ín-CeHu)
274 2-CHj-OCHj
275 3-CHj-OCHj
276 4-CH2-OCH3
277 2-CH2CHC2H5)
Číslo xro
314 2-Cl-4-CH3-CH(CH3)-CO
315 2. 5-C12-4-CHO
316 2,5-C12-4-CHj-CO
317 2,5-C12-4-CHj-CH2-CO
318 2,5-CÍ2-4-CHj-CH2-CB2-CO
319 2,5-C12-4-CHj—CHíCHj)-CO
320 2-C(=NOCHj) -CH3
321 3-C(=NQCH3)-CHj
322 4-C(=NOCHj)-CH3
323 2-C(=NOC2Hs)-CH3
324 3-CÍ=NOC2H$)-CHj
325 4-C(sNOC2H5)-CH3
326 2-C(=NO-n-CjH7)-CH3
327 3-C(=NO-n-C3H7)-CHj
32 Θ 4-C(=NO-n-C3H7)-CH3
329 2-C ! sNC—i—CjH7) -CHj
330 3-C (=NC—Í-CjH7)-CHj
331 4-C (=NC-Í-CjH7)-CHj
332 2-C(sNO-Allyl)-CH3
333 3-C(=NO-AllyD-CHj
334 4-C'sNO-AllyD-CHj
33S 2*C(sNO-trans-Chlorallyl)-CHj
336 3-C(=NO-trans-ChloraLlyl)-CH3
337 4-C(»NO-trans-Chlorallyl)-CHj
338' 2-C(=NO-Propargyl) -CHj
339 3-C(-NO-Propargyl)-CH3
340 4-C(=NO-Propargyl)-CHj
341 2-C(=NO-n-C<H9)-CHj
342 3-C < =NO-n-C< H9) -CHj
343 4 -C (sNO-n-C< H9) -CKj
344 2-C(=BO-CH2-C‘Hs)-CH,
345 3-C(«NO-CH2-C6H5}-CHj
346 4-C(=NO-CH3-C6H5)-CH3
347 2-CHj-4-CHbNOCHj
348 2-CHj~4-CH=NOC2H5
349 2-CH3-4-CH=NO-n-CjH-
Číslo
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-CHaNO-n-C4H5
355 2-CH3-4-CH8N0-CH2-CíHs
356 2-CH3-4-(CH3-CCNOCH3)
357 2-CH3-4- (CH3-C=MOC5H5).
35S 2-CH>-4- (CHj—C=N0-n—C5H7)
359 2—CH3-4-(CHJ-CSNO-Í-C3H7)
360 2-CHj~4-(CH3-C=NO-Allyl)
361 2-CH3-4-'(CH3-C=NO-trans-Chlór allyl)
362 2-CH3-4-(CH3~CeND-?ropaxgyl}
353 2-CHj-4- (CH3-C=NO-n-C|H9)
364 2-CH3~4-(CHa-CsNO-CHj-CeHg)
365 2-CH3-4- (C2H5-C=NO-CH3)
366 2-CH3-4-(C2HS-CeNO-C2HJ
367 2-CH3-4- (C2H5-C=NO-n-C3H7>
368 2-CH3-4- (C2Hs-C=NO-i~C3H7
369 2-CH3-4- (C2H5-C«NO-Allyl)
370 2-CH3-4-(C2H5-CcNO’trans-Chlorallyl)
371 2-CHj-4- (C2H5-CsNO-Fropargyl)
372 2-CHJ-4- < CíHi-tNO-n-CHs)
373 2-CH3-4- (C2H5-CsNO-CH2-C6H5}
374 2,5- (CH3) 2-4- (CH3-C8NOCH3:
375 2,5- (CHJ 2-4- (CH3-C=NCC2Hs)
376 2,5-(CHJ 2-4- (CHj-CsNO-n-CsHT)
377 2,5-{CH3) 2-4- (CH3-C-NO-i-CjH7)
378 2,5- (CK3) 2-4- (CH3-C»NO-Ä1 lyl)
379 2, 5-(CKJ 2-4- (CH3-CxNO-trajis-chlorallyl)
3B0 2,5- (CHJ 2-4- (CH3-C=NC-Pr opary 1)
381 2,5- (CHJ 2-4- (ΟΗ3-Ο»ΝΟ-η-Ο4Η9)
382 2,5- (CHj) 2-<-(CHj-CsNO-CHj-CsHs)
383 2-CsH5
384 3 cíh5
3B5 4-C6H5
Číslo *>n
423 2-(2'-(CH3-C(=N0Allyl))-Ce^)
424 2- (3 '- (CH3-C (sNOAlly 1)) -C6H4)
425 2-(4'-(CH3-C(«NOAllyl>)-CjHi)
426 3-(2'-(CH3-C(eNOAllyl))-C6H4 >
427 3- (3 1 - (CH3-C(»NOAllyll) -CJfy1
428 3 - {4 ’ - {CH3 - C (=NQA1 lyl))-C6H< 1
429 4 - (2' - (CK3 -C («ΝΟΑ1 lyl Π -Cgiq)
430 4-(3'-(CH3 -C (=NOA1 lyl)) -CfiHJ
431 4-(4'-(CH3-C(=NOAllyl)l-CeHJ
432 2-(2’-CHjO2C-CeH4)
433 2-(3'-CH3D2C-CíH4)
434 2- (4(-CH3O2C-C6H4)
435 3-(2^0^0^-06^ I’’
436 3- (3’-CH3-CO-C6H4)
437 3-(4’-CEaO^-Cs^)
43B á-ÍZ'-CH^C-CeHJ
439 4-(3 ’ -CHjOjC-CfiH* ]
440 4-(4 ' -CH3O2C-C6H41
441 2-(2’-CH3O-CíH4)
442 2-(3’-CH3O-C6H4)
443 2- (4 ’ -CH3O-C6HJ
444 3- (2' -CH3OC«HJ
445 3-(3-CH3O-C6H4}
446 3-(4’-CH3O-C6HJ
447 4- (2 ’ -ObO-CeHj
448 4-(3’-CH3O-C6HJ
449 4-Í4 ’-CHjO-CjHJ
450 2- (2 ’.-02N-CíH<)
451 2- (3 ’-O2N-CSHJ
452 2-(4’^OjN-CjH J
453 3-(2'-O2N-C6HJ
454 3-(3'-θ2Ν-θ6Η4)
455 3-(4'-OjN-CeHJ
456 4-(2 '-O2N-CsHJ
457 4-(3--^-0^)
458 4-(4'-O2N—CJí4)
Číslo X<r.
386 2-(2'-F-C6H4)
387 2-(3'-F-CíH4)
388 2-(4'-F-CóHť)
389 3-(2'-F-C«HJ
390 3-(3'-F-C5HJ
391 3-(4'-F-CqHJ
392 4- (2' -F-CeHJ
393 4-(3'-F-C6HJ
394 4-(4'-F-C6HJ
395 2-(2'-Cl-C«HJ
396 2-(3'-Cl-C6HJ
397 2-(4'-Cl-C6HJ
398 3-(2'-C1-C6H4)
399 3-(3’-Cl-C6HJ
400 3-(4'-Cl-C6H4)
401 4-(2'-C1-C«H4)
402 á-O’-Cl-CfiHJ
403 4-(4'-Cl-C6HJ
405 2-(2'-CH3-CgHJ
406 2-(3'-CH3-C«HJ
407· 2-(4'-CH3-C«HJ
.408 3-(2'-CH-C4HJ
409 3- (3' -CHj-CeHJ
410 3- (4 '-CH3-C6H4)
411 4- (2' -CH3—C$H4)
412 4- (3' -CH3-CsH4)
413 4-(4' —CH3—CjH4)
414 2-(2’-CH3-CO-CfiHJ
415 2-(3'-CH3-CO-CeH4>
416 2-(4’-CH3-CO-C6HJ
417 3- (2 '-CH3-CO-CfiH4 I
418 3- (3' -CH3-CO-C6H4)
419 3- (4 '-CH3-CO-C6H4)
420 4-(2'-CH3-CO-CsH4(
421 4-(3'-CH3-CO-C6Hj
422 4-(4'-CH3-CO-C6HJ
Číslo Xrr.
459 2-(2‘-NC-C6HJ
460 2-(3‘-NC-C&H4)
461 2-(4'-NC-C«H4)
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C«H4 )
464 3-(4'-NC-CeH4)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-C6H4 )
467 4-(4'-NC-C6H4)
468 2-(2'-CF3-CíHJ
459 2-(3'-CF3-C6HJ
470 2- (4' -CF3-C6HJ
471 3- (2' -CFj-CíHJ
472 3- (3 '-CFa-CfiHJ
473 3-(4'-CF3-C6H4)
474 4-(2'-CF3-C6H4)
475 4- (3' -CF3-C6HJ
476 4-(41-CF3-C6H4)
477 2-0-CgHs
475 3-0- c6H5
476 4-0 c6h5
478 2-O-(2'-F-C6H4)
479 2-0-(3'-F-C6H4)
480 2-0-(4 '-F-CeHJ
481 3-0-(2'-F-C6M4)
482 3-O-(3'-F-C6HJ
483 3-0-(4 '-F-C6HJ
484 4-0-(2’-F-CeH41
405 4-0-(3’-F-CeHJ
486 4-0(4'-F-CíHJ i
487 2-0-(2'-Cl-CeH4)
488 2-O-(3'-Cl-C6H4)
489 2-0-(4'-Cl-CgHí)
490 3-O-(2'-Cl-C6HJ
491 3-O-(3'-Cl-C6H4}
492 3-O-(4'-Cl-C6HJ
Číslo Xr.
493 3-O-(4'-Cl~CéH4)
494 4-O-!2’-Cl~C6H4)
495 4-O-!3'-Cl-C6H4)
496 4-0 !4'-Cl-CgHi)
497 2-0-:.2 '-ch3-c6m4)
498 2-0 (3'-CHj-C6H4)
499 2-0 (4 '-CH3-C6H4 i
500 3-0 12 '-CHj-CgHj!
501 3-O(3'-CH3-C6H4}
502 3-0 (4--CHj-C6H4}
503 4-0- <2 '-CHj-CeH,}
504 4-O-(3'-CHj-C6H4)
505 4 O(4'^CH3-C6H<:
506 2-O(2'~CH3-COC6H4)
507 2-O(3'-CHj-C0-C6H4)
508 2-0-(4'-CH3-CO-C6H4}
509 3-0-<2'-CK3-COC6H4)
510 3-O(3'-CHj-COC6H4)
511 3-0-(4'-CH3-COC6H4)
512 4-0 (2 *-CH3-COCgH4)
513 4-O(3'-CHj-COC6H4)
514 ,4z-OI4'-CH3-CO-CeH4)
515 2-0 (2(CHj-C (cNOAllyl) )-CíH4)
516 2-0- (3 (CHj-C (sNOUlyl) )-C«H4)
517 2-0 [4 (CHj-C (=NOAllyl)) -CjH4)
518 3-0 (2 (CHj-C (=NCAllylH-CfHJ
519 3-0(3'- (CH3-C(=NOAllyl) )-C6H4)
520 3-O (4' - (CH3-C (sNOÄlly 1) 1-C6H4)
521 4-0 (2 (CHj-C (sNCAllyl) )-C4H4)
522 4 - O (3 ' - (CHj -C 1 =NCA1 ly 1)> -C6H4)
523 4-0(4 ' - (CH3-C 1 xNOAlly 1)) -C6H4 )
524 2-0 (2 '-CH3O2C-C6H4)
525 2-0(3'-CH3O2C-CeH4)
526 2-O(4'-CHj02C-C6H4)
527 3-0 (2 '-CH3O2C-CsH4)
528 3-0 (3 - -CH3O2C-CeH4)
Číslo Xm
565 S-O-ď-CFj-CsH,)
566 4-0 (2 '-CF3-C6H4>
567 4-0-<3'-CF3-C(H4l
568 4-0 (4'-CF3-C4H4)
569 2-Pyridyl-2’
570 2-Pyridyl-3’
571 2-Pyridyl-4’
572 3-Fyridyl-2’
573 3-Pyridyl-31
574 3-Pyridyl-41
575 4-Pyridyl-2*
576 4-Pyridyl-3·
577 4-Pyridyl-4’
578 2-Pyriiuidinyl-2'
579 2-Pyrlnddinyl-3'
58C 2-pyrimidinyl-41
581 3-Pyriniidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrirrddinyl-4'
584 4-Pyrinddinyl-2'
585 4-pyrimidinyl-3'
58ť 4-Pyrimidinyl-4'
587 2-Fyrazolyl-ľ
588 2-Pyrazolyl-3’
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-ľ
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4’
593 4-Pyrazolyl-ľ
594 4-Pyrazolyl-3’
595' 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
59 B 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-Isoxazolyl-4'
Číslo Xi-.
52 9 3-0- (4 '-CH302C-C6HJ
530 4-0-(2'-CH302OC6H4)
531 4-O-(3'-CH3O2C-C6H4)
532 4-O-í4'-CH302C-C6H4)
533 2-0 (2 '-CH3OCeH4)
534 2-O(3'-CH3OC6H4)
535 2-0 (4 '-CH3O-CťH4)
536 3-0- (2'-CH3O-CeH4)
537 3-0-(3'-CH3O-C4H4)
53 B 3-O-(4,-CH3O-C6H4)
539 4-0-(2'-CH3O-C«H<)
540 4-0(3'-CH3OC6H4)
541 4-0 (4 ' ~CH3O-C6H41
542 2-0-(2 '-O2N-C6H4»
543 2-O(3'-02N-CťH4ť
544 2-0(4'-O2N-CÉH4)
545 3-0(2'-O2N-C6H4)
546 3-0(3‘-O2N-CgH4)
547 3-O(4r-02N-C6H4)
548 4-0-(2'-O2N-CíH4)
549 4-O-(3'-O2N~C«H4)
550 4-0-(4'-02N-CtH4)
551 2-0- (2 '-NC-C6HJ
552 2-0 (3' -NC-C6H4 J
553 2-0(4 r-NC-CsH4)
554 3-0-(2 ’-NC-CeHj
555 3-0-(3'-NC-CeHx)
556 3-0-(4'-NC-CíH4 )
557 4-O-(2'-NC-C4H4)
55 8 4-0-(3'-NC-C$H4)
559 4-O(4’-NC-C«H4)
560 2-O-(2'-CF3-C6H4)
561 2-0- (3'-CF3-C6H4)
562 2-0 (4 '-C?j-C6H4)
563 3-O(2'-CF3-C6H4)
564 3-0 (3'-CF3-C4H4)
Číslo
601 3-Isoxa201yl-5'
602 4-Isoxazolyl-3'
603 4-Isoxazolyl-4’
604 4-Isoxazolyl-5'
605 2-lsothia2olyl-3'
606 2-Isothiazolyl-4'
607 2-lsochiazolyl-5'
608 3-Isochiazolyl-3'
609 3-lsochiazolyl-4'
610 3-Isothiazolyl-5'
611 4-isothiazolyl-31
612 4-Isothiazolyl-4'
613 4-isochiazolyl-5'
614 2-lmidazolyi-ľ
615 2-Imidazolyl-2’
616 2-Xmida2olyl-4'
617 3-lraidazolyl-ľ
618 3-Imidazolyl-2’
619 3-Imidazolyl-4'
620 4-Imidazolyl-ľ
621 4-Imidazolyl-2'
622 4-Imidazolyl-C
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Oxazolyl-2'
627 3-Oxazolyl-4'
628 3-Oxazolyl-5’
629 4-Oxazolyl-2'
630 4~Oxazol.ylt-4'
631 4-oxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
Číslo *r>
637 3-Thiazolyl-5'
638 4-Thiazolyl-2’
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3—4- (CH3-C=N-0-CH2-CH2-OlľH3)
642 2-CHj-4- (C2H5-C=N-O-CH2-CH2-OCH3)
643 2,5- íCH3 ) 2-4- < CH3-C=N-0-CH2-CM2-OCH3 í
644 2-CH3-4- (n-C3H7-C=N-OCHj)
645 2-CH3-4-(n-C3H?-C=N-OC2H5)
646 2-CH3-4- (n-C3H7-CsN-O-n-C3H71
647 2-CH3-4- (n“CjH7-C«N-O-i -CjH7 )
648 2-CH3-4- !n-C3H7-C=N-O-Ällyl)
649 2-CH3-4- (n-C3H7-C=N-O~trans-Chlorally 1)
650 2-CH3-4- (n-Caty-ON-O-Propargyl)
651 2-CH3-4- (n-C3H7-CsN-O-n.-C<H9)
652 2-CHj-4- (n-C3H7-CsN-0-CH2-C6H5)
653 2-CH3-4- (Í-C3H7-CSN-OCH3)
654 2-CH3-4- ií-c>h?-c=m-oc2h5;
655 2-CH3-4- (i-C3H7-C=N-O-n-C3H7)
656 2-CH3“4- (í “C3H7-ON-O-Í-C3H7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4- (i-C3H7-C=N-O^Crans-Ctlorallyl J
659 2-CH3-4- (i-C3H?-C=N-0-Propargyl)
660 2-CH3«4-(i-C3H7--C=N-O-n-C<H9)
661 2-CH3-4- (í-C3W7-==N-O-CH2-CíH5)
662 2-O-XJ--C4H9
663 2-O-Í-C4H9
664 2-O-S-C4H9
665 í-O-t-C^Hs
666 2-Neopentyloxyskupina
667 3-O-n-C<Hg
668 3-O-Í-C4H9
669 3-O-S-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-O-n-C4HS
číslo x-
673 4-O-í-C4?í$
674 4-O-S-CíHj
675 4-O-C-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-DC2Hs
679 3-CH3-4-D-11-C3H7
680 3-CH3-4-O-11-C4H9
6B1 3-CH3-4-O-Í-C4H9
682 3-CH3-4-O-S-C4H9
683 3-CH3-4-O-C-C4H9
684 3-CH3- 4-Neopentyloxyskupina
6B5 2-CH3-3-OCH3
685 2-CH3-4-OCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCH3
689 3-CH3-4-OCH3
690 3-CHj-5-OCHj
691 3-CH3-6-OCH3
692 4-CH3-5-C-CH3
693 4-CH)-6-O-CHj
694 4-CH3-6-OCK3
695 2-CHJ-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
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 J-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-OCH]
706 2-C1-4-OCK3
707 2-C1-5-OCHJ
708 2-CI-6-OCH3
Číslo Xm
709 3-C1-4-OCH3
710 3-C1-5-OCH3
711 3-Cl-6-OCH3
712 4-Cl-5-OCH3
713 4-CI-6-OCH3
714 5-CI-6-OCH3
Tabufka 11
O
Číslo B
1 Pyrrolyl-3
2 N-CHj-Pyrrolyl-3
3 N-C6H5-Pyrrolyl-3
4 N- <4 ' -CH3-C6H4 1 rŕyrrclyl3
5 N- (3 '-CH3-C6ŕf4 j-pyrrolyl-3
6. N- (2' -CHj-CŕHí } -Pyrrolyl-3
7 N- (4' -CH3O-C6H4) -Pyrrolyl-3
8 N- (3' -CHjO-CsHí ) -Pyrrolyl-3
9 N- (2' -CH3O-CSH4 ) -Pyrrolyl-3
10 N-(4'-NO2-C6H4) -Pyrrolyl-3
11 N-r (3' -NO2-C6H4) -pyrrolyl-3
12 N- (2 -NO2-C6H() -Pyrrolyl-3
13 N- (4' -CN-C6H( 1 -íyrr’olyl-3
14 N- (3* -CN-CeHí J -Pyrrolyl-3
15 N- (2 '-CN-CSH4)-Pyrrolyl-3
16 N- [4 '-C1-C6H4) -Pyrrolyl-3
17 N- (3 ’-Cl-CeHd -Pyrrolyl-3
18 N-(2'-Cl-C{H4)-pyrrolyl-3
19 Pyrrolyl-2
20. N-CH^-Pyrrolyl-2
21 N-CfiHs-Pyrroiyl-2
22 N- (4 '-CH3-C6H4) -Pyrrolyl-2
23 N- n - -CH3-C6H4; -Pyrrolyl-2
24 N-(2’-CH3-CsH4) -pyrrolyl-2
25 N- (4 ' -CH3O-C6H4) -Pyrrolyl-2
26 N- 13 · -CH3O-C6H4) -Pyrrolyl -2
číslo B
27 N-(2 '-ch3O-CéH4>-Pyrrolyl-2
23 N- (4 -NO2-C6H4) -pyrrolyl-2
29 N- (3 ' -NO2-C6H4) -Pyrrolyl-2
30 N- (2' -NO2-CÍH4} -Pyrrolyl-2
31 N-(4’-CN-C6H4)-Pynclyl-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'-Cl-C6H4)-Pyrrolyl-2
37. Fúry 1-2
38 5-CHj-Furyl-2
39 5-C6H5-Furyl-2
40 5- (4 '-CH3-C6H4)-Furyl-2
41 5- (3' -CHí-CéHi ) -Fúry 1-2
42 5- (2' -CH3-C6H4) -Furyl-2
43 5- (4' -CH3O-C5H4 I -Furyl-2
44 5- (3 ' -CH3O-C«M4 J -Furyl-2
45 5- (2' -CH3O-C6H4) -Furyl-2
46 5- (4' -NO2-C$H4}-Furyl-2
47 5- (3' -NO2-CeH4) -Furyl-2
4δ 5- (2 ' -NOj-CfcHí) -Furyl-2
49 5- (4 '-CN-C6H4 Í-Furyl-2
50 5- (3' -CN-C6H4) -Furyl-2
51 5- (2'-CN-C6H<)-Furyl-2
52 5- (4' -Cl-CeHí) -Furyl-2
53 5- (3 '-Cl-C6H4)-Furyl-2
54 5- (2'-Cl-C6H4)-FuryL“2
55 4-CH3-Furyl-2 .
56 4-C6Hs-Furyl-2
57 4- (4'-CH3-CsH4)-Furyl-2
58 4-(3'-CH3-C6K4)-Furyl-2
59 4-(2'-CH3“C6H4)-Furyl-2
60 4- (4' -CH3O-C6H4)-Furyl-2
61 4- (3' -CH3O-C6H4) -Furyl-2
62 4- <2' -CH3O-CsH4)-Fuiyl-2
Číslo B
99 4- (3' -NO2-C6H4) -Thienyl-2
100 4- (2' -NO2-C5H4) -Thienyl-2
101 4- (4 '-CN-C6H4 )-Thienyl-2
102 4- (3' -CN-C6K4) -Thienyl-2
103 4- (2' -CN-CfeMj) -Thienyl-2
104 4-(4'-Cl-C6H4)-Thienyl-2
105 4- (3 ’-Cl-Csm)-Thienyl-2
106 4- (2' -CI-C6H4) -Thienyl-2
107 Thieny1-3
108 5-CH3-Thienyl-3
109 5-C£HE-Thienyl-3
110 S-14 -CH3-C«H4) -Thienyl-3
111 5- f3 '-CH3-C6H4) -Thienyl-3
112 5- (2 ‘ -CHJ-C6H4) -Thienyl-3
113 5- (4 '-CH3O-CéH4)-Thienyl-3
114 5-(3'-CHjO-C6H4)-Thieuyl-3
115 5- (2 ’-CHjOCeH4)-Thienyl-3
116 5- (4 ’-NOj-CcHiJ-Thienyl-í
117 5- (3 '-NC>2-C6H4)-ThÍBnyl-3
118 5- (2 '-NO2-C6H4)-Thienyl-3
119 5- (4 ’-CN-CťH41 -Thienyl-3
120 5-(3'-CN-C1H4)-Thienyl-3
121 5- (2 '-CN-C£H4 l-Thienyl-3
122 5- (4'-CI-C6H4) -Thienyl-3
123 5- (3 '-CI-C6H4) -Thienyl-3
124 5- (2' -Cl-CeH4 J -Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C«Hs-Pyrazolyl-4
128 N- (4' -CH3-C<H4} -Pyrazoly 1-4
129 N-13' -Cij-CsH, >-rvr»2Oly 1-4
130 N-(2'-CH3-C6H4)-Pyra2olyl-4
131 N- U'-ClíjO-Cgim-Pyrazolyl-i
132 N- (3 ’-CH3O-C$H4)-Pyrazolyl-4
133 N- (2' -CH3O-C6H4 )-Pyrazolyl-4
134 N-(4'-ND2-C6H4 )-Pyrazolyl-4
Číslo B
63 4- (4' -NO2-C4H4) -Furyl-2
64 4- (3' -NO2-CťH4} -Furyl-2
65 4-(2 '-NO2-C4H4)-Furyl-2
66 4-(4 '-CN-C6H4)-Furyl-2
67 4-(3 '-CN-C5H4)-Furyl-2
68 4-(2 '-CN-C5H4)-Furyl-2
69 4-(4‘-CI-C4X4)-Fúry1-2
70 4-(3’-Cl-C6H4)-Furyl-2
71 4-(2'-C1-C$H4)-Furyl-2
72 Thieny1-2
73 S-CHyľhienyl-í
74 5-CeHs-Thienyl-2
75 5- [4 '-CH3-C6H41 -Thienyl-2
76 5- (3 '-CHj-CgHj 1 -Thienyl-2
77 5- (2' -CHj-C6H,) -Thieny1 -2
78 5- (4'-CH3O-C6H4)-Thienyl-2
79 5- (3'~CH3O-CíH4)-Thiei>yl-2
80 5- (2 '-CH3O-C6M4 )-Thienyl-2
81 5- (4 ’-NO2-C«H4) -Thienyl-2
82 5- (3'-NO2-C«H4)-Thienyl-2
83 5- í 2' -NO2-C$H4) -Thi eny 1 -2
84 5- (4 '-CN-C5H4) -Thienyl-2
85 5- (3 '-CN-CtH4) -Thienyl-2
86 5-(2'-CN-C6H4 >-Thienyl-2
87 5- (4 '-CI-C6H4) -Thienyl-2
88 5-(3'-C1-C£H4)-Thienyl-2
89 5- (2 ’-Cl-C6H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 4-CeHs-Thienyl-2
92 4- (4 '-CH3-C6H4)-Thienyl-2
93 4- (3 ’-CHj-CeHJ -Thienyl-2
94 4-12’ -CHj-CgHx) -Thienyl-2
95 4- |4'-CH3O-C6H4)-Thienyl-2
96 4-(3'-CH3O-CsH<)-Thienyl-2
97 4- (2 '-CH3O-C5H4 )-Thienyl-2
98 4- (4'-NO2-C5H4)-Thienyl-2
Číslo B
135 N- (3' -no^-CsHí ) -Pyrazolyl-4
135 N- (2»-NO2-C6H4) -Pyrazolyl-4
137 N-(4’-CN-CsHí)-Pyrazolyl-4
138 N- (3' -CN-CgH4)-Pyrazolyl-4
139 N- (2'-CN-C€K4) -Pyrazoly 1-4
140 N-(4'-C1-C6H4 )-Pyrazolyl-4
141 N-(3'-Cl-CeH4 )-Pyrazolyl-4
142 N-(2’-Cl-<W-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-CíHE-N-Methylpyrazolyl-4
145 3- (4 ’-CH3-CíK4) -N-Mechylpyrazolyl-4
146 3- (3 '-CH3-C&H4I -N-Mechylpyrazolyl-4
147 3- (2 '-CH3-CsH4) -N-Meehylpyrazolyl-4
148 3- (4,'-CH30-C4H4)-N-Methylpyŕazolyl-4
149 3-(3 '-CHiO-CfcHt)-N-MethylpyraíOlYl-4
150 3- (2 r-CH30-C6H4)-N-Methylpyrazolyl-4
151 3- (4 '.-N02-C<h4) -N-Mechylpyrazolyl-4
152 3- (3' -NCj-G jH4 ) -N-Mechylpyrazolyl-4
153 3- (2'-NC2-C&H4) -N-Methylpyrazolyl-4
154 3- (4 ’ -Qí-C6H4 )-N-Methylpyrazolyl-4
155 3- (3 1 -CK-CsH,) -N-Methylpyrazolyl-4
156 3- (2' -CN-CsH4)-N-Methylpyrazolyl-4
157 3- (4 ' -Cl-CeH4)-N-Methylpyrazolyl-4
158 3-13’ -Cl-CsH,) -N-Methylpyrazolyl-4
159 3- (2' -Cl-CeH4) -N-Methylpyrazolyl-4
160 lsoxazolyl-5
161 3-CH3-lsoxazolýl-5
162 3-C£H5-Isoxazolyl-5 .
163 3- (4'-CH3-CtH4) -Isoxazolyl-5
164 3- !3 '-c^3-CťH4) -lsoxazolyl-5
165 3-(2'-CH3'C6H4)-l80xa2olyl-£
166 3- (4 -Isoxazolyl-5
167 3 — í 3 ’ -CH3O-C5K4) -Isoxazolyl-5
168 3-(2 '-CH3O-CíH4)-Isoxazolyl-5
169 3- (4' -NO2-C«H4) -lsoxazolyl-5
17 0 3-(3 '-NO2CeH4)-Isoxazolyl-5
Číslo B
171 3- (2' -NOí-C6h4 ) -Isoxazoly 1-5
172 3- (4' -CN-CéHj} -lscxazolyl-5
173 3- (3' -CN-CeHí)-lsoxazolyl-5
174 3- (2 ’-CN-CeHi} -lsoxazolyl-5
175 3- (4 '-Cl-CeHí)-lsoxazolyl-5
176 3- <3 '-CI-C6H4) -Isoxazolyl-5
177 3- (2'-C1-C&H< J-lsoxazolyl-5
178 4-Cblorisoxazolyl-S
179 3-CHj-4-Chlorisoxazolyl-5
180 3-CgH5-4-Chlorisoxazolyl-5
181 3- (4' -CH3-C6H4) -4-Chlorisoxazolyl-5
182 3- (3' -CH3-C6H4) -4-Chlorisoxažolyl-5
183 3- (2 ’ ~CH3—C5H4} -4-Chlor isoxazolyl-5
184 3-(4'-CH30C6H4)-4-Chlorisoxazolyl-5
185 3-(3'-CH30-CgH4)-4-Chlorisoxazolyl-5
186 3- (2 '-CH30-C6H4)-4-Chlorisoxazolyl-5
187 3- (4 '-NO2-C6H4) -4-Chlorisoxazolyl-5
188 3- (3' -NO2-C5H4) -4-Chlorisaxazolyl-5
189 3- (2'-NO2-C&H4)-4-Chlor isoxazoly 1-5
190 3- <4 '-CN-CeHí) -4-Chlorisoxazolyl-5
191 3- (3'-CN-CeHí)-4-Chlorisoxazolyl-5
192 3- (2 '-CN-C&H4) -4-Chlorisoxazolyl-5
193 3- (4 '-CI-C6H4) -4-Chlorisoxazolyl-5
194 3- {3’-Cl-CgH4)-4-Chlori90xazolyl-5
195 3- (2 '-Cl-CgH* )-4-Chlozlsoxazolyl-5
196 Isoxaíolyl-3
197 5-CHj-lsoxazolyl-3
198 5-C«H5-isoxazolyl-3
199 5- (4 ’-CH3-C$H4) -Isoxazolyl-3
200 5- (3 '-CHj-CgHí) -lsoxazolyl-3
201 i- (2 '-CHj-CsH.) -Isoxazolyl-3
202 5- (4 '-CHjO-Cgty) -ISOXB201yl-3
203 5- O'-CHjO-CatyJ-Isoxazolyl-S
204 5- l2'-CHjO-C6H4)-Isoxazolyl-3
205 5- 14 '-NO2-C6H4} -Isoxazolyl-3
206 5- <3 '-NO2-C6H4} -Isoxazolyl-3
Číslo B
243 2- (2' -NO2-C6H4) -Oxazolyl-4
244 2- (4' -CN-CgHí) -Oxazolyl-4
245 2- (3' -CN-C4H4) -Oxazolyl-4
246 2- (2 '-CN-CjHi ) -Oxazolyl-4
247 2- (4 ' -C1-C6H4) -Oxazolyl-4
248 2- (3' -CI-C6H4) -Oxazolyl-4
249 2- (2 ’ -C1-C6H4) -Oxazolyl-4
250 Thiazoly1-4
251 2-CH3-Thiazolyl-4
252 2- CgH g-Thi a z oly 1-4
253 2- (4' -CHj-CgHí) -Thiazolyl-4
254 2-(3'-CH3-C6H4)-Thiazolyl-4
255 2- (2 * -ch3—CgH4) -Thiazoiyl-4
256 2- (4' -CHjO-CsHp -Thiazolyl-4
267 Z-ÍS'-CHjC-CgHiJ-Thiazolyl-í
258 2- (2' -CH3O-C6H4 >-Thiazoly 1-4
259 2- (4 '-NOj-CgHx )-Thiazoly 1-4
260 2- ( 3 '-NO2-CgH4) -Thiazolyl-4
261 2- <2 '-NO2-C6H4 )-Thiazolyl-4
262 2- <4 '-Qi-CgHi) -Thiazoly 1-4
263 2- (3 '-Qi-CfiHí) -Thiazoly 1-4
264 2- (2 '-CN-C6H4) -Thiazoly 1-4
265 2- (4 '-Cl-CgHi 1 -Thiazoly 1-4
266 2- (3 '-Cl-CgH4) -Thiazolyl-4
267 2- {2 '-Cl-CgH4)-Thiazolyl-4
268 N-CHj-l,2,4-Triazolyl-5
269 3-ch3-n-CHj-1.2,4-Triazolyl-5
270 3-C4H5-N-CH3-l, 2.4-Triazolyl-5
271 3- (4 '-CH3-C6H4 ’ -N-CH3-1,2,4-Tria2olyl-5
272 3-(3'-OH3-C6H4?-N-CH3-l,2,4-Trl.&2Olyl-5
273 3- (2’ -CBj-CeHM) -N-CHj-l, 2,4-Triazolyl-5
274 3- (4 ‘ -CH3O-CéH41-N-CH3-1,2,4-Triazoly 1-5
275 3- (3 '-CH3O-C6H<J-N-CH3-1,2,4-Triazolyl-5
276 3-(2'-CH30-C6H()-N-CH3-l,2,4-TrUzolyl-5
277 3- (4' -NO2-C4H41 -N-CHj-1,2,4-Triazolyl-5
278 3- (3' -NO2-C4H41 -N-CH3-1.2,4-Triazolyl-5
číslo B
207 5- 12 '-NO2”C$H4 )-Isoxazoly1-3
208 5- <4 '-CN-C6H4) -Isoxazolyl-3
209 5- !3'-CN-CeH<)-Isoxazolyl-3
210 5- (2'-CN-CgH< 1 -Isoxazolyl-3
211 5- (4'-Cl-CgH4 1 -Isoxazolyl-3
212 5- (3 · -Cl-CťH4) -Isoxazolyl-3
213 5- (2 '-C1-C«H4I-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CHj-lsothiazolyl-5
216 3-CgHs-Isothiazolyl-5
217 3- (4 '-CHj-C6H4)-Isothiazolyl-5
218 3-13' -CHj-C6H4) -lsothiazolyl-5
219 3-{2'-CHj-C6H4)-Isothiazolyl-5
220 3-14 ‘ -CHjO-C$H4 ) -Isothiazolyl-5
221 3- <3 *-CHjO-C«H4 ) -Isothiaaolyl-5
222 3-(2 '-CHjO-CgHí )-Isothiazolyl-5
223 3- |4 '-NOj-CgHj) -Isothiazoly 1-5
224 3- (3'-NOž-CsHi)-lsothiazolyl-5
225 3- (2'-N02-CgH4)-Isothiazolyl-5
226 3- (4 '-CN-CgH4) -Isothiazolyl-5
227 3- (3' -CN-CéH4) -Isothiazoly 1-5
228 3-(2'-OJ-CíH4Í-ISOthíazolyl-5
229 3- (4 '-Cl-C«H4)-Isothiazolyl-5
230 3ä (3'-CI-C6H4)-Isothiazolyl-5
231 3- (2 'VCI-C4H4) -Isothiazolyl-5
232 Oxazolyl-4
233 2-CHj-Qxazolyl-4
234 2~C6H5-Oxazolyl-4
235 2- (4 ’-CHj-Cgfy)-Oxazolyl-4
236 2- (3'-CHj-C6H4>-Oxazolyl-4
237 2- (2 '-CHj-CsH<; -Oxazolyl-4
238 2- (4' -CHjO-C6h4 ) -Oxazolyl-4
239 2- (3' -GHjQ-C$H4 ) -Oxazolyl-4
240 2- (2'-CH3O-C4H4 J-Gxazolyl-4
241 2- (4 '-NO2-CgH4) -oxazolyl-4
242 2- (3 '-NO^-CgHí) -Oxazolyl-4
Číslo B
279 3-12' -NO2 -C$H<) -N-CH3 -1,2,4 -Triazolyl-5
280 3- {4'-CN-CgH4)-N-CHj-1,2,4-Triazolyl-5
281 3-[3'-CN~CgH4)-N-CH3-l,2.4-Triazolyl-5
282 3- 12 '-CN-CSH4> -N-CHj-1,2,4-Triazolyl-5
283 3- (4 ’-C1-Csh4) -N-CHj-1,2,4-Triazolyl-5
284 3- (3' -C1-C6H4) -N-CH3-I,2,4-Triazolyl-5
285 3-12' -cl-CsHí) -N-CHj-1,2,4-Tiiazolyl-5
286 l,3.4-Oxadiaaolyl-2
287 5-CHj-l.3.4-Oxadiazoly1-2
288 5-C«Hs-i,2,3-Oxadiazolyl-2
289 5- (4 * -CH3-C6H4 )-1,3,4-Oxadiazolyl -2
290 S-<3 '-CH3-C6H4)-1,3,4-Oxadiazolyl-2
291 5- {2 ' -CH]-C$H4) -1,3,4-Oxadiazolyl-2
292 5- (4 ' -CH3O-CeH4 >-1,3,4-Oxadiazoly 1-2
293 5-13'-CH3O-C4H< )-1,3,4-Oxadiazoly1-2
294 5-12 ' -CHjO-CjH, 1-1,3,4-Oxaaiazolyl-2
295 5- (4 ’-NO2-CgH4)-l,3.4-Oxadiazolyl-2
296 S-13 '-NO2-C(H(I -1,3,4-Oxadlazolyl-2
297 5- (2 '-NO2-C4H41 -1,3,4-Oxadiazolyl-2
293 5- (4' -CN-Cgfy )-1,3,4-Oxadiazoly 1-2
299 5-< 3’-CN-C6h4 )-1,3,4-Oxadiazoly1-2
300 5- (2 ’-CN-C6H( 1-1,3.4-oxadiazolyl-2
301 5-14' - Cl-C6H4 )-1,3,4-0xadiazoly 1-2
302 5-(3'-C1-C«H4 )-1,3. 4-0xadiazoly1-2
303 5-.(2 '-C1-C4H4 )-1.3,4-Oxadiazoly 1-2
304 1,2. 4-Oxadiazoly1-3
305 5-CH3-I,2,4-Oxadiazolyl-3
306 5-CeHj-l, 2,4-Oxadiazoly 1-3
307 5- (4' -ai3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5- (3' -CH3-CfiH4) Ť1,2.4-Oxadíazoly 1-3
309 5- (2' -CH3-C$H4 )-1,2.4-Oxadiazolyl-3
310 5- (4' -CH 3O-C6H4 )-1,2,4-Oxadiazolyl-3
311 5-(3'-CH3O-CSH4 )-l, 2,4-Oxadiazolyl-3
312 5-(2'-CH3O-C$H4)-1.2,4-Qxadia2oLyl-3
313 5- (4 '-NO2-C6H4 )-1,2,4-Oxadiazolyl-3
314 5- (3 '-Νθ2<4Η4)-1,2,4-Oxadiazolyl-3
Tabufka 12
Číslo B
315 5- (2 '-NO2-C6H41-1,2,4-Oxadlazolyl-3
316 5-14 '-CN-C.H, 1-1,2,4-Oxadiazoly 1-3
317 5- [3 '-CN-C6H4 >-1,2»4-0xadia2Oly 1-3
318 5- 12 '-CN-C$H4)~l,2,4-Dxadiazolyl-3
319 5- (4 '-C1-C6H< )-1,2, 4-Oxadiazolyl-3
320 5- (3 -Cl -CsH,) -1.2,4-Oxadiazolyl-3
321 5-12^01-0^)-1,2,4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CHj-l,2,4-0xadiazolyl-5
324 ' 3-C6H5-l,2,4-Oxadiazoly1-5
325 3- (4' -CH3-CeH4) -1,2,4-Oxadiazolyl-5
326 3- (3 '-CHg-CgH, )-1,2,4-Oxadiazolyl-5
327 3- <2 · -CHj-CgH, 1-1,2,4-Oxadiazolyl-5
328 ' 3 - (4 · -CHaO-CjH,) -1,2,4 -Oxadiazoly 1- 5
32S 3- 13 ’-CHjO-CíH. )-1,2 ,.4-Oxadiazolyl-5
33C 3- 12 ' -CHjO-CjH, >-1,2,4-Oxadiazoly 1-5
331 3- (4 ’ -NOj-CrtU) -1.2 ,4-Oxadiazalyl-5
332 3- (3 '-MOa-CeHiJ-l, 2,4-Oxadiazolyl~5
333 3- (2 ’-NO2-C5H4)-1,2,4-Oxadiazolyl-5
334 3- (4' -CN-C€H4 >-1,2,4-Oxadiazoly 1-5 '
335 3- (3 ' -CN-C6H< >-1,2,4-Oxadiazoly 1-5
336 3- (2 '-CN-C$H4 )-1,2.4-Oxadiazolyl-5
337 3- <4' -C1-C6H( > -1,2,4-Oxadiazolyl-5
338 3-13' -Cl-CgHť )-1,2,4 -Oxadiazolyl- 5
339 3- (2' -Cl -C6H4 )-1,2,4 -Qxadiazo lyl-5
340 1,2,4-Thiadiazolyl-3
341 5-CHj-l,2,4-Thiadiazolyl-3
342 5-C5H5-1,2,4-Tiiiadiazolyl-3
343 5- (4 ’-CH3-C6H4) -1,2,4-Thiadiazolyl-3
344 5- (3 ' -CH3-CíH4) -1,2,4-Thiadiazolyl-3
345 5- (2 ’-CH3-C1H4) -1,2,4-Thiadiazolyl-3
346 5- (4'-CH3O-C6H4) -1.2,4-Thiadia2olyl-3
347 5- (3' -CH3O-CSH4} -1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-C6H< )-1,2,4-Thiadiazolyl-3
349 5-14'-NO2-C6H4) -1,2,4-Thiadiazolyl-3
35D 5- (3 ' -NO2-C«H4 )-1.2,4-Thiadiazolyl-3
Číslo Xm
1 H
2 2-F
3 3-F
4 4-F
5 2,4-Fa
6 2,4,6-Fj
7 2,3,4,5.6-F5
8 2,3-F2
9 2-Cl
10 3-C1
11 4-Cl
12 2,3-Clj
13 2,4-Cl;
14 2,5-Cl;
15 ^6-Cl2
16 3.4-Cl;
17 3,5-01;
18 2,3,4-Cl3
19 2.3,5-Cl3
20 2,3.6-Cl3
21 2,4,5-Cl3
22 2,4,5-Cl3
23 3.4,5-Cl3
24 2,3,4,6-Cl4
25 2,3.5,6-Cl4
26 2,3.4,5,6-015
číslo B
351 5- (2 ' -NC;—CíHý) -1,2,4-Thiadíazolyl-3
352 5- (4'-CN-C4H4>-1,2,4-Thiadiazolyl-3
353 5-(3‘ -CN-CôHí )-1,2,4-Thiadiazolyl-3
354 5- (2 '-CN-C&H4)-1,2,4-Thiadiazolyl-3
355 5-(4'-C1-C6H4 )-1,2,4-Thiadiazolyl-3
356 5-(3'-ci-c4H4 )-1,2,4-Thiadiazolyl-3
357 5-í2--ci-C6H4)-l,2,4-Thiadiazolyi-3
358 1,3,4-Ttiiadiazolyl-2
359 5-CH3-I,3,4-Thíadiazolyl-2
360 5-C6H5-I,3,4-Thiadiazolyl-2
361 5- (4' -CHj-C6H4 )-1.3,4 -Thiadiazclyl-2
36?. 5- 13 · -CHj-CgH,) -1,3,4 -Thiadiazolyl-2
353 5- l2'-CH3-CsH4)-1.3,4-Thiadiazolyl-2
364 5-l4'-CH30-C6H4)-l,3,4-Thiadiazolyl-2
365 5-(3'-CH3O-C6H4)-l,3,.4-Thiadiazelyl-2
366 5- (2'-CHšO-CgHí )-1,3- 4-Thiadiazolyl-2
367 5- (4'-NOj-CgHj )-1,3,4-Thiadiazolyl-2
368 5- (3 -NO;-C6H<) -1,3.4 -Thiadiazolyl-2
369 5- (2' -NO2-C6H4 )-1,3,4-Thiadiazolyl-2
370 5- 14' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- !3'-CN-C6H4)-l,3,4-ThÍadiazolyl-2
372 5- (2' -CN-C6H4 )-1.3,4-Thiadiazolyl-2
373 5- (4'-CI-CéHí 1-1.3,4-Thiadiazoly 1-2
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 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
363 Pyrimidinyl-2
384 Pyridyl-3
385 1-Haftyl
386 2-Naftyl
Číslo Xj!
27 2-Br
28 3-Br
29 4-Br
30 2,4-Brj
31 2,5-Br2
32 2,6-Brz
33 2,4,6-Brj
34 2,3,4,5,6-Brc
35 2-C
36 3-J
37 4-J
38 2,4-J2
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
46 2-Cl, 6-Br
47 2-Br, 3-C1
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 J
58 3-C1, 5-F
59 3-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-Cl
62 3-F, 4-Br
Číslo Xr,
63 3-Br, 4-C1
64 3-Br, 4-P
65 2,6-Cl2, 4-Br
66 2 -CH?
67 3-CH?
68 4-CH3
69 2,3-(CHj)2
70 2,4-(CH3) 2
71 2,5-(CH3)s
72 2,6- (CHj) í
73 3,4-(CH3)3
74 3,5-<CH3)j
75 2,3,5-(CH3)3
76 2,3,4-(CH3)3
77 2,3,6-(CH3)3
78 2,4,5-(CHj)3
79 2,4,6- (CH3) 3
80 3,4,5- (CHi! 3
81 2,3,4,6- (CH?)4
82 2,3,5,6-(0¾¼
83 2,3,4,5,6-{CH3)5
84 2-CjH5
85 3-c:h5
86 4-C2H5
87 2,4-(C2Hs>3
88 2,6-(CaH5)2
89 3,5-(C2H$)2
90 2,4,6- (C2H5)3
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-Í-C3H7
95 3-i-c3b7
96 í-i-CjH,
97 2,4-(i-C3H7)j
9B 2,6-(Í-C3H7) 2
Číslo Xffl
135 2,4-(cyklo<sHli)j. 6-CH3
136 2-CH3, 4-cyklO'CíHn
137 2-CH2-CeHS
138 3-CH2-CíH5
139 4- CHj-CíHs
140 2-CH2-C4H5, 4-CHj
141 2-CH3, 4-CH2-C$Hj
142 2-CeHs
143 3-C6H5
144 4-C6H5
145 4- (2-í-C3H7-C6H4)
146 4-C6H5, 2,'6-(CH3}2
147 2-C1, 4-CeHr
148 2-Br, 4-CsHs
149 2-CeH5, 4-C1
150 2-CeHj, 4-Br
151 2-CH2C6H$. 4-C1
152 2-CH2CťH&, 4-ΒΓ
153 2-C1, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklO-CeHi], 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-C1, 4-cyklo-CíHn
158 2-Br, 4-cyklo-CeHii
159 2-OCHj
160 3-OCHj
161 4-OCHi
162 2-OC2H5
163 3-O-C2Hs
164 4-O-C2H5
165 2-O-11-C3H7
166 3-O-n-C3H7
167 4-O-n-C3H7
168 2-&-Í-C3H7
16? 3-O-Í-C3H7
170 4-O-Í-C3H7
Číslo Xir.
99 3,5-(I-C3H7);
100 2,4,6-(i-C3H7>3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4Hg
104 2-t-C4Hs
105 3-C-C4H9
106
107 2,3-(t-C4Hg)j
108 2,4-(t-C4Hg)2
109 2, 5-ít-C4Hj)2
110 2, 6-(t-C4Hg)2
111 3,4-(t-C4Hg»2
112 2, 4,6-(t-C4Hg)3
113 4-D-CgHjg
114 4-n-Ci2HJS
115 4-n-CisH3i
116 4-(1,1,3,3-Tecramethylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-Ľ-C4Hg, 4-CH3
119 2-Ľ-C4H9, 5-CH3
120 2,6-(t-C4H<> 12,4-CR3
121 2—CHj, 4-t-CgHg
122 2-CH3, 6-t-C4Hj
123 2-CHj, 4-i-C3H?
124 2—CHj, 5-Í-C3H7
125 3-CH3, 4-X-C3H7
126 2-Í-C3H7, 5-CKj
127 2,4- lt-C4Hp)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-CeHii
133 3-cyklo-CeHii
134 4-cyklo-CsHn
Číslo Xa
171 2-O-n-CeHi?
172 3-o-n-CáHi:·
173 4-O-n-C6H;3
174 2-O-n-C6Hi7
175 3-O-n-CBKi7
176 4-O-n-C0Hi7
177 2-O-CH2Č5H5
17S 3-O-CH2C5H5
179 4-O-CH2C5H5
180 2-0- (CH2> 3CsH5
181 3-0- (CH2) 3C5H5
182 4-0- (CHz).3C«Hs
183 2,4-(OCH3)j
184 2-CF3
185 3-CF3
186 4-CFj
187 2-OCF3
188 3-OCFj
189 4-OCF3
190 3-OCH2CHF2
191 2-NO2
192 3-NOí
193 4-NO j
194 2-CN
195 3-CN
196 4-CN
197 2-CHj, 3-C1
198 ' 2-CHj, 4-C1
199 2-CHj, 5-C1
200 2-CHj, 6-C1
201 2-CH3, 3-F
202 2-CHj, 4-F
203 2-CHj, 5-F
204 2-CHj, 6-F
205 2-CHj, 3-Br
206 2-CH3, 4-Br
Číslo
207 2-CHj, 5-Br
208 2-CHj, 6-Br
209 2-C1, 3-CHj
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CHj
213 2-F, 4-CHj
214 2-P, 5-CHj
215 2-Br, 3-CHj
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-CHj
225 3-C1, 4-Clh
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 2,6-012. 4‘CMj
232 2,6-F2, 4-CH3
233 2.6-ΒΓ2, 4-CH3
234 2,4-Bl2« 6CH3
235 2,4-F2, 6-CH;
236 2,4-Br2, 6-CHj
237 2,6-(CH3)2, 4-F
238 2,6-tCH3}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);, 4-Br
Číslo X®
27$ 4-CH20iC2H5)
280 2-CH2O(n-c3H?)
281 3-CH2O(D-C3H7)
282 4-CH2O (r.-C3H7)
283 2-CH2O (i-C3H7)
284 3-CH2Oli-C3K7>
285 4-CH2O (í-C31Í7 )
286 2-CHO
287 3-CHO
2B8 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
299 2-CO-CH (CHj)-CH3
299 3-CO-CH(CH3)-CH3
300 4-CO-CH (CH3)-CH3
301 2-Me~4-CHO
302 2-Me-4~CHj-CO
303 2-He-4-CH3-CH2-CO
304 2-Μβ-4-0Η3-0Β2-0Η2-0Ο
305 2-Ke-4-CHj-CH(CH3)-CO
306 2, 5-He2-4-CHO
307 2,5-Me2-4-CH3-C0
308 2,5-He2-4-CH3-CH2-CC
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Mg2-4-CH3-CH(CH3)-CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-C1-4-CH3-CH2-CO
314 2-Cl-4-CH3-CH (CH3) -CO
číslo
243 2,3,Ó-(CHj)3, 4-F
244 2,3,6- (CHj) 3. 4-C1
245 2,3,6-(CHj)3, 4-Br
246 2,4-(CH3)2, 6-F
247 2.4-(CHj)2. 6-C1
248 2,4-(CHj)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-KO2
2'54 2,4-Cl2, 6-NO2
255 2,6-012. 4-NO2
256 2,6-Br2, 4-NO2
257 2,6-J2, 4-NO2
258 2-CHj, 5-Í-C3H7, 4-CL
259 2-CO2CHj
260 3-CO2CH3
261 4-CO2CH3
262 2-002(C2H5)
263 3-CO2(C2Hs)
264 4-CO2(C2HS)
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-C6Hi3)
273 4-CO2 (n-CeHu >
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCH3
277 2-CH2O(C2Hs)
278 3-CH2O(C2Hs)
Číslo Xfll
315 2.5-C12-4-CHO
316 2,5-ClZ-4-CH3-CO
317 2,5-Cl2-4-CH3-CH2-CC
318 2,5-Cl2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3-CH(CH3)-CO
320 2-C(=NOCHj)-CH3
321 3-C<=NOCH3)-CH3
322 4-C(=NOCH3)-CH3
323 2-C!=NOC2H5)-CH3
324 3-C(=N0C2Hs)-CH3
325 4-C(=NOC2H5)-CHj
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-í-C3H71-CH3
332 2-C(=NO-Allyl)-CHj
333 3-C(=NO-Ällyl)-CH3
334 4-C(=N0-Allyl)-CH3
335 2-C(=NO-trans-Chlorallyl)-CHj
336 3-C(=NO-txans-Chlorallyl)-CHj
337 4-C(=NO-crans-Chlorallyl I-CH3
338 2-c(=NO-Propargyl)-ch3
339 3-C(=NO-Propargy1)-CH3
340 4-C(=NO-?ropargyl)-CH3
341 2-C(=NO-n-C4Hg)-CHj
342 3-C(sNO-n-C<H9)-CK3
343 4-C (=NO-n-C4Hg) -CH3
344 2-C(«NO-CH2-C6H5).-CH3
345 3-C(=NO-CH2-C6H5)“CH3
346 4-C (sNO-CH2-C6H5) -CH3
347 2-CH3-4-CHsNOCH3
348 2-CH3-4-CH=NOC2Hj
349 2-CH3 - 4 -CM=NO-n-C3H7
350 2-CH3-4-CM=NO-i-C3H7
číslo Xm
351 2 -CH j - 4 -CH =NO-A1 ly 1
352 2-CH3-4-CH=NO-(trans-Chlorallyl)
353 2-CH3-4-CH=NO-Propargyl
354 2-CH3-4-CH-ND-n-C4H9
355 2-CH3-4-CH=NO-CH2-C$H$
356 2-CH3-4-(CH3-CsNOCH3)
357 2-CHJ-4-(CH3-C=NOC2H5)
358 2-CH3-4- (CH3-C=MO-n-Cj«7>
359 2-CH3-4- (CH3-C=NO-í-CjH7)
360 2-CH3-4- ICH3-C=NO-Allyl!
361 2-CH3-4-ICH3-C«NO-crans-Chlorallyl)
362 2-CH3-4-(CH3-C«NO-Propargyl)
363 2-CH3-4- (CH3-C=NO-n-C<H9)
364 2-CH3-4- (CH3-C=NO-CH2-CťH5)
365 2-CH3-4- (C2HS-C=NOCHj)
366 2-CH3-4-(C2H5-C«NO-C2H5)
36? 2-CH3-4-(C2H5-CeNO-n-C3H7)
368 2-CH3-4- (C2H5-C»NO-i-CjH7
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4- (C2Hs-CsNO-tran$-Chlora.llyl>
371 2-CH3-4 - (c2Hs-C=NO-Proparfiy 1)
372 2-CH3-4- (C2H5“C»NO-H-C<H9)
373 2-CH3-4- (C2H5-CsNO-CH2-CéH5 )
374 2, 5-(CH3 > 2-4 - (CH3-C-NOCH3 J
375 2,5- (CH3) 2-4- (CH3-C=NOC2H5)
376 2, 5- (CHj) 2-4- (CHj-CsNO-n-CjH?)
377 2, 5- (CH3) 2-4- (CH3-ONO-Í-C3H7)
37B 2,5- [ CH3) 2-4- (CH3-C=NO-A1 ly 1)
379 2,5- l CH3) 2-4 - (CH3 -CeNO-traas-Chloral ly 1)
380 2,5- (CH3) 2-4- (CH3-CsNO-Proparyl)
381 2,5- (CK3) 3-4 - (CHj-CeNO-n-CíHs)
382 2, 5- (CH3) 2-4- (CH3-C«NO-CH2-CeHS)
383 2-CsHs
384 3-c6h5
385 4-C6H5
386 2-(2'-F-CéH4)
číslo Xm
424 2- (3'-(CH3-C(«NOAllyl))-C$H4)
425 2-(4'-<CH3-C í =»OXllyl>)-C6H,)
426 3- (2' - (CH3-C («NOAllyl) )-CelU)
427 3- (3' -ί CHj-C 1 -NOAllyl)) -CýH4)
428 3- (4(CHj-CťcNOAllyl > )-CsH()
429 4 - {2' - (CHj-C (dKÄlly 1)) -C6Ht)
430 4- (3' -(CH3-C1 «NOAllyl 1 )-Ο6Η<)
431 4- (4' - (CH3-C («NOAllyl}) -CeH4)
432 2-(2 '-CH3O2C-C6H4)
433 2-(3'-CHjOjC-CgHi)
434 2-(4 '-CK3O2C~CgK4)
435 a-W'-CHjOjC-CsH,)
436 3-(3'-CH3OŽC-C6S4)
437 J-lí'-CBjOjC-CtHíl
438 4-(2'-QbO2C-CfiHí>
439 4- (3 '-CH3O2C-C6H4)
440 4-(4'-CH3O2C-C6H4)
441 2- (2' -CH3O-C6H4)
442 2-(3'-CH3O-C6k4)
443 2- (4'-CH3O-C6H4>
444 3- (2' -CH3C-ľ6H4 )
445 3- (3 --0^0-¾¾)
446 3- (4 --0^0-¾¾)
447 4- (2'-eH3O-C6H4)
448 4- I3'-CH;O-C6K()
449 4-(4--01^0-¾¾)
450 2-(2--0^-0^)
451 2- (3'-O2N-CíH4)
452 2-(4 ·-O2N-CsH( )
453 3- K'-OlN-CsH,)
454 3-(3'-ΟϊΝ-ς«Η4)
455 3-(4'-O2N-C6H4)
456 4-(2'-&jN-C5HJ
457 í-Q'-OjN-CiHi)
458 4-(4--0^-0 6H4)
459 2-(2'-NC-CgH^I
ČÍS1O Xc
387 2-(3'-F-C6H4)
388 2-(4’-F-CeHi)
389 3-{2‘-F-CgH4)
390 3-(3'-F-C6H4)
391 3-(44-F-CŔHf)
392 4-(2'-F-CsH4 )
393 4-(3*-F-C«H4)
394 4-(4'-F-C$H4)
395 2-(2'-Cl-CgH4 )
396 2-(3'-Cl-C6H4)
397 2-(4'-Cl-C6H4)
398 3-(2'-C1-C6H4)
399 3-(3’-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2^01-06¾)
402 4-(3^-01-06¾)
403 4-(4’-Cl-C^Hg)
405 2-(2' -CH3-C9HJ
406 2-(3'-CH3-C$H4>
407 2-(4'-CH3-CeH4)
408 3-{2'-CH3-C6Ht]
409 3-(3'-CH3-C6Hí)
410 3-(4'-CH3-C6H4)
411 4-(2·-CHa-CfiHí)
412 4- (3 '-CH3-C6H4)
413 4-ť4'-CH3-CíH4)
414 2-(2 CHj-CO-CjHf)
415 2-(3'-CH3-CO-C6H4)
416 2-(4CH2-CO-C6H4}
417 3-(2 '-CHj-CO-Cgfy)
418 3- (3 '-CH3-CO-C6H4)
419 3-(4 '-CH3-CO-CgH4)
420 4- (2 ’-CH3-CO-CíH4 )
421 4- (3 '-CH3-CG-CfiH4)
422 4- (4 '-CH3-CO-C«H4)
423 2 - {2 ' - (CH3 -C («NOAllyl) ) -C6H4)
Číslo Xm
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C$H4)
462 3-(2'-NC-C6H4)
463 3-( 3'-NC-C$H4)
464 3-(4 1-NC-CsH4)
465 4-(2 '-140-¾¾)
466 4- (3' -NC-C6H4)
467 4-(4 ' -NC-C6H4)
468 2-(2'-CF3-CéH4)
469 2-(3'-CF3-C«H4)
470 2- (4 -CF3-C6H4)
471 3- (2'-CF3-CsH4)
472 3-(3'-CF3-CeH4)
473 3-(4'-CF3-C6H4)
474 4-!2'-CF3-C&H4)
475 4-í3'-CF3-C5H4)
476 4-(4 ’ -CF3-C6H4)
477 2-O-CéHs
475 3- O-CeHs
476 <-O-C6Hs
478 2-O-(2'-F-C6H4)
479 2-0-(3--^-¾¾)
4BC 2-0-(4-^-¾¾)
481 3-O-(2'-F-CjHí 1
482 3-O-(3'-F-C6H41
483 3-O- (4'-F-CeH«)
484 4-0-(2'-F-CeH<)
485 4-O-(3'-F-C«H4)
486 4-O-(4’-F-CsHi)
487 2-0-(2-.-01-06¾)
488 2-O~í3'-Cl-CeH<l
489 2-O-(4*«Cl-CíH»)
490 3-O-(2'-Cl-C«H4)
491 3-O-(3'-Cl-CeH<)
492 3-O-(4’-Cl-CfiH<)
493 3-0-(4--01-¾¾)
Číslo
494 4-O-(2'-Cl-CeH4)
495 4-O-(3'-Cl-CeHť)
496 4-0-(4'-C1-C6H4)
497 2-0-(2 ‘-CHj-C$H4 )
498 2-0-(3'-ΟΗ3-ΟβΗ4)
499 2-0-(4'-ΟΗ2-ΟβΗ4)
500 3-O-(2'-CH3-C6H4)
501 3-0-(3 '-CH3—C$H4)
502 3-0-{4'-ΟΗ3~ΟβΗ4>
503 4-O-(2'-CH3-C6H4)
504 4-0- (3 '-CH3-CÉH4)
505 4-0 (4'-CH3-CíH4)
506 2-0-(2’-ΟΗ3-ΟΟ-0βΗ4)
507 2-0- (3 ’ -CH3-CO-C6H4)
508 2-0-(4'-CH3-CO-C6H4)
509 3-0-12'-CH3-CO-C6H4)
510 3-O-(3'-CH3-CO-CsH4)
511 3-O-(4'-CH3-CO-CsH4)
512 4-0- (2 -CH3-CO-CSH4)
513 4-0- (3 ‘-CH3-C0-C6H4)
514 4-0- (4 '-CH3-CO-CsH4)
515 2-0- (2 - (CH3-C (=N0Allyl)) -CsH4)
516 2-0- (3 '-(CHj-C(=NOAllyl) )-C4«4)
517 2-0- U ' - (CHj-C (aNQAllyl)) -£βΜ4)
518 3-0- (2(CHj-C (=N0Allyl) )-C(H4)
519 3-0- (3 (CH1-C (-NOAllyl)) -CSH4)
52 D 3-0-I4'-(CH3-C< JlOAllyl) )-CtB4)
521 4-0-(2'—(CH3-C (=N0Allyl) )-C4B4)
522 4 -0- (3 ' - (CHj -C (=N0Ally 1)) -C6H4)
523 4-0- (4 ' - (CHj-C (=N0Allyl)) -C6H4)
524 2-0- (2 *-CHj02C-C4H4)
525 2-0-(3'-CHjO2C-C4H4)
526 2-O-|4--CH3O2C-C6H4)
527 3-0- (2 '-CH3O2C-C6H4)
528 3-0- (3'-ObOjC-CM)
529 3-0-i4’-CH302C-C(H4)
Číslo Xp
566 4-0- (2'-CFj-C4H4)
567 4-0- (3 *-CF3-C$H4)
568 4-O-(4'-CFj-C6H4)
569 2-Fyridyl-2l
570 2-Pyridyi-3’
571 2-Pyrldyl-41
572 3-Pyridyl-2’
573 3-Pyridyl-3'
574 3-Pyridyl-4'
575 4-Pyridyl-2'
576 4-Pyridyl-3 ’
577 4-Pyridyl-4‘
578 2-Pyrimidinyl-2'
57 9 2-ryriniidinyl-3'
580 2-Pyriraidinyl-4·
581 3-Fyrijnidinyl-2 ’
582 3-Pyrimidinyl-3‘
583 3-Pyriiaidinyl-4 ·
584 4-Fyrimidinyl-21
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4 ‘
587 2-Pyrazolyl-ľ
588 2-Pyrazolyl-3'
589 2-íyrazolyl-4'
590 3-Pyrazolyl-ľ
591 3-Pyrazolyl-3'
592 3-lyrazolyl-4'
593 4-Fyrazolyl-ľ
594 4-Pyrazolyl-3’
595 4-Pyrazolyl-4’
596 2-lsoxazolyl-3'
597 2-lsoxazolyl-4
598 2-lsoxazolyl-5’
599 3-lsoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
Číslo X<r.
530 4-0- (2'-CH3O2C-CÉH4)
531 4-O-(3'-CHjO2C-C«n<)
532 4-0- (4 '-CH3O2C-C6H4)
533 2-0-(2’-CHjO-Cgfy)
534 2-O-(3'-CH3O-C6H4)
535 2-0- (4 '-CHjO-CgH4)
536 3-O-(2'-CHjO-C6H4)
537 3-O-(3'-CHjO-C6H4)
538 3-0-(4 '-CH3O-CgH4)
539 4-0- (2'-CHjO-C$H4 )
540 4-0-(3'-CMjO-CgH4)
541 4_0-(4'-CHjOC6H4)
542 2-0- (2 ' -O2N-C6H4)
543 2-0-(3^14-0^)
544 2-O-(4'-O2N-C«K<)
545 3-0-(2'-O2N-C6H4)
546 3-0- (3 ' -O2N-C6H4)
547 3-Ο-(4'-02Ν-0δΗ4)
548 4-0-(2'-OjN-Cgfy)
549 4-0-(3'-02N-C€H4)
55Q 4-O-(4'-O2N-CSH<)
551 2-O-(2'-NC-CsH4)
552 2-0-(3'-NC-C$H4)
553 2-0-(4'-NC-CgH4)
554 3-0-(2'-NC-CfiH4)
555 3-O-(3'-NC-C6H«)
556 3-O-(4'-NC-C6H4)
557 4-0-(2'-NC-CgH4)
558 4-0-(3'-NC-CeH4)
55$ 4-O-(4'-NC-C6H4)
560 2-0-{2’-CFj-C6H4)
561 2 0-(3'-CF2-CgH4)
562 2-0- (4'-CF3-C6H4)
563 3-O-(2'-CFj-CeH4)
564 3-0- (3 '-CF3-C6H4)
565 3-0-(4'-CFj-C6H4)
Číslo Xff.
602 4-Zsoxazolyl-3'
603 4-ľsoxazolyl-4’
604 4-lsoxa201yl-5'
605 2-lsothiazolyl-3'
606 2-lsothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-lsoChiazolyl-3'
609 3-lsotbiazolyl-4'
610, 3-lsothiazolyl-5’
611; 4-lsothiazolyl-3'
612 4-lsothiazolyl-4'
613 4-isochia2olyl-5'
614 2-lmidazolyl-l'
615 2-lmidazolyl-2'
616 2-lmidazolyl-4'
617 3-imidazolyl-ľ
61B 3-Imidazolyl-2'
619 j-imidazolyl-4·
620 4-Iínidazolyl-ľ
621 4-ljnidazolyl-2'
622 4-lraidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
625 2-Oxazolyl-5'
626 3-Qxazolyl-2'
627 3-OxazolyL-4'
628 3-Cxazolyl-5'
629 4-Cxazolyl-2'
630 4-Cxazolyl-4'
631 4-Cxazolyl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiäzolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5’
číslo Xm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thia2olyl-5’
Tabuľka 13
číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-CeH5-Pyrrolyl-3
4 N- (4 '-CHj-CgHJ -Pyrrolyl-3
5 N- (3' -CH3-CeH4) -Pyrrcly 1-3
6 N- (2' -CHj-CjHí J -Pyrrolyl-3
7 N- (4' -CH3O-C4H4 ) -Pyrrolyl-3
8 N- (3'-CH3O-C4H4)-Pyrrolyl-3
9 N- (2' -CK3O-C4H4) -Pyrrolyl-3
10 N- (4' -NO2-C6H4 > -Pyrrolyl-3
11 N-(3'-NO2-C$H4)-Pyrrolyl-3
12 Ν-Ι2'-Ν02-ε6Η<)-ΕΥΓΧο1γ1-3
13 N-14 ’-cn-c6hi ) -pyrrolyl-3
14 N- IS’-CN-CsHjl-Pyrrolyl-ľ
15 N- (2'-CN-CgH4)-Pyrrolyl-3
16 |N- {4 '-cl-CťH4) -Pyrrolyl-3
17 N-13 '-C1-C4H4) -Pyrrolyl-3
18 |N-12 '-Cl-CíH,) -PyrrQlyl-3
19 [Pyrrolyl-2
20 |N-CH3-Pyrrolyi-2
21 | N'-CŕHj-Pyrrolyl-2
22 In-H'-CHj-CsHj) -Pyrrolyl-2
23 |N- (3' -CHi-CsHj) -Pyrrolyl-2
24 |N-(2 -CH3-C5H4! -Pyrrolyl-2
25 |N- (4 '-CHjO-CsH, )-Pyrrolyl-2
26 |n- (3' -CHjO-CeHi 1 -Pyrrolyl-2
Číslo B
27 N- (2 ’-CH30-C6H4)-Pyrrolyl-2
28 N- (4 ’ -NO2-C6H4) -Pyrrolyl-2
29 N- !3 1 -NO2-C«H<) -Pyrrolyl-2
30 N-U’-NCh-CgH^-Pyrrolyl-l
31 N-(4'-CN-CeH4>-Pyrrolyl-2
32 N-{3'-CN-CeH4)-Pyrrolyl-2
33 N- (2 '-CN-C4H41 -Pyrrolyl-2
34 N- [ 4 · -C1-CÉH4) -Pyrrolyl-2
35 N- (3'—cl-CfH, >-Pyrrolyl-2
36 N- (2 '-cl-CsHi > -Pyrrolyl-2
37 Fúry1-2:
38 5-CH3-Furyl-2
39 5-CíH5-Furyl-2
40 5- (4 '-CHj-CeH,}-Furyl-2
41 5-(3'-CH3-C6H4)-Furyl-2
42 5-(2 '-CH3-C6H4)-Furyl-2
43 5-(4'-CH3O-CÉH4)-Furyl-2
44 5-(3 '-CHjO-CeHJ-FUryl-2
45 5-(2'-CH3O-C$H4)-Furyl-2
46 5-{4 ,-NO2-C6H1)-Furyl-2
47 5-(3‘ -NO2-C6H4) -Fúry 1-2
48 5- (2 ‘ -NO2-CsH4 ) -Furyl-2
49 5- (4' -CN-C5K4) -Fúry 1-2
50 5- (3'-CN-CglU) -Fúry 1-2
51 5- < 2' -CN-CsH,) -Fúry 1-2
52 5-(4'-CI-C5H4)-Fúry 1-2
53 5-(3'-Cl-CsH4J-Fuiyl-2
54 5-(2'-Cl-CsH4)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6H5-Puryl-2
57 4-(4 ’-CH3-CíH4>-Fúry 1-2 ‘
58 4- (3' -CH3-C4H41 -Furyl-2
59 4- (2 ’ -CH3-C6H4) -Puryl-2
60 4- (4' -Qí3O-C4H4 ) -Furyl-2
61 4- (31 -CKjO-CsH. > -Furyl-2
62 4- (2' -CUjO-CeH() -Fúzy 1-2
Číslo B
63 4-(4'-NO2-CsH< í-Furyl-2
64 4-(3'.-NO2-C4H4)-Furyl-2
65 4- (2’-NOí-Cdií)-Furyl-2
66 4- (4 '-CN-C6H4) -Furyl-2
67 4-(3'-OJ-C5H4)-Furyl-2
68 4- (2 ’ -CN-C6H4) -Furyl-2
69 4-(4’-C1-C6H4) -Furyl-2
70 4- (3'-C1-C4H4)-Furyl-2
71 4-(2'-Cl-CgH4}-Furyl-2
72 Thier.yl-2
73 5-CHj-Thienyl-2
74 5-C6H$-Thienyl-2
75 5- (4 · -CH3-C€H4) -Thienyl-2
76 5- (3 ) -Thienyl-2
77 5- (2' -CH3-CgH4) -Thienyl-2
78 5- (4' -CH3C-C6H4) -Thienyl-2
79 5- (3 ’-CHjO-CgHx )-Tbienyl-2
80 5- (2' -CH3O-C6H4) -Thienyl-2
81 5- (4 '-NOj-CgHJ -Thienyl-2
82 5- (3 '-NO2-C4H4) -Thienyl-2
83 5-(2'-NO2-C6H4)-Thienyl-2
84 5- (4 ' -CN-C«H4 > -Thienyl-2
85 5-(3'-CN-CíH^ >-Thienyl-2
86 5-12'-CN-C4H4)-Thienyl-2
B7 5- (4 ‘-C1-C6H4) -Thienyl-2
88 5-13'-Cl-CgHJ-Thienyl-2
B? 5- (2 '-Cl-Cjtm-Thienyl-2
90 4-CH3-Thlenyl-2
91 4-CgH$-Thienyl-2
92 4- (4 ' -CH3-C6H4) -Thienyl-?
93 4- (31 -CH3-C6H4) -Thienyl-2
94 4-(2'-CH3-CjH4) -Thienyl-2
95 4- (4 '-CHjO-Cgfy) -Thienyl-2
96 4-13' -CH3O-C4H4} -Thienyl-2
97 4- (2' -CH3O-C4H4) -Thienyl-2
98 4-(4 - -NO2-Cdi4) -Thienyl-2
číslo B
99 4- (3NOj—C4H4) -Thienyl-2
100 4- <2' -no2-C€H4 ) -Thienyl-2
101 4-(4’ -CN-C6H4) -Thienyl-2
102 4-(3'-CN-C6H4)-Thíenyl-2
102 4- (2'-CN-C6H4)-Thlenyl-2
104 4- (4 '-C1-C6H4) -Thienyl-2
105 4- (3' -Cl-CgH4 > -Thienyl-2
106 4- (2'-Cl-C6H4>-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
10S 5-CfiH5-Thienyl-3
110 5- (4' -CH3-C6H4) -Thienyl-3
111 5- 13 '-CH3-CéH4 > -Thienyl-3
112 5- (2 '-CHj-C6H4 ) -Thienyl-3
113 5-(4'-CH3O-CťH4)-Thienyl-3
114 5- (3 '-CH3O-C4H4)-Thienyl-3
115 5- (2 ’-CHjO-CíHí) -Thienyl-3
116 5- (4 '-NO2—CgH4) -Thienyl-3
117 5- (3 '-NO2-C5H4 ) -Thienyl-3
118 5-l2'-NO2-CeH4>-Thienyl-3
119 5- (4' -CN-C6H4) -Thienyl-3
120 5- (3 '-CN-CBH<) -Thienyl-3
121 5- (2 '-CN-CgJU í-Thienyl-3
122 5- [4 '-C1-C6H4 )-Thienyl-3
123 5-13' -Cl-Cgiq) -Thienyl-3
124 5-(2'-C1-CGH4)-Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-C6H5-Pyrazolyl-4
128 N- (4' -CH3-CfiH4) -Pyrazolyl-4
129 N- (3 -CHj-C6H4) -Pyrazolyl-4
130 N-(2'-CH3-C«H4)-pyrazolyl-4
131 N- (4 ‘ -CH3O-CSH4) -Pyrazolyl-4
132 N- (3 '-CH3O-C6H<)-Pyrazolyl-4
133 N- (2' -CH3O-C6H4) -Pyra2clyl-4
134 N-(4*-NO2-C6H4)-Pyrazolyl-4
Číslo B
135 N- (3' -NO2-C6H4) -Pyrazolyl-4
136 N- 12' -NO2~C$H4) -Pyrazolyl-4
137 N-(4'-CN-C6H4)-Pyrazolyl-4
138 N-(3'-CN-C6H4) -Pyrazolyl-4
139 N- (2' -CN-C6H4 l-Pyrazolyl-4
140 N- í4 '-Cl-CeHJ-Pyrazolyl-4
141 N- (3 '-C1-C6H<) -Pyrazolyl-4
142 N-(2'-C1-C6H<}-Pyrazolyl-4
143 3-CHj-N-Methylpyra2olyl-4
144 3-C$Hs-N-Methylpyrazolyl-4
145 3- (4 ’-CHj-CeH4)-N-Methylpyrazolyl-4
146 3- (3 *-CHj-C6H4)-N-Methylpyrazolyl-4
147 3- (2 · -CH3-C6H4)-N-Methylpyrazolyl-4
148 · 3-(4 '-CH3O-C5H41 -N-Methylpyrazolyl-4
149 3- (3' -CHjO-CgH,) -N-Methylpyrazolyl-4
150 3 - (2' -CH3O-C6H4) -N-Hethylpyrazoly 1-4
151 3- (4'-NO2—CgH4) -N-Mechylpyrazolyl-4
152 3- (3'-NO2-CíH<)-N-Methylpyrazolyl-4
153 3 - (2' -KO2-C $K4) -N-Methylpyrazolyl-4
154 3- (4' -CN-CBH4)-N-Methylpyrazolyl-4
155 3- (3' -CN-Cgty )-N-Methylpyrazolyl-4
156 3- {2' -CN-C6H4) -N-Methylpyrazolyl-4
157 3- (4 '-Cl-CgíU) -N-Methylpyrazolyl-4
158 3- (3 '-Cl-CeH4) -N-Methylpyrazolyl-4
159 3- (2 ’-Cl-C6H4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CHj-lsoxazolyl-5
162 3-CeH5-Isôxaíolyl-5
163 3- (4 ’ -CH3-CsH4)-Isoxazolyl-5
164 3-(3'-CHj—CgH4) -Isoxazoly1-5
165 3- (2 -CHi-CsH.)-lsoxazolyl-5
166 3-(4 ’-CHjO-CíHí)-Isoxazolyl-5
167 3- (3 ’ -CH3O-C4H4) -Isoxazoly 1-5
168 3-(2’-CH3O-C6H4)-IsoxazoLyl-5
169 3- (4'-NO2~C$H4) -Isoxazoly 1-5
170 3- (3' -NO2-CeH4) -Isoxazoly 1-5
Číslo 3
207 5- (2 ’-NOx-CeHJ -Isoxazolyl-3
20B 5- (4 *-CN-C6H4) -Isoxazolyl-3
209 5- (3 ’-CN-CžH4)-Isoxazolyl-3
210 5- (2 '-CN-CgH4)-Isoxazolyl-3
211 S- (4' -Cl-C6H4 J - Isoxazoly 1-3
212 5-(3'-Cl-CsH4)-lsoxazolyl-3
213 5-{2 *—Cl—C{H4)-Isoxazolyl-3
214 lsothiazolyl-5
215 3-CHj-Isothiazolyl-5
216 3-C6Hs-lsothiazolyl-5
217 3-(4'-ch3-c6h4)-isothiazolyl-5
218 3-(3’-CHj-C6H4 )-Xsothiazolyl-5
219 3- (2' -CHj-CsH4 ) -Isothiažoly 1-5
220 3- (4 ’-CHj0-C6H4 ) -Isothiazolyl-5
221 3- (3 ' -CHjO-C6H4 ) -Isothiazol/1-5
222 3- (2' -CH3O-CbH4 )-Xsothiazolyl-5
223 3-(4'-NO2-CgH4)-lsothiazolyl-5
224 3-(3'-no2-c6h4 ) -isothiazolyl-5
225 3- (2 ’ -NO2-C6H4) -Isothiazoly1-5
226 3-(4'-CN-CgHiJ-Isothiazolyl-5
227 3- (3· -CN-C6H4) -lsothiazolyl-5
228 3- (2' -CN-CsH4} -Isothiazolyl-5
229 3- (4 '.-C1-C$H4) -Isothiazolyl-5
230 3-(3'-Cl-CsHj}-Isothiazolyl-5
231 3- (2' -cl-CgHí) -Isothiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-C6H5-Oxazolyl-4
235 2- (4'-CHj—C$H4)-Oxazolyl-4
236 2- (3 · -CH3-C6H4)-Oxazolyl-4
237 2-(2'-CHj-CéH4)-Oxazolyl-4
238 2- (4 · -CH3O-CfiH4) -Oxazolyl-4
239 2- (3' -CH3O-C6H4) -Oxazolyl-4
240 2-(2 --chíO-CíK. )-0xasolyl-4
241 2- (4' -NO2-CéH4 ) -Oxazolyl-4
242 2- (3' -NO2-C«H4) -Oxazolyl-4
Číslo E
171 3- (2 '-NO2—CgH4) -Isoxazolyl-5
172 3- (4' -cn-c$h4 ) -isoxazolyl-5
173 3- (3' -CN-CgH4) -Isoxazoly 1-5
174 3-(2 ’-CN-CeH4)-Isoxazolyl-5
175 3- (4'-C1-C6H4}-Isoxazolyl-5
176 3- (3 ’-Cl-CÉH4)-Isoxazolyl-5
177 3- (2' -Cl-CgH4) -lsoxazolyl-5
17 B 4-Chlorisoxazoxyl-5
179 3-CHj-4-Chlorisoxazolyl-5
180 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4 '-CHj-C6H4)-4-Chlorisoxazolyl-5
182 3- (3 '-CHj-CjHj) -4-Chlorísoxazolyl-5
183 3- (2 '-CHj-C$H4) -4-Chlorisoxazolyl-5
1B< 3- (4' -CH3O-CéH4 ) -4-Chlorisoxazoly 1-5
185 3- (3 '-CHjO-CfM4)^4-Chlorisôxa2olyl-5
186 3- (2 '-CHjO-CeH4) -4-Chlorisoxa2olyl-5
187 3- (4 '-N02~CeH4)-4-Chlorisoxazolyl-5
188 3- (3 '-NO2-C6H4) -4-Chlorisoxazolyl-5
189 3- (2 '-N02-C6H4)-4-Chlorisoxazolyl-5
190 3- (4' -CN- GsH4 ) -4-chlorisoxazoly 1-5
L91 3- (3 '-CN-C$H4)-4-Chlorisoxazolyl-5
192 3- (2 '-CN-CBH4)-4-Chlorisoxazolyl-5
193 3- (4 '-Cl-C6H4)-4-Chlorisoxazolyl-5
194 3-(3'-Cl-C6H4)-4-Chlorisoxazolyl-5
195 3-(2'-Cl-CgH4)-4-Chlorisoxazolyl-5
196 Isoxazclyl-3
197 5-CH3-lsoxa2olyl-3
198 5-C6H5-Isoxazolyl-3
199 5-(4'-CHj-CíH4)-lsoxazolyl-3
200 5- (3' -CHj-CgH4) -Isoxazoly 1-3
201 5- (2 '-CHj-CíM.t)-lSOxazolyl-3
202 5- (4 ’-CHjO-C<H4 > -Isoxazolyl-3
203 5- (3 '-CH3O-C«H4) -Isoxazolyl-3
204 5- (2'-CH3O-CeH41 -Isoxazoly 1-3
205 5- [4'-NO2-CíH4)-lsoxazolyl-3
206 5- (3 '-NO2-C6H4)-isoxazoly 1-3
číslo B
243 2- (2 ’-NO2-CbH4)-Oxazolyl-4
244 2- <4 - -CN-CjNí ) -Oxazolyl-4
245 2-13- -CN-C(H4) -Oxazolyl-4
246 2- (2'-CN-C$H4) -Oxa2Olyl-4
247 2- (4 ’-CI-CíHí)-Oxazolyl-4
248 2- (3' -Cl-CjHj) -Oxazolyl-4
249 2- (2' -C1-CíH4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CéHs-Thiazolyl-4
253 2- (4' -CHj-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' -CHjO-CôMí ) -Thiazolylr4
253 2- (2 ’-CHjO-CsKí )-Thiazolyl-4
259 2- (4 '-NO2-C6H4) -Thiazolyl-4
260 2- (3 '-NO2-C6H4} -ThÍÄZolyl-4
261 2- (2 '-NO2-C6H4) -Thiazolyl-4
262 2- {4' -CN-C6H4)-Thiazolyl-4
263 2-<3’-ca-c6H<)-Thiazoly1-4
264 2-(2’-CN-C$H4 )-Thiazoiyl-4
265 2- (4 ’-Cl-CeH4 )-Thiazolyl-4
266 2-(3'-Cl-Cety )-Thiazolyl-4
267 2- (2 '-C1-C6H4)-Thiazolyl-4
268 N-CHj-1,2,4-Triazolyl-5
269 3—CHj-N—CHj-1,2,4-Triazolyl-5
270 3-C6HB-N-CHj-l.2,4-Triazolyl-5
271 3- (4 ' -CHj-CeHí) -N-CHj-1,2,4-Triazolyl-5
272 3-13’ -CH3-C6H4 }-N-CH3-l. 2,4-Triazolyl-5
273 3-12' -CH3-C6H4) —N-CH3-1,2,4-Triazoly 1-5
274 3-14' -CH3O-C«H4) -N-CH3-1.2.4-Triazolyl-5
275 3-(3 '-CH3D-C4H4)-N-CH3-l,2,4-Triazolyi-5
276 3- (2' -CH3O-CÉH4) -N-CH3-I - 2,4-Txiazoly 1-5
277 3- í 4' -NO2-C6H4) -N-CH3-1,2,4-Triazolyl-5
278 3-{3 '-NO2-CgH4)-N-CHj-1,2,4-Triazolyl-5
Číslo B
279 3- (2 ' -nO2-C4h4) -N-CHj-l, 2.4-Triazolyl-5
280 3- (4 ' -CN-C6H4) -N-CH3-1,2,4-Triazolyl-5
281 3- (3 ’ -CN-CsHí )-N-CH3-l. 2.4-Txiazolyl-5
282 3- (2 1-CN-C6H4) -N-CH3-1,2,4-Tria2olyl-5
283 3- (4' -Cl-CgH4)-N-CH3-1,2,4-Triazolyl-5
284 3-(3'-Cl-C6H4)-N-CH3-l,2,4-Triazolyl-5
285 3- (2 ' -CI-C6H4) -N-CHj-l, 2,4-Triazolyl-5
286 1,3,4-Oxadiazolyl-2
287 5-CHj-l,3,4-0xadiazolyl-2
2B8 5-CeHs-l. 2,3-Cxadiazolyl-2
289 5- (4 '-CH3-C6H4) -1,3,4-oxadiazolyl-2
290 5- (3 '-CH3--CÍH4) -1 < 3,4-Oxadiazolyl-2
291 5- (2' -CH3-C6H4) -1,3,4-oxadiazoiyi-2
292 5- (4 ' -CH3O-C6H41-1.3.4-Oxadiazolyl-2
293 5- (3 ' -CH30-CťH* >-1,3,4-0xadiazolyl-2
294 5-(2 ' -CH3D-C4H41-1,3,4-Oxadiazolyl-2
295 5-(4 ’-NO2-C4H4) -1.3,4-Oxadiazolyl-2
295 5-(3 '-NO2-CsH,)-1.3.4-Oxadiazolyl-2
297 5- (2 ’ -NO2-C4H4) -1,3,4-Dxadiazolyl-2
298 5- (4 '-CN-CeH41-1,3,4-Oxadiazolyl-2
299 5- (3 ’ -CN-C6H4 )-l>3,4-Oxadiazoly 1-2
300 5- (2 ’ -CN-CeH4 )-1,3,4-0xadiazoly1-2.
301 5-(4 '-C1-CéH4)-1,3,4-Oxadiazolyl-2
302 5- (3 ’ -CI-C6H4 )-1,3,4-Oxadiazolyl-2
303 5- (2 '-CI-C6H4 )-1,3,4-Oxadiazoly1-2
304 1,2,4-Oxadiazoly1-3
305 5-CH3-l,2,4-Oxadiazoly1-3
306. 5-C5H5-1,2.4-oxadiazolyl-3
307 5- (4' -CH3-C6H41-1,2,4-Oxadiazolyl-3
308 5-(3 '-CH3-C4H4) -l,2,4-Oxadiazolyl-3
309 5- (2' -CHj-CeHt) —1,2,4-Oxadiazolyl-3
310 5- (4' -CH3O-C6H4 )-1,2,4-Oxadiazoly1-3
311 5- (3' -CH3O-CÍH4 )-1,2,4-Oxadiazoly 1-3
312 5- (2' -CH3O-C5K4 )-1,2,4-OxadlazQlyl-3
313 5- (4' -Ν0ζ-0$Η4 )-1,2,4-Oxadiazolyl-3
314 5- (3' -NO2—C$H4) -L,2,4-Oxadiazolyl-3
Číslo . B
351 5- (2 '-NO2-C6H4) -1,2,4-Thiadiazolyl-3
352 5- (4'-cn-C4H4>-1,2,4-Thiadiazolyl-3
353 5- (3 · -CN-CíH4 >-1,2,4-Thiadiazoly1-3
354 5- (2 '-CN-CíH4 >-1,2, «-Thiadiazolyl-3
355 5- (4'-C1-C6H4)-1,2,«-Thiadiazolyl-3
356 5-(3'-C1-C4H4 )-1,2,«-Thiadiazolyl-3
357 5-(2'-C1-C«H4) -1,2,4-Thiadiazolyl-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-l, 3,4-Thiadiazolyl-2
360 5-C4H5-l ,3,4-Thiadiazoly 1-2
361 5-14 · -CHj-c£H, 1-1,3,4-Thiadiazoly 1-2
362 5- (3' -CH3-CgH4) -1.3,4-Thiadiazolyl-2
Í63 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazoly 1-2
364 5- (4 '-OTjO-C6H4 )-1,3,4-Thiadiazolyl-2
355 5-43' -CH3O-CeH< )-1,3,4-Thiadiazoly1-2
366 5- (2' -CHjO-CgHg )-1,3,4-Thiadiazolyl-2
367 5- (4' -NO3-C5H4 )-1,3,4 -Thiadiazoly 1-2
368 5- (3' -no2-C6H4) -1,3,4-Thiadiazolyl-2
369 5- (2 · -NO2-CfiH4 )-1,3,4-Thiadiazolyl-2
370 5- (4' -CN-CíH4 )-1,3,4-Thiadiazoly 1-2
371 5- (3' -CN-CíH< )-1,3,4-Thiadiazoly 1-2
372 5- (2' -CN-C6H4) -1,3 ,^-Thiadi?zoIyl-2
373. 5- (4' -CI-C4H4 )-1,3, «T.Thiadiazolyl-2
374 5- (3' -Cl-CsHj )-1,3,4-Thiadiazoly 1-2
375 5- (2' -Cl-CeK4 )-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 pyridyl-4
378 Pyridazinyl-3
379 pyridazinyl-4
3B0 Pyridazinyl-2
3B1 Pyriniidinyl-4
382 Pyrimidinyl-5
3B3 Pyrimidinyl-2
384 Pyridyl-3
Číslo B
315 5- (2' -NO2-C6H4 )-1,2,4-Oxadiazolyl-3
316 5- (41 -CN-CeHí )-1,2,4-Oxadiazoly1-3
317 5- (3 ’-CN-CeHi )-l, 2,4-Oxadiazolyl-3
318 5- (2 '-cn-C6H4 )-1,2,4-Oxadiazoly1-3
319 5-(4'-Cl-C6H4)-l,2,4-Oxadiazolyl-3
320 5- (3' -C1-CíH4)-1,2,4-Oxadiazoly1-3
321 5- (2' -Cl-CgHi >-1,2,4-Oxadiazoly1-3
322 1,2,4-0xadiazoLyl-5
323 3-CHj—1,2,4-0xadiazolyl-5
324 3-CeHs-l ,2,4 -Oxadiazolyl-5
325 3- (4' -CH3-CSH4) -1,2,4 -Oxadiazolyl-5
326 3- (3'-CHj-CjHj-L, 2,4-Oxkäiazolyl-5
327 3- (2 '-CHj-CeM-l-2,4-Oxadiízolyl-5
328 3- (4' -CH3O-CsH4 ) -1,2,4-OxadÍazolyl-5
329 3- (3' -CH2O-CgH4 )-1,2,«-Oxadiazolyl-5
330 3- (2 · -CH3O-C$H4 )-1,2,4-Oxadiazclyl-5
331 3- (4 · -NO2—CgH4) -1,2,4-Oxadiazolyl-5
332 3- (3' -NO2-C6H4 )-1,2,4-Oxadiazolyl-5
333 3- (2*-NO3-CSH4) -1,2,4-Oxadiazolyl-5
334 3- (4 '-CN-CgHi )-1,2,4-Oxadiazolyl-S
335 3- (3 '-CN-CtH| )-1,2, «-Oxadiazolyl-5
336 3- (2’ -CM-C6H4 )-1,2,4-Oxadiazolyl-5
337 3- (4'-CI-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3'-Cl-C6H4)-l,2,4-Oxadiazolyl-5
339 3-(2'-Cl-CíH4)-l,2,4-Qxadiazolyl-5
340 1,2,4-Thiadiazolyl-3
341 5-CH3-l,2,4-Thiadiazolyl-3
342 5-0585-1,2,«-Thiadiazolyl-3
343 5- (4 '-CH5-C6M-1,2,4-Thiadiazolyl-3
344 5- (3 ' -CHj-CfiHp-l, 2,4-Thíadiazolyl-3
345 5- (2 · -CH3-C6H4 )-1,2,«-Thiadiazolyl-3
346 5- (4' -CH3O-CSH4 )-l, 2,4-Thiadiazolyl-3
347 5- (3 ’ -CHsO-CíH^-l, 2,4-Thiadiazolyl-3
348 5- (2' -CH3O-C6H4 >-l, 2,4-Thiadiazolyl-3
349 5- (4' -NOj-CíH4 )-1,2,4-Thiadiazolyl-3
350 5- (3' -NO2-C&H4 >-1,2,4-Thiadiazolyl-3
Tabuľka 14
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
čis. . Z/Jčenina 1H-NMR (ppm)
1 h3cx 0 3,8 (s, 3H); 3,75 (s, 3H)
2 ζλ,. h3cx xox 0 3,8 (2s, 2 x 3H)
3 Oi3 0 3,8 (s, 3H)t 3,75 (S, 3H)
4 3,95 (q, 2H, J = 7,5 Hz); 3,8 (e, 3H)
S OL· O 4,05 (q, 2H, J «-7,5 Hz}; 3,85 (s, 3H>
6 “'í 4,0 (q, 2H, J = 7,5 Hz); 3,8 (S, 3H)
Čí S. Zŕ4čenina ^H-NMR (ppm)
7 CHj HjcAfV* Y 0 ch3 3,8 (s, 3H); 3,75 (S, 3H)
8 CHJ Y'?) 3,8 (s, 3HI; 3,75 (s, 3H)
9 0 3,85 (s, 3H); 3,8 (s, 3H)
10 ™= t “°yS ° Ν·ο 4,0(S,3H1; 3,8(s,3H), 3,75 (s > 3H)
11 w; Η,οΎ'ο'“’ V<z“> 0 Vv°* 3,8 (s, 3H); 3,75 [s, 3H]
12 HjC^ Y X(Z 0 3,8 (s, 3K): 3,75 [s, 3H)
čís. 2/tíčenlna iH-NMR (ppm)
20 /•„Λ UjJ HjCOjC ° 3,8 (s, 3H); 3,75 (s, 3H)
21 /%<ch3 \=/ HjCO2C '0 s 3,8 (s, 3H): 3,75 (s, 3H)
22 ^^CHj N 3,8 (S, 3H); 3,75 (s, 3H)
23 (Kú 013 HjCOjC 0 3,8 (s, 3H); 3,75 (s, 3H)
24 r<S CHj XX’^W 3,8 (s, 6H)
25 Αο^ HjCOjC υ 3,75 (2s, každý, 3H)
26 CH3 N x N HjCOzC 0 J CH3 3,8 (s, 3H); 3,75 (s, 3H)
Čís. Z/tíóenina ;Η-ΝΜΚ (ppm)
13 H^yV01’ U □ a 3,8 (S, 3H); 3,75 (s, 3H)
14 ,ο. >Νκ ,ch3 L· JJL h3c* Y Ko* s<Xs>a 0 3,8 (s, 3H); 3,75 (s, 3H) 66
15 CH3 n „CHj K Π H3C Y 0 O 3,8 (s, 3H); 3,75 (s, 3H)
16 |^S CHj 0 ^CHj L< JJL H3C Y 0 4,0(q,2M, J=7,5Hz)j 3,8(s,3H)
17 ζυ-γ,γ-. HjCOiC ° 3,8 (2s, je 3H}
18 CHJ 3,8 (2s/každý, 3H)
19 XN CHj ΝΧ,Ν HjCOjC ° T ch3 3,8 (s, 3HJ ? 3,75 (S, 3H}
Čís. ; Z/tJčenina -H-NMR (ppm)
27 3,8 (s, 3H); 3,75 (s, 3H)
28 HjCPjC 0 '---' 3,8 (s, 3H); 3,75 (S, 3H)
29 3,8 {s, 3H);. 3,75 (s, 3H)
30 y XCH3 HjCOjC ° 3,8 (s, 6H)
Tabuľka 52
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
íis. X<n T.t. (•C) ‘H-NMR [ppm) nebo IČ (am-1}
17 2-Cl-5-CK3 3,8 (5, 3H>! 3,75 (s. 3H)
18 2,5-(CH3)2-4-C(CH:)=NO-Allyl 3.8 (s, 3H); 3,75 (S, 3H)
19 2. 5-(CH3)2-4-C(C2H5)=M0-(crans-CH2-CH»CHCL) 3,S (S, 3H)j 3.75 (S, 3H)
’is. T.t. (’C) 1JH-NMR íppm) nebo IČ len“1)
1 H 3,75 (2s, každý 3ff)
2 2-CHs 3,75 tas, každý 3H)
3 3-CKj 3,75 (2s, každý 3H)
4 2,4-(CH3)j 3,75 (2s, každý 3H)
5 4-C;H5 3,75 tas, každý 3H)
6 4-Í-C3H7 3,75 (2s, každý 3H)
7 4-t-CÍHs 3,75 (2s, každý 3H)
8 3.4-(CKj)2 3,75 12S, každý 3H)
9 3-C1 3,75 (2fi. každý 3H)
10 3-Br 3,75 (2s, každý 3H)
11 3-CFj 3,75 Í2s, každý 3H)
12 4-Br 3.75 (ds, každý 3H)
13 4-F 3,75 (2s, každý 3H)
14 4-CF3 3,75 E2S, 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-Í-CjH7 3,75 (2s, každý 3H)
18 3,4-Cla 3.75 (2s, každý 3H)
19 3-CHj-4~OCK3 3,85 (s., 3HH 3,75 (2a, každý 3H)
20 4-NO3 112
21 3,5-<CHjI2 3,75 (2s, každý 3H)
22 3-CH3-4-C1 3,7S (2s, každý 3H)
23 3-Cl-4~CHj 3,75 (2s, každý 3H)
Tabufka 54
ORl
I: II:
R1 = CH;
R1 = C2Hs
Tabuľka 53
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Číslo ’ B
1 2-Pyridyl
2 3-Triflucrmethyl-2-pyridyl
3 5-Trifluonnethyl-2-pyridyl
4 3,5-Bis- (trií luormethyl)-2-pyricfrl
5 3,5-Dichlor-2-pyridyl
6 3-Chlor-5-trifluormethyl-2-pyridyl
7 3,5-Dichlor-2-pyriäyl
8 2-Chlor, r4- trifluormethylfenyl
9 2-Benzothiazolyl
10 5-Chlor -4-methyl-2-banziriidazolyl
11 2-Benzoxazolyl
12 l-Methyl-5-trifluorniethylinidazo(5,4-aJ-pyridin-2-y 1
13 5-Chlor -2-pyriaidinyl
14 4-Methyl-5- fenyl -2-thiazolin-2-yl
15 4-Methyl-5-fenyl-2-cxa.zolin-2-yl
16 7-Tri f luormethy 1-4 -chinolinyl
Tabuľka 55
Vybrané fyzikálne hodnoty jednotlivých zlúčenín . O
H;CO2C^ ^OCH;
51s. X. T.t. (•C) itt-NMR (ppm) nebo IČ (cnr1)
1 2-CH3-4-C (CHj) =N-O-C2H5 3,8 (s, 3HI; 3,75 (6, 3H)
2 2-CHj-4-C (CHjJ-N-O(trans-CKr-C-IrCHCl) 3,8 (s, 3HH 3,75 (s. 3H)
3 2,5~(CH5)2-4-C(CH3)=NOCH3 3,95 (s. 3Hh 3,8 (s, 3HI; 3,75 (S, 3K)
4 2,5-(CHj)2-4-CtCH3)sN- OC2H5 3,8 (S, 3H)7 3.75 (S, 3H>
5 2,5- (CHj > i-4-C iCH3) =N-0 - <tranB-CH2-CHeCHCl} 3,85 (s, 3H)? 3,75 (s, 3H)
6 2-CHj-4-C IC5HS) «N-OCHj 3,95 (S, 3H); 3,8 (s, 3K); 3.75 (s, 3H)
7 2-CH3-4-C(C2HS)=NO-C2H5 3.8 (8, 3H); 3,75 (s, 3H)
8 2-CH3-4-C(C2H$) χΝ-0-Allyl 3,8 (s, 3H)í 3,75 (s. 3H>
9 2-CH3~4-C{C2H5}=N-O-(cr ans-CH2-CH*CHCl} 3,8 (S, 3R)t 3.75 (S, 3H)
10 2.5-(CH3)2-4-C(C3H5)xNoch3 3,95 (S, 3H>; 3.8 (s, 330/ 3,75 (s, 3H)
11 2,5-(CH3) j-4-C (C2Hs)sNO-C2Hs 3,8 (B, 3H); 3,75 (s, 3H)
12 2,5-(CH3)2-4-C (C2H5)-NC>-Allyl 3,8 (s, 3H); 3,75 (£, 38)
13 2-C1 3,8 (s, 3H)1 3,75 (s, 3H)
14 4-C1 3,8 (s, 3H)j 3,75 (s, 3H>
15 2-CH3-4-C1 3.8 ís, 3HH 3,75 (s. 3ΗΪ
16 2-Cl-4*CHj 3.8 (s. 3H); 3,75 (s, 3HJ
čís Xm r.t.bc) :H-NMR (ppni) nebo IČ tem'1!
1 H 3,75 (s, 3H); 3,65 (s, 3H)
2 4-OCH3 3,8 (s, 3HJ; 3,75 (s, 1H); 3,55 (s, 3H)
3 4-CH3 3,75 (s, 3HJj 3.65 (s, 3H)
4 4-Cľ 3,75 (s, 3H); 3.65 (s, 3H)
5 4-CF3 3,75 (s, 3H); 3.65 (s,'3H)
6 3,5-(CF3>2 3,75 (s, 3H); 3,65 (s, 3H)
7 2,4-CIj 3,75 (s, 3H); 3,65 (s, 3H)
8 3,4-Cl2 3.75 (S. 38); 3,65 (s, 3H)
Príklad 6 O-Metyl-N-(2-metylfenyl)-N-propionylhydroxylamín (tabuľka 21, číslo 1)
a) N-(2-Metylfenyl)-N-propionylhydroxylamín
K 30 g N-(2-metylfenyl)hydroxylamínu (surový produkt, vyrobený ako opísal Bamberger a kol. v Ann. Chem. 316. 278 /1901/, obsah približne 80 %, to znamená asi 0,2 mol) v 500 ml metylénchloridu sa pri teplote 25 až 30 °C postupne prikvapká 12,5 g (0,135 mol) chloridu kyseliny propiónovej a 10,7 g (0,135 mol) pyridínu. Reakčná zmes sa mieša pri laboratórnej teplote počas 30 minút a potom sa zmes extrahuje zriedenou kyselinou chlorovodíkovou a vodou. Organická fáza sa vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatogra43 fiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 22,7 g (0,127 mol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá približne 63 % teórie.
'H-NMR (CDClj): δ 9,4 (široký s, IH, 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-Metyl-N-(2-metylfenyl)-N-propionylhydroxylamín (tabuľka 21, číslo 1)
Ku zmesi 3,4 g (0,14 mol) nátriumhydridu v 150 ml dimetylformamidu sa za miešania pri teplote 25 až 30 °C prikvapká roztok 22,7 g (0,127 mol) N-(2-metylfenyl)-N-propionylhydroxylamínu (príklad 6a) v 50 ml dimetylformamidu. Po ukončení vyvíjania plynu (asi za 15 minút) sa k reakčnej zmesi prikvapká 18,4 g (0,13 mol) metyljodidu a reakčná zmes sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa napokon zriedi vodou a vodná fáza sa trikrát extrahuje metyl-tere.-butyléterom. Spojené organické fázy sa extrahujú vodou, vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou zo zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 18 g (0,081 mol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá približne 64 % teórie.
‘H-NMR (CDClj): δ 7,2 (m, 4H, fenyl), 3,7 (široký s, 3H, OCHj), 2,6 (veľmi široký s, 2H, CH2), 2,3 (s, 3H, CHj) 1,2 (široký s, 3H, CH3) ppm.
Príklad 7 O-Metyl-N-(2-brómmetylfenyl)-N-propionylhydroxylamín (tabuľka 21, číslo 2)
Zmes 10 g (51,8 mmol) hydroxylamínového derivátu z príkladu 1, 11 g (61 mmol) N-brómsukcínimidu a 0,1 g azoizobutyrodinitrilu v 100 ml chloridu uhličitého sa varí pod spätným chladičom. K reakčnej zmesi sa potom prikvapká bróm a všetko sa znovu varí pod spätným chladičom počas 2,5-hodiny. Nakoniec sa reakčná zmes ochladí na laboratórnu teplotu, premyje vodou, vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Týmto spôsobom sa získa 3,4 g (7,9 mmol, čo zodpovedá približne 15 % teórie) O-metyl-N-(2-brómmetylfenyl)-d-(a,a-dibrómpropionyl)hydroxylamínu, 3,8 g (10,8 mmol, čo zodpovedá približne 21 % teórie) O-metyl-N-(2-brómmetylfenyl)-N-(a-brómpropionyl)hydroxylamínu, 2,3 g (8,5 mmol, čo zodpovedá približne 16 % teórie) zlúčeniny pomenovanej v nadpise a 3,5 g východiskovej zlúčeniny, vždy vo forme hnedých olejov.
a) 0-Metyl-N-(2-brómmetylfenyl)-N-(a,a-dibrómpropionyl)-hydroxylamín ’H-NMR (CDClj): δ 7,55 (m, IH, fenyl), 7,4 (m, 3H, fenyl), 4,5 (s, 2H, CH2-Br), 3,8 (s, 3H, OCH3), 2,75 (s, 3H, CHj) ppm.
b) O-Metyl-N-(2-brómmetylfenyl)-N-(a-brómpropionyl)hydroxylamín ’H-NMR (CDClj): δ 7,5 (široký s, IH, fenyl), 7,4 (široký s, 3H, fenyl), 5,15 (široký s, IH, CH-Br), 4,5 (široký dd, 2H, CH2-Br), 3,8 (s, 3H, OCH3) 1,85 (široký s, 3H, CH3) ppm.
c) O-Metyl-N-(2-brómmetylfcnyl)-N-propionylhydroxylamín ‘H-NMR (CDClj): δ 7,5 (m, IH. fenyl), 7,35 (m, 3H, fenyl), 4,5 (široký s, 2H, CH2-Br), 3,75 (s, 3H, OCH}), 2,55 (veľmi široký s, CH2), 1,2 (t, 3H, J = 7 Hz, CH3) ppm.
Príklad 8 O-Metyl-N-/2-(2'-metylfenoxymetyl)fenyl/-N-propionylhydroxylamín (tabuľka 21, číslo 3)
Roztok 0,4 g (3,7 mmol) o-krezolu v 5 ml dimetylformamidu sa uvedie do styku s 0,12 g (5 mmol) nátriumhydridu. Potom ako sa ukončí vývoj plynu, sa k reakčnej zmesi pridá 1 g (3,6 mmol) benzylbromidu z príkladu 2c a všetko sa mieša pri laboratórnej teplote počas 2 hodín. Potom sa reakčná zmes zriedi vodou a trikrát sa extrahuje metyl-terc.-butyléterom. Spojené organické fázy sa premyjú vodou, vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom, jedenkrát na oxide hlinitom a jedenkrát na silikagéli. Získa sa 0,4 g (1,33 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá približne 37 % teórie.
’H-NMR (CDClj): δ 7,7 (široký d, IH, fenyl), 7,35 (m, 3H, fenyl), 7,1 (m, 2H, fenyl), 6,85 (široký t, 2H, fenyl), 5,05 (s, 2H, OCHj), 3,7 (s, 3H, OCH3) 2,55 (veľmi široký s, 2H, CH,), 2,3 (s, 3H, CHj), 1,2 (široký t, 3H, CH}) ppm.
Príklad 9 N-Metyl-N'-metoxy-N'-2-metylfenylmočovina (tabuľka 21, číslo 5)
a) Fenylester kyseliny N-hydroxy-N-(2-metylfenyl)karmámovej
Zmes 2,5 g (20 mmol) N-(2-metylfenyl)hydroxylamínu (surový produkt, vyrobený ako opísal Bamberger a kol. v Ann. Chem. 316, 278/1901/), 3,5 g (25 mmol) uhličitanu draselného a 3,5 g (22 mmol) fenylchlórformiátu v 20 ml dichlórmetánu sa mieša pri laboratórnej teplote počas 2 hodín. Napokon sa reakčná zmes extrahuje vodou, vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 2,0 g (8,2 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá približne 42 % teórie.
Teplota topenia: 98 °C.
‘H-NMR (CDClj): δ 7 - 7,6 (m, 10H, fenyl, OH), 2,35 (s, 3H, CH3) ppm.
b) Fenylester kyseliny N-metoxy-N-(2-metylfenyl)karbámovej
Zmes 2,0 g (8,2 mmol) fenylesteru kyseliny karbámovej z príkladu 4a, 2 g (15 mmol) uhličitanu draselného a
1,3 g (10 mmol) dimetylsulfátu v 20 ml acetónu sa mieša pri laboratórnej teplote počas 3 hodín. Potom sa reakčná zmes filtruje, odparí a odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 1,5 g (5,8 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebného oleja, ktorý' pomaly kryštalizuje. Výťažok zodpovedá približne 71 % teórie. Teplota topenia: 60 °C.
’H-NMR (CDClj): δ 7,1 - 7,5 (m, 9H, fenyl), 3,8 (s, 3H, OCHj), 2,4 (s, 3H, CHj) ppm.
c) N-Metyl-N'-metoxy-N'-2-metylfenylmočovina (tabuľka 21, číslo 5)
1,5 g (5,8 mmol) fenylesteru kyseliny karbámovej z príkladu 4b v 20 ml 40 % vodného roztoku metylamínu sa mieša pri teplote 50 °C počas 1 hodiny. Napokon sa reakčná zmes ochladí a extrahuje metylénchloridom. Spojené organické fázy sa vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 0,6 g (3,1 mmol) zlúčeniny pomenovanej v nadpise, vo
SK 283351 Β6 forme bezfarebnej tuhej látky. Výťažok zodpovedá približne 53 % teórie.
Teplota topenia: 99 °C.
'H-NMR (CDClj): δ 7,2 (m, 4H, fenyl), 5,9 (široký s, IH, NH), 3,6 (s, 3H, OCH3), 2,9 (d, 3H, J = asi 2 Hz, N-CH3),
2.3 (s, 3H, CH3) ppm.
Príklad 18 N-Metyl-N'-metoxy-N'-/2-(2',5’-dimetylfenoxymetyl)fenyl/močovina
a) Fenylester kyseliny N-metoxy-N-(2-brómmetylfenyl)karbámovej
Zmes 125 g (0,486 mol) metylesteru kyseliny N-metoxy-N-(2-metylfenylkarbámovej (príklad 4b), 88 g (0,494 mmol) N-brómsukcínimidu a 1 g azoizobutyrodinitrilu (AIBN) v 800 ml chloridu uhličitého sa varí pod spätným chladičom počas približne 12 hodín. Potom sa postupne pridá 10 g N-brómsukcínimidu a všetko sa varí pod spätným chladičom počas ďalších 4 hodín. Reakčná zmes sa extrahuje vodou a roztokom tiosíranu sodného, organická fáza sa vysuší síranom horečnatým a odparí za zníženého tlaku. Odparok sa po vykryštalizovaní premyje zmesou hexánu a metyl-terc.-butyléteru a odsaje do sucha. Získa sa 107 g zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 63 % teórie. 'H-NMR (CDClj): δ 7,1 - 7,6 (m, 9H, fenyl), 4,65 (s, 2H, CH2-Br), 3,9 (s, 3H, O-CH3) ppm.
b) Fenylester kyseliny N-metoxy-N-/2-(2',5'-dimetylfenoxymetyl)karbámovej
Zmes 7 g (20 mmol) bromidu z príkladu 5a a 3,3 g (22 mmol) jodidu sodného v 50 ml acetónu sa varí pod spätným chladičom počas 30 minút. Vyzrážaná tuhá látka sa napokon odfiltruje a organická fáza sa odparí za zníženého tlaku. Ako surová látka sa získa jodid zodpovedajúci zlúčenine z príkladu 5a, ktorý sa bez ďalšieho čistenia použije v nasledujúcej reakcii.
Získaná surová látka sa rozpustí v 100 ml dimetylformamidu, pridajú sa 3 g (21,6 mmol) uhličitanu draselného a
7.3 g (60 mmol) 2,5-dimetylfenolu a všetko sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa napokon zriedi vodou a vodná fáza sa trikrát extrahuje metyl-terc.-butyléterom. Spojené organické fázy sa extrahujú vodou, vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou so zmesou metylénchloridu a cyklohexánu v pomere 1 : 2 ako elučným činidlom na oxide hlinitom. Získa sa 7,3 g zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 94 % teórie. 'H-NMR (CDClj): δ 7,7 (široký d, IH, fenyl), 7 - 7,6 (m, 9H, fenyl), 6,7 (m, 2H, fenyl), 5,2 (s, 2H, OCH2), 3,85 (s, 3H, O-CHj), 2,3 (s, 6H, 2 x CHj) ppm.
c) N-Metyl-N'-metoxy-N'-/2-(2',5'-dimetylfenoxymetyl)fenyl/močovina (tabuľka 1, číslo V 71)
Zmes 3,4 g (8,8 mmol) fenylesteru kyseliny karbámovej z príkladu 5b a 20 ml 40 % vodného roztoku metylamínu sa mieša pri teplote 50 °C počas 2 hodín. Reakčná zmes sa potom nechá ochladiť a extrahuje metylénchloridom. Organická fáza sa odparí a získaný odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 1 g zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 36 % teórie.
Teplota topenia: 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, O-CHj), 2,9 (d, 3H, N-CH3), 2,3 (s, 3H, CHj), 2,25 (s, 3H, CHj) ppm.
Zodpovedajúcim spôsobom sa môžu vyrobiť zlúčeniny uvedené v nasledujúcich tabuľkách. Zlúčenina 1.1 z tabuľky 15 má napríklad tento vzorec
Tabulka 15
I: R1 s CHj, Z = CHj
II: Rl = CH2-CH3, Z «CH3
III: R1 s CHj, Z = C2H5
IV: Rl = ch2-ch3, Z = C2H5
V: R3 s CHj, Z = NHCH3
VI; R1 = CH2-CH3, Z = NHCHj
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
B 2,3-F2
9 2-CI
10 3-CI
11 4-Cl
12 2,3-Cl2
13 2,4-Cla
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-CIj
20 2,3,e-Cl3
21 2,4,5-Cl3
22 2,4,6-CIj
23 3,4,5-Clj
24 2,3,4,6-Clí
25 2,3.5,6-Cl,
26 2,3,4,5,6-CI5
číslo xm
27 2-Bx
29 3-Br
29 4-Br
30 2,4-ΒΓ2
31 2,5-ΒΓ2
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-Cl, 3-F
40 2-Cl, 4-F
41 2-Cl, 5-F
42 2-Cl, 5-F
43 2-Cl, 3-Br
44 2-Cl, 4-Br
45 2-Cl, 5-Br
46 2-Cl, 5-Br
47 2-Br, 3-CI
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-CI
55 2-F, 4-Cl
56 2-F, 5-C1
57 3-CI, 4-F
58 3-CI, 5-F
59 3-CI, 4-Br
60 3-CI, 5-Br
61 3-F, 4-Cl
62 3-F, 4-Br
Číslo Xn
99 3, 5-(i-C3H7) 2
100 2.4,6-(i-C3H7)?
101 2-S-C4H9
102 3-S-C4H9
103 4-?-CťH?
104 2-t-C4H9
105 3-t-C<Hs
106 4-C-C<HS
107 2,3-(t-C4H9)2
108 2,4-(C-C4H9)2
109 2,5-ft-C4«2)2
110 2.6-(t-CjHs)2
111 3.4-lt-C(H9>2
112 2,4,6-(X-C4H9}j
113 4-n-CgH]9
114 4-n-Ci2H25
115 4-n-C15H31
116 4-(1,1,3,3-TetrMiethylbutyl)
117 4-(2,4,4-Trimethylprcpyl)
118 2-t-C4H9, 4-CHj
119 2-t—C4H9, 5-CHj
120 2,6-(t-C4K5)2, 4-CHj
121 2-CHj, 4-t-C4Hs
122 2-CHj, 6-C-C4Hs
123 2-CH3, 4-Í-CjH?
124 2-CHj, 5-i-C3H7
125 3-CHj, 4-Í-C3H7
126 2-1-CjH7, 5-CHj
127 2,4-(t—C4H3)2. 6-1-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CHj
132 2-cyklo-CáH
133 3-cyklo-CjHn
134 4-cyklo-C«H’i
Číslo xn
63 3-Br, 4-Cl
64 3-Br, 4-F
65 2,6-Cl2, 4-2r
66 2-CH3
67 3-CHj
68 4-CHj
69 2,3- (CH3i2
70 2,4-(CH3)2
71 2,5-(CHj)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CHj) j
75 2.3,5- (CHj) 3
76 2.3,4-(CHj>3
7-7 2,3,6- (CHj) 3
78 2,4,5-(CHj) j
79 2,4,6-(CHj)3
80 3,4.5-(CHj) j
81 2,3,4,6-(CH3>4
82 2,3,5,6-(CH3
83 2,3,4,5, 5-{CH3)5
84 2-C2H5
85 3-C2H5
86 4-CjHj
87 2.4-(C2H5)2
88 2,6- (C2H5)2
89 3,5-(C2H5)3
90 2.4.6-(C2HS)3
91 2-n-CjHi
92 3-n-CjH?
93 4-n-C3H7
94 2-i-C3Hi
95 3-í-C3H7
96 4-í-C3H7
97 2,4-(Í-C3H7)2
98 2,6-(Í-C3B7)2
číslo Xm
135 2,4-(cyklo-CeHu} 2, 6-CHj
136 2-CHj, 4-cyklo-CgH:i
137 2-CH2-CsHs
138 3-CH2-CsH5
139 4-CH2-CŕH5
140 2-CH2-C6H5. 4-CHj
141 2-CH3, 4-CH2-C6H5
142 2-C6H$
143 3-CsHs
144 4-C6H5
14 5 4- (2-i-C3H7-CeH<)
145 4-C5H5, 2,6-(CK])2
147 2-Cl, 4-CfiHs
148 2-Br, 4-CíH5
149 2-C6H5i 4-Cl
150 2-C6H5, 4-Br
151 2-CHjCsHs, 4-Cl
152 2-CH2C6H5, 4-Br
153 2-Cl, 4-CH2C6H5
154 2-Br, 4-CH2C6H5
155 2-cyklo-C6Hn. 4-Cl
156 í-cyklo-CgHij, 4-Br
157 2-Cl, 4-CyklO-C6Hii
158 2-Br, 4-cyklo-C6Hn
159 2-OCH3
160 3-OCH3
161 4-OCHj
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-CjH7
166 3-O-n-CjH?
167 4-O-n-C3H7
168 2-O-Í-C3H7
169 J-O-i-CjH?
170 4-O-i-CjH?
Číslo Xn
171 2-O-n-C$Hij
172 3-O-n-CsHi3
173 4-0-n-C6H13
174 2-O-n-C9Hi7
175 3-O-n-C8Hi7
176 4-0-n-CaHn
177 2-O-CH2C«Hs
178 3-O-CH2CíHs
179 4-O-CH2C4H5
180 2-0- (CH2) 3C5Hs
181 3-0- (CH2)3C6HS
182 4-0- (CH2) jC6H5
L83 2.4-(OCHj) 3
184 2-CFj
185 3-CFj
186 4-CF3
187 2-OCF3
188 3-OCFj
189 4-OCFj
190 3-och2chf2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-04
197 2-CHj, 3-C1
198 2-CHj, 4-Cl
199 2-CH3, 5-C1
200 2-CHj. 6-C1
201 2-CHj. 3-F
202 2-CH], 4-F
203 2-CH3. 5-F
204 2-CH3, 6-F
205 2-CH3, 3-Br
206 2-CHj, 4-Br
Číslo Xm
243 2,3,6-(CH3)j, 4-F
244 2,3,6- (CHj) j. 4-Cl
245 2, 3,6-(CHj)j, 4-Br
246 2,4-ICHj)2, 6-F
247 2,4-(CH3)2. 6-C1
248 2,4-(CH3)j. 6-Br
249 2-í-CjH7. 4-Cl. 5-CH3
250 2-Cl, 4-NOj
251 2-NO?, 4-Cl
252 2-OCN3i 5-NOj
253 2,4-Clž, 5-NOz
254 2,4-Cl2, 6-NO2
255 2,6-Clp, 4-NO2
256 2,6-ΒΓ2, 4-NOž
257 2,6-Jž , 4-NO2
258 2-CH3 , 5-1-C3H7, 4-Cl
259 2-CO2CH3
260 3-CO2CHj
261 4-CO2CH3
262 2-CO2(C2 h 5)
263 3-CO2(C2H5)
264 4-CO2(C2H5)
265 2-COj(n-CjH?)
266 3-COj(n-C3H7)
267 4-COj(n-CjH?)
268 2-CO2(Í-C3H7)
269 3-CO2IÍ-C3H7)
270 4-COj(i—CjHi)
271 2-COj (n-C9Hu)
272 3-CO2(n-CíHij)
273 4-CO2(n-C6Hi3)
274 2-CHj-OCHj
275 3’CH2-OCHj
276 4-CH2-OCH3
277 2-CH20(C2Hs)
278 3-CŕÍ2O(C2H5J
Číslo Xm
207 2-CHj, 5-Br
20B 2-CHj, 6-Br
209 2-Cl. 3-CH3
210 2-Cl. 4-CH3
211 2-Cl. 5-CH;
212 2-F, 3-CHa
213 2-F, 4-CH3
214 2-F, 5-CH3
215 2-Br. 3-CHj
216 2-Br. 4-CH3
217 2-Br, 5-CHj
218 3-CH3, 4-Cl
219 3-CH3, 5-C1
220 3-CH3. 4-F
221 3-CHj. 5-F-
222 3-CHj. 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CHj
225 3-C1, 4-CHj
226 3-Br, 4-CH3
227 2-Cl. 4,5-(CHj)2
228 2-Br. 4,5-(CH3)2
229 2-Cl, 3,5-(CH3)2
230 2-Br, 3,5-(CHj);
231 2.6-Cij, 4-CHj
232 2.6-F2. 4-CHj
233 2,6-Br2, 4-CH3
234 2.4-Brj, 6-CH3
235 2,4-F2. 6-CH3
236 2,4-Br2. 6-CHj
237 2.6-(CHj)2, 4-F
238 2,6-(CHj)2, 4-Cl
239 2,6-(CHj)2, 4-Br
240 3,5-(CH3)2, 4-F
241 3.5-(CH3)2, 4-Cl
242 3,5-(CHj)2, 4-Br
Číslo xm
279 4-CH2O(C2H5)
280 2-CH2O(n-CjH?)
281 3-CH2OI11-C3H?)
282 4-CH2OU1-CJH7)
283 2-CH2OÍÍ-C3H7)
284 3-CH2O(í-CjH?'
285 4-CH2O(Í-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CHj
290 3-CO-CH3
291 4-CO-CHj
292 2-CO-CH2-CHj
293 3-CO-CH2-CH3
294 4-CO-CH2-CHj
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CHj
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CHj)-CHj
299 3-CO-CH(CHjΙ-CHj
300 4-CO-CH(CHj)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CHj-CH2-CO'
304 2-Me-4-CH3-CH2-CHj-ČO
305 2-Me-4-CH3-CH(CHj)-CO
306 2,5-Me2-4-CHO
307 2.5-Me2-4-CH3-CO
308 2,5-Me2-4-CHj-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CHj-CH (CHj) -CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-CI-4-CH3-CH2-CO
314 2-C1-4-CH3-CHICHj)-CO
Číslo Xm
315 2.5-Clj-4-CHO
316 2,5-C12-4-CHj-CO
317 2,S-CI2-4-CH3-CH2-CO
313 2.5-CI2-4-CH3-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH (CHj) -CO
320 2-C(XNOCH3)-CH3
321 3-C(=NOCHj)-CHj
322 4-C{=NOCHj)-CH3
323 2-C (=NOC2Hs) -CHj
324 3-C(eNQC2M$)-CHj
325 4-C (=NOC2H5 )-CHj
326 2-C(=NO-n-CjH7)-CHj
327 3-C(=NO-n-C]H?)-CHj
329 4-C( =NO-n-C3H7)-CHj
329 2-C ( =NO-í-CjH7) -CHj
330 3-C (=NO-i-CjH?)-CHj
331 4-C ( =NO-Í-CjH7) -CHj
332 2-C (sNO-Allyl)-CHj
333 3-C(=NO-Allyl)-CH3
334 4-C(=NO-Allyl)-CH3
335 2-C(=NO-trans-Chlorally 1)-CHj
336 3-C(sNO-trans-Chlorally1)-CHj
337 4-C(sNO-trans-Chlorallyl)-CHj
333 2-C(sNO-Propargyl)-CHj
339 3-C(sNO-Propargyl)-CHj
340 4-C(sNO-Propargyl)-CHj
341 2-C!=NO-n-C,H9)-CHj
342 3-C(=NO-n-C<H9)-CH3
343 4-C (sNO~n-C4H9)-CHj
344 2-C(=NC-CH2-C6H5)-CHj
345 3-C (=NO-CH2-C6H5) -CH3
346 4-C(.mo-Ch2-csHs)-ch3
347 2-CH3-4-CHxNOCHj
348 2-CHj-4-CHsNOC2Hs
349 2-CH]-4-CH=NQ-n-CjH7
350 2-CHj-4-CH=NO~i-CjH7
Číslo Xm
387 2-(3'-F-C«H4)
388 2-(4'-ľ-C6Hí)
389 3-(2'-F-C6H4)
390 3-(3'-F-C$H4)
391 2-(4'-F-C5H4J
392 4-(2'-F-C6H4)
393 4-(3'-F-C6H4)
394 4-(4'-F-CeH<)
395 2-(2’-Cl-C$H4)
396 2-(3*-Cl-CsH4>
397 2-(4'-Cl-CgH4)
398 3-(2'-CI-C5H4)
399 3-(3'-C1-C6H,)
400 3-(4’-Cl-C6H4)
401 4-(2'-CI-C5H41
402 4-(3 -CI-C5H4)
403 4-(4'-CI-C6H4)
405 2-(2'-CH3-CíH4)
406 2-(3'-CHj-C€H4)
407 2-(4'-CH3-C6H4)
408 S-(2'-CH3-C6H4>
409 3-(3'-CHj-C6H4)
410 3- (4 '-CHj-C.H. 1
411 4-(2'-CHj-C{H4)
412 4-(3'-CHj-CíHí)
413 4-(4‘-CHj-CíH4I
414 2-(2‘-CHj-C0-C6H4)
415 2-(3'-CH3-CO-C$H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2’-CH3-CO-C6H4)
418 3-(3’-CH3-CO-C6H4)
419 3Hj-CHj-CO-C6H(>
420 4-(2’-CH3-CO-CeH4)
421 4-(3--CH3-CO-C6H4)
422 4-(4'-CH3-CO-C6H4)
423 2-(2'-[CHj-C(=NOÄllyl))-C5H4)
Číslo Xm
351 2-CHj-4-CH=NO-Allyl
352 2-CHj-4-CH=NO-(trans-Chlorallyl}
353 2-CHj-4-CH=NO-Propargyl
354 2-CH3-4-CHsNO-n-C4Hs
355 2-CHj-4-CH=NO-CH2-CéH5
356 2-CHj-4-ICH3“C=NOCH3)
357 2-CHj-4-!CHj-C=NOC2H^)
358 2-CH3-4-[CHj-CsNO-n-CjH?)
359 2-CHj-4-1CH3-CsNO-Í-C3H7)
360 2-CHj-4 - (CH3-CsNO-Al lyl)
361 2-CH3-4-(CH3-C=NO-trans-Chiorallyl)
362 2-CH3-4-(CHj-CeNO-Propargyl)
363 2-CH3-4-(CH3-C=NO-n-C4H5)
364 2-CHj-í-(CHj-C=NO-CH2-C6H5)
365 2-CHj-4-(C2H5-C=NO-CH3)
366 2-CH3-4-IC2H5-CsNO-C2Hs)
367 2-CH3-4-(C2H5-C=NO-n-CjH7)
368 2-CH3-4-(C2HS-C=NO-Í-CjH7
369 2-CH3-4-(C2H5-C=ND-Allyl)
370 2-CHj-4- (C2H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- (C2H5-CxNO-Propargyl)
372 2-CH3-4-(C:H5-C=NO-n-CjHj)
373 2-CH3-4- {C2H5-CxNO-CH2-C6H5)
374 2,5- (CHj) 2-4- (CHj-CsNQCHj)
375 2,5- (CH3>2'4- (CHj-C=NaC2Hs)
376 2 , S- (CH3 )2-4-(CH3-C=NO-n-C3H7)
377 2,5- (CH3} 2“4 - (CH3-C-NO-i-CjH71
378 2,5- (CHj)2-4- (CHj-C=NO-Ally 1)
379 2,5- (CHj) 3-4- (CHj-C=NO~trans-Chlorallyl)
380 2,5- (CHJ)2-4-(CHj-C=NO-?ropary1)
381 2,5- (CHj) 2-4- (CHj-C=NO-n-C4H9)
382 2.5- (CHj) 2-4- (CH3-C«NO-CH2-C6H5)
383 2-C6H5
384 3-C6HS
385 4-CsH5
386 2-(2'-F-CŕHí )
ČÍSlO Xm
424 2-(3' - (CHj-C(=NOAllyl) l-CtH4)
425 2-(4'-(CH3-C(xNOAllyl))-CíH« 1
426 3-(2’-ICH3-C(sNOAllyl)1-City I
427 3-(3'- 1CH3-C(=NOA1lyl))-CeH«)
428 3-(4 '- |CH3-C(=NOAllyin-C6H4)
429 4-(2(CHj-C(=NOAllyl))-C6H4)
430 4 -(3'-(CH3-C(xNOAlly1))-CeHj ]
431 4-(4(CHj-C(sNOAllyl))-C6H()
432 2-(2 '-CH3O2C-CeH4)
433 2-(3 '-CH3O2C-C€Hí )
434 2-(4’-CH3O2C-C€H4)
435 3- (2 '-CH3O2C-C6H4)
43 6 3-(3'-CH3O2C-C6H4)
437 3- [4 '-CH3O2C-C$H4)
438 4-!2'-CHjO2C-C$H4)
439 4-'3 '-CHjO2C-C{H4 )
440 4-(4--CH3O2C-C6H4)
441 2- (2'-CH3O-CtH4)
442 2-Í3 '-CH3O-CéH4)
443 2-(4'-CH3O-CgHí)
444 3-\2'-CHjO-C€H4 )
445 3-U'-CH3O-CéH4>
446 3- 14 '-CH3O-C«H|)
447 4-[2'-CH3O-C$H4)
448 4-(3 '-CH3O-C6H4)
449 4-(4 '-CHjO-CeHí)
450 2-(2 '-O2N-CfcHJ
451 2- (3 '-Č^N-CíHJ
452 2-(4'-O2N-C6H4)
453 3-(2'-O2N-C6H4)
454 3-(3'-O2N-CťH4) 1
455 3-f 4 '-O2N-CťH4>
456 4-í 2'-O2N-C6H4)
457 4- 13 OjN-CgH^)
458 4- 14'-O2N-C£H4)
459 2-l2'-NC-C6H<)
Číslo Χπι
460 2-(3'-NC-C6H4)
461 2-(4’-NC-CíH4)
462 3-(2'-NC-CeHj)
463 3-(3'-NC-C6HJ
464 3-(4'-UC-C6H4)
465 4-(2'-NC-C6H4)
466 4-(3’-NC-CeH4)
467 4-(4'-NC-CíH<)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-CSH4)
470 2- (4' -CF3-C6HJ
471 3-(2'-CF3-C6H4)
472 3-(3'-CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2‘-CF3-C&H4)
475 4-13’-CF3-C6H4)
476 4-(4’-CF3-C6H4)
477 2-O-CeHs
475 3- 0-C6K5
476 J- o-c6H5
478 2-0-(2'-F-C$H4)
47 9 2-0-(3'-F-C6H4)
480 2-0-(4'-F-CíHJ
481 3-O-(2'-F-CeH4)
482 3-0-(3 '-F-CeŕU)
483 3-O-(4'-F-Ce»J
484 4-O(2'-F-C6H4>
485 4-O-Í3’-F-CeH*)
486 4-O(4’-F-C6H4)
487 2-O(2'-Cl-C6H4}
488 2-Q-(3’-C1-C6K4)
489 2-0-(4'-C1-C6H4}
490 3-0-(2’-CI-CíHí )
491 3-0-(3'-C1-C«H4)
492 3-0-(4’-Cl-CeH4)
493 3-0-(4’-Cl-C6H4)
Číslo Xír
530 4-0- (2 '-CH3O2C-C6Hí 1
531 4-0 (3 -0Η302θ06Η4)
532 4-0(4 ’-CH302OC6H4)
533 2-O(2'-CH30-C6H4)
534 2-0-<3'-CHjO-CsHJ
535 2-0-(4'-CH3O-C4H4)
536 3-0-(2'-CH3OCí.H4)
537 3-0-(3-CH3O-CÉH4 )
538 3-0-(4'-CHjO-CéH4).
539 4-0-(21-CH3O-C6H4)
540 4-0-(3'-CH3O-C$H4)
541 4-0(4 '-CH3O-CéH4)
542 2-O(2'-02N-C6H4)
543 2-0-(3'-O2N-CeH4)
544 2-0-(4'-02N-C6H4)·'
545 3-0-(2'-O2N-C6H4I
546 3-O-(3--O2N-CíH4)
547 3-0-H '-Ο3Ν-Ο(Η()
548 4-O-(2'-O2N-CtH4)
549 4-O-(3'-O2N-CjH4)
550 4-0-(4'-O2N-CtH4)
551 2-O-(2'-NC-C6H4)
552 2-0-(3’-NC-CsH<)
553 2-0-(4'-NC-C6H4)
554 3-0-(2'-NC-C6H4)
555 3-0 (3 ' -NC-CjH4 )
556 3-O-(4‘-NC-C$R4)
557 4-0-(2'-NC-C6H4)
558 4-0(3 '-NC-C6H4)
559 4-0-(4 ’-NOC$H4)
560 2-0(2 '-CF3-C4K4J
561 2-0-(3’-CF3-CjH4>
562 2-0 (4 '-CF3-C4H4)
563 3-O-(2'-CF3-CtH4)
564 3-0(3’-CF3-CíH4)
565 3-0 (4 ’-CF3-CéH4)
Číslo xm
494 4-0-(2'-C1-C6H4)
495 4-0-(3'-CI-C6H4)
496 4-0-(4'-C1-CíH4 )
497 2-O(2'-CK3-C6K4)
498 2-O(3'-CH3-C$H4)
499 2-0- (4 *-CH3-C6H4)
500 3-0- (2' -CHj-CíHd
501 3-0- (3 '-CH3-C5H4)
502 3-0-(4'-CH3-CsH<)
503 4-0-(2'-CH3-C«H<)
504 4-O-(3'-CH3-C6H4)
505 4-0-(4’-CT3-CsH4)
506 2-0- (2 ' -CH3-COC6H4 )
507 2-0-(3’-CH3-CO-CéH4 )
508 2-O(4'-CH3-C0-C6H4)
509 3-0-(2'-CH3-COC€H4)
510 3-0 (3'-CH3-CO-CgH< I
511 3-0-í 4 '-CH3-COC4H4 ).
512 4-O-(2'-CH3-CO-C6H4>
513 4-C-(3 '-CH3-COC4H4)
514 4 -O- (4 ' -CH3-COC{H4)
51S 2-0-(2'-(CH3-C(»N0Allyl))-C6H<)
516 2-0 <3 ' - (CH3-C (=N0Allyl) )-C6Ht)
517 2-O<4'-(CH3-C(«N0Allyl) )-CfcHí)
518 3-0- (2 ' - (CH3-C (=N0Allyl)) -C6H<)
519 3-0 (3 ' - (CH3-C (=N0Allyl) ) -CfcH4)
520 3-0 (4' - (CH3-C(=NQAllyl) ) -CgH*)
521 4-0(2'- (CH3-C (=NOAllyl)) -ΟβΗί)
522 4-0-(3'-(CK3-C(sNQAllyl))-C6Hí )
523 4-0- (4 · - (CH3-C(«NCAllyl) ) -C^)
524 2-0(2^085020-0^)
525 2-0- (3 '-CH3O2C-C6H4>
526 2-0-(4'-CH3O2C-CjH4 )
527 3-O-(2'-CH3O2C-C6H4)
528 3-O(3'-CH302C-C6H4>
529 3-O(4’-CH302C-C6H4)
číslo xm
566 4-0- (2 -CF3-C«H4)
567 4-0 (3 '-CF3-C6H4)
558 4-0-14 '-CF3-CíH4)
569 2-Pyridyl-2’
570 2-Pyridyl-3’
571 2-Pyridyl-41
572 3-Pyridyl-2’
673 3-Pyridyl-31
574 3-Pyridyl~4’
575 4-Fyridyl-2·
576 4-Pyridyl-3’
577 4-Pyridyl-4 ’
578 2-Pyrimidinyl-2'
579 2-Pyrimidínyl-3’
580 2-Pyriniidínyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyriniidinyl-4'
584 4-Pyrinidinyl-2’
585 4-Pyrimidinyl-3'
586 í-pyriniidinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-ľ
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-Zsoxazolyl-5'
číslo X.T
602 4-Isoxazolyl-3'
603 4-lsoxazolyl-4'
604 4-lsoxazolyl-5'
605 2-lsochiazolyl-3'
606 2-lsothiazolyl-4'
607 2-lsochiazolyl-5'
608 3-Isochiazolyl-3'
609 3-lsothiazolyl-4'
610 3-lsothiazolyl-5'
611 4-lsachiazolyl-3'
612 4-Isochiazolyl-4'
613 4-Isothiazolyl-5‘
614 2-imidazolyl-l’
515 2-Imidazolyl-2‘
616 2-Iiridazolyl-4 ’
617 3-lir.ida201yl-ľ
518 3-Iiridazolyl-2'
619 3-Imidazolyl-4'
520 4-lmidazolyl-ľ
621 4-lmidazo)yl-2'
622 4-lmidazolyl-4'
52 3 2-Oxazoly)-2'
52 4 2-Oxazolyl-4’
625 2-Oxazolyl-51
626 3-Oxazolyl-2'
527 3-Oxazolyl-4’
628 3-Oxazolyl-5’
62 9 4-Oxazsly1-2‘
630 4-Oxazolyl-4’
631 4-Oxazolyl-5'
632 2-Thiazoiyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
Číslo xm
638 4-Thiazolyl-2'
539 4-Thia2olyl-4'
540 4-Thiazolyl-S'
641 2-CH3-4-(CH3-C=N-OCH2-CH2-OCH3)
642 2-CH3-4- (C2H5-C=N-O-CH2-CH2-OCH31
643 2.5-(CHj) 2~4-{CHs-CeN-O-CHj’CHj-OCHj 1
644 2-CHj-4-(n*C3H?-CsN-OCH3)
64 5 2-CH3-4- [n-C3H7-C=N-OC2H5)
64 5 2-CHr4-{n-CjH7-C=N-O-n-C3H7)
547 2-CH3-4-[n-CjH7-C=N-O-i-C3Hi)
648 2-CHJ-4- [n-CjH7-C*N-O-Allyl)
649 2-CH3-4- ln-C3H7-C=N-O-trans-Chlorallyl>
650 2-CH3-4- [r)-CjHi-C=N-O-Propargyl)
651 2-CH3-4-ln-C3H?-C=N-O-n-C4H9)
652 2-CHj-4- ln-C3H7-C»N-O-CH2-C4Hs)
653 2-CH3-4- Ií-C3H7-CsN-0CHj)
654 2-CH3-4- ’ í-C3H7-CsN-OC2H5)
555 2-CH3-4-'i-C3W7-C=N-O-n-C3H7)
656 2-CHj-4- ’i-C3H7-C=N-O-i-C3H7)
657 2-CHj-4- !í-C3H7-C«N-O-Allyl)
658 2-CH3-4-[i-C3H-j-C=N-0-trans-Chlorallyl)
659 2-CHJ-4- [ i-C3H7-C=N-O-Propargy 1}
660 2-CHJ-4-1i-C3Hi-C=N-O-n-C4H9)
561 2-CH3-4- (i-C3H7-C=N-O-CH2-Ľ6Hs)
662 2-O-n-C4Hs
663 2-O~í-C<H9
664 2-O-S-C<Hs
655 2-O-t~C4H9
666 2-Neopentyloxyskupina
667 3-O-n-C4H9
668 3-O-i-C4H9
669 3-O-S-C4H9
570 3-O-t-C4H9
571 3-Neopentyloxyskupina
572 4-O-r.-C4Hs
573 4-O-i-C4H9
Číslo Xm
674 4-O-5-C4H9
675 4-O-C‘C4H9
676 4-Neopentyloxyskupina
677 3-CHj-4-OCH3
678 3-CHj-4-OC2H«
679 3-CHj-4-O-n-C3H7
630 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-C-C4K9
684 3-CHj-4-Neopentyloxyskupina
685 2-CHj-3~OCH;
686 2-CHj-4-OCHj
687 2-CH3-5-OCH]
688 2-CH3-6-OCH3
689 3-CHj-4-OCH3
690 3-CHj-5-OCH3
691 3-CHj-6-OCHj
692 4-CH.1-5-OCH3
693 4-CHj-6-O-CH3
694 4-CH3-6-OCH3
695 2-CHj-3-O-í-C3H7
696 2-CHj-4-O-Í~C3H?
697 2—CH3-5-O-í-C3H7
698 2-CH3-6-O-i-C3H7
699 3-CH3-4-Q-Í-CjH7
700 3-CH3-5-O-í-CjH7
701 3-CH3-6-O-í-C3H7
702 4-CHj-5-O-í-C3H?
703 4-CHj-6-Q-Í-C3H7
704 5-CH3-6-O-í-C3H7
705 2-Cl-l-OCHj
706 2-Cl-4-OCH3
707 2-Cl-5-OCH3
708 2-CI-6-OCH3
709 3-CI-4-OCH3
Číslo xm
710 3-Cl-S-OCHj
711 3-Cl-6-OCH3
712 4-Cl-5-OCH3
713 4-C1-6-OCHJ
714 5-CI-6-OCH3
Tabuľka 16
I: RL = CHj, Z = ch3
II: R1 = CH2-CH3, Z =CHj
III: R· = CHj, Z = C2H5
IV: R1 = CH2-CH3, Z = C2H5
V: Ri = CM3, Z = NHCHí
VI: R2 = CH3-CHj, Z 8 nhch3
Číslo B
1 Pyrrolyl-3
2 N-CHj-Pyrrolyl-3
3 N-Cgkj-Pyrrolyl-S
4 N- (4 ' -CE3-C«H41 -Pyrrolyl-3
5 N- (3'-CH3-C4H4I-Pyrrolyl-3
5 N- (2 ’ -CH3-C|H4) -Pyrrolyl-3
7 N- (4 -CH3O-CgH4) -Fyrrolyl-3
8 N- (3' -CH3O-C«H4) -Pyrrolyl-3
9 N- (2 ' -CH3O-C6H4)-Pyrrolyl-3
10 N- (4 ' -no2-C6h4) -Pyrrolyl-3
11 K- (3 *-NO2-C4H4) -Pyrrolyl-3
12 N*·’ 12 ' -NOj-C6H4 ) -Pyrrolyl-3
13 N- (4 '-CN-CjHx)-Pyrrolyl-3
14 N— (3 ’ -CN-CsH4 J -Pyrrolyl-3
15 N— (2' -CN-C6H4) -Pyrrolyl-3
16 N- (4 · -C1-C5H4)-Pyxrolyl-3
17 N- (3 ' -C1-C5H4) -Pyrrolyl-3
18 N- (2 ' -C1-C5K4»-Pyrrolyl-3
19 Fyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-CsHs-Pyrroly1-2
22 N- (4 ' -CH3-C$H4} -Pyrroly 1-2
23 N- (3 ' -CH3-c6H4 ) -Pyrroly 1-2
24 N- (2 ’ -CH3-C6H41 -Pyrroly 1-2
25 N- (4 ' -CH3O-C«H4) -Pyrrolyl-2
26 N- (3' -CH3O-C4H4) -Pyrrolyl-2
Číslo B
21 n- 12 ‘ -CHjO-CtH* >-Fy rrolyl-2
28 N- (4’-NO2-C4H<}-Pyrrolyl-2
29 N- 13 '-NCh-CíHí) -yyrrolyl-2
30 N- (2' -NOí-CeHí) -Pyrroly1-2
3i N- (4 '-aN-C6H4)-Pyrrolyl-2
32 N- (3 '-CN-C6H4>-Pyrrolyi-2
33 N- (2 '-Oí-CíHU-fyrxolyl-i
34 N-(4'-Cl-C$H4)-Pyrrolyl-2
35 N- (3 · -C1-CSH< 1 -Pyrroly 1-2
36 N- (2’-Cl-C$H4)-Pyrrolyl-2
37 Furyl-2
38 5-CM3-Furyl-2 -
39 5-CéH5-Furyl-2
40 5-(4 '-CH3-C4H4}-Puryl-2
41 5- (3 '-CHj-CjHd -Furyl-2
42 5- (2' -CHj-CtfiJ -Furyl-2
43 5-(4'-CHjO-CŕH4)-Furyl-2
44 5- (3' -CH3O-CfH4) -Fúzy 2-2
45 5- í 2' -CH3O-C4H41 -Fuxyl-2
46 5-{4 -NO2-CťH4) -Furyl-2
47 5- (3 ’ -NO2-CsH4 ) -Furyl-2
48 5- (2' -NO2-C«H4) -Fúry 1-2
49 5- (4 * -CN-C6K4) -Furyl-2
50 5- (3 · -CN-C8H4 }-Furyl-2
51 5-(2'-CN-C6H4l-Furyl-2
52 S-té’-ci-CeHíJ-Furyl-a
53 5-(3'-Cl-CcH4l-Furyl-2
54 5- (2'-Cl-C«Ht)-Puryl-2
55 4-CHj-Fuxyl-2
56 4-C$H5-Furyl-2
57 4- (4’-CH3-C6H4)-Puryl-2
58 4- (3 '-CH3-C6H4HFuryl-2
59 4- (2' -CH3-C6H4) -Furyl-2
60 4-14' -CH.O-CfH,) -Furyl-2
61 4- (3' -CHjO-CgHí) -Fúry 1-2
62 4- 12 - -CHjO-CíHí )-Furyl-2
Číslo B
99 4- {3 ' -NO3~C«H4>-Thienyl-2
100 4- (2 ' -NO2-C4K4) -Thienyl-2
101 4- (4 ' -CN-C<H< >-Thienyl-2
102 4- (3 ’ -CN-C6H4) -Thienyl-2
103 4- (2 --CN-C6HJ-Thienyl-2
104 4-(4'-Cl-C6H4)-Thienyl-2
105 4- (3 - -C1-C6H4) -Thieayl-2
106 4-(2'-C1-C6H4 )-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-CíH5-Thienyl-3
110 5- (4 -CH3-C8H4) -Thienyl-3
111 5-(3 ’-CH3-C5H4)-Thienyl-3
112 5-12 ’-CH3-C0H4) -Thienyl-3
113 5- (4' -CH3O-CÍH4) -Thienyl-3
114 5-(3'-CH3O-CsH4)-Thienyl-3
115 5- (2' -CH3O-C5H4) -Thieny 1-3
115 5- (4' -NOj-C6H4) -Thi enyl -3
117 5- < 3 - -uth-CsH, > -Thi enyl -3
118 5- (2 '-NO2-C6H4>-Thienyl-3
119 5-(41-ČN-C6H41 -Thienyl-3
120 5-(3'-CN-C6H4) -Thienyl-3
121 5- (2 '-CN-CeH4) -Thienyl-3
122 5- (4' -C1-C6h4 ) -Thienyl-3
123 5- (3 '-C1-C«K4 í -Thienyl-3
124 5- (2 '-CI-C6H4)-Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CgHs-Pyrazolyl-A
128 N- (4 ’-CHj-CsHí 1 -Pyrazolyl-4
129 N- (3 · -CH)-CsHt) -Fyrazolyl-4
130 N- (2 '-CHj-C«H4) -Pyrazolyl-4
131 N- (4 ’ -CH3O-C6H4 J -Pyrazolyl-4
132 N- (3 ’-CHjO-C$H4}-Pyrazolyl-4
133 N- (2 '-CH3O-C6H4)-Pyrazolyl-4
134 N- (4 NO2-C6H<) -Pyrazolyl-4
číslo 2
63 4- (4' -NO2-C6H<) -Puryl-2
64 4- (3 '-NOj-CbHJ-Furyl-2
65 4- (2' -NO2-CíH4 ) -Furyl-2
66 4-(4'-CN-CeHj)-Furyl-2
67 4- (3 ’-CN-CéHí ) -Furyl-2
68 4- (2' -CN-CeH4) -Furyl-2
69 4-(4'-Cl-C8H4)-Furyl-2
70 4-(3'-Cl-C6H;)-Furyl-2
71 4- (2'-Cl-CgH;)-Furyl-2
72 Thienyl-2
73 5-CH3-Thieny1-2
74 5-C6Hj-Thienyl-2
75 S- (4' -CH3-C6H4) -Thienyl-2
76 5- (3 ’ -CHj-C^) -Thienyl-2
77 5-< 2 ·-ah-CsH,)-Thi.Hiyl-2
78 5- (4 ' -CH3O-C6H4 J -Thienyl-2
79 5- (3' -CH3O-C5H4 J-Thienyl-2
80 5- (2 '-CH3O-C6H4 )-Thienyl-2
81 5- (4 ’-NOn-CsHJ-Thienyl-í
82 5- (3 '-NO2-C6H4 J -Thienyl-2
83 5- 12 '-NOj-C^Hj!-Thienyl-2
84 5- (4 ’ -cn-CíHa ) -Thienyl-2
85 5- (3 -CN-C6H4! -Thienyl-2
86 5- (2 ’ -CN-CfcHí) -Thienyl-2
87 5-' 4 ’-Cl-C6H4) -Thienyl-2
88 5-! 3' -C1-C4H4) -Thienyl-2
89 5-12' -CI-C5H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-C4Hs-Thienyl-2
92 4- (4'-CH3-C6H4)-Thienyl-2
93 4 -1J ’-CH3-C6H4) -Thienyl-2
94 4- (2 -CH3-C6H4 > -Thienyl-2
95 4- (4 -CH3O-C4H4 ) -Thienyl-2
96 4- (3 · -CH3O-C4H4) -Thienyl-2
97 4- (2' -CH3O-C6H<) -Tháenyl-2
98 4-(4- -NO2-C6H4 1 -Thienyl-2
Číslo B
135 N- (3 '-N03-C6H4)-Pyrazolyl-4
136 N- (2' -NO3-CtH4) -Pyrazolyl-4
137 N-(4'-CN-CjHJ-Pyrazolyl-4
133 N-;3'-CN-C«H4) -Pyrazolyl-4
139 N-(2'-CN-C4H4J-Pyrazolyl-4
140 N-< 4'-C1-C4H4)-Pyraxolyl-4
141 N-(3’-Cl-C4H4)-Pyrazolyl-4
142 N-t2'-Cl-C4H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 ’-CH3-C$H4) -N-Methylpyrazolyl-4
146 3- (3 '-CH3-CjH4) -N-Methylpyrazolyl-4
147 3-(2'-CH3-C4H4) -N-Methylpyra201yl-4
148 3-(4 '-CH3O-CeH4> -N-Methylpyrazolyl-4
149 3- (3 ‘-CH3O-C4H4) -N-Methylpyrazolyl-4
150 3- (2 -CHjO-CjH,) -N-Methylpyrazolyl-4
151 3- (4' -NO2-C4H4) -N-Methylpyrazolyl-4
152 3- (3 1-NO2 -C4H4) -N-Methylpyrazolyl-4
153 3-(2' -NO2-C6H4) -N-Methylpyrazclyl-4
154 3-(4’-CN-C4H4)-N-Methylpyrazolyl-4
155 3- (3' -CN-C<H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-CíH4 ) -N-Methylpyrazolyl-4
157 3-(4’-Cl-CeR41 -N-Mschylpyrazolyl-4
158 3-(3'-C1-C8H4) -N-Methylpyrazolyl-4
159 3-(2'-Cl-CeH< j -N-Methylpyrazolyl-4
160 Iscxazolyl-5
161 3-CHj-Isoxazol.yl.-5
162 3-CeH5~Isoxazolyl-5
163 3-14'-CH j-C4H4) -Isoxazoly1-5
164 3- (3' -CH3-C«H4) -Isoxazoly 1-5
165 3-(2'-CH3-C6H4) -isoxazoly1-5
166 3-<4’-CHjO-C6H4)-lsoxazolyl-5
167 3-(3'-CH3O-CeH4)-lsoxazolyl-5
168 3-(2'-CHjO-CíH4)-lsoxazolyl-5
169 3-<4'-NOj-CeH4) -lsoxazolyl-5
170 3- !3'-NO2-C6H4) -lsoxazolyl-5
Číslo B
171 3- !2'-NO2-C6H4)-Isoxazolyl-5
172 3- (4 '-CN-CsH4 )-Isoxa2Olyl-5
173 3- (3'-CN-C«H4)-ISOX&2Olyl-5
174 3-(2 '-CN-C6H< J-lsoxazolyl-5
175 3-(4'-C1-C$H4í-Isoxazolyl-5
176 3-(3'-Cl-CgH4}-Isoxa201yl-5
177 3-(2'-Cl-CgH4)-Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C{H5~4-Clilorisoxazolyl-5
1B1 3-(4 '-CH3-CsH4)~4-Chlorisoxazolyl-5
182 3- (3 '-CH3-CéH4)-4-Chlorisoxazolyl-5
183 3- (2 '-CH3-C«H4) -4-Chlorisoxazolyl-S
184 3-14 *-CH3O-CjH4)-4-Chlorisoxazolyl-5
185 3- (3' -CH3O-C6H4)-4-Chlorlsoxazolyl-5
186 3- (2 '-CH3O-CeH< )-4-Chlorisoxa201yl-5
187 3- {4 '-NOj-CgH^) -4 -Chlórisoxazolyl-5
1B8 3- {3 '-NO2-C6H.<)-4-ChloriSoxazolyl-5
189 3- (2 '-NOž-CŕHí )-4-Chloriscxazolyl-5
190 3- (4 ‘-CN-C4R4)-4-Chlerisoxazolyl-5
191 3- (3'-CN-CfiH4}-4-Chlorisoxazolyl-5
192 3- (2 ’-CN-CiH4)-4-Chlorisoxazolyl-S
193 3- (4 '-Cl-C4H4)-4-Chlcrisoxazolyl-5
194 3- (3 '-Cl-C6H4)-4-Chlorisoxazolyl-5
195 3- (2 '-Cl~C4H4)-4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Xsoxazolyl-3
198 5-C6H5-lsoxazolyl-3
199 5- (4'-CH3~CgH4)-lSoxazolyl-3
200 5- (3 '-CH3-CgH4)-lsoxazolyl-3
201 5- (2 '-CH3-C«H4) -Isoxazolyl-3
202 5-(4'-CH3O-C«H4 J-Isoxazolyl-3
203 5- (3' -CH3O-CeH4) -Isoxazolyl-3
204 5- (2' -CH3O-C6H4) -Isoxazolyl-3
205 5- (4 '-NO2“C6H4)-Isoxazolyl-3
2oe 5- (3 '-NO2-CgH4 )-Isoxazolyl-3
Číslo B
243 2- 12'-NO2-CgH4)-Oxazolyl-4
244 2- (4' -CN-CsH4 I -Oxazolyl-4
245 2- (3 ’ -CN-C«H4 ) -Oxazolyl-4
246 2- (2' -CN-C4H< 1 -Oxazolyl-4
247 2- (4' -Cl-CfiH4) -Oxazoly 1-4
248 2- (3 ’ -Cl-CgH4) -Oxazolyl-4
249 2- (2 ’ -Cl -C6H4) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CíHs-Thia2olyl-4
253 2- (4 ' -CHj-CíH4 ) -Thiazolyl-4
254 2- (3 '-CH3-C4H4) -Thiazolyl-4
255 2- (2 ' -CH3~C«H4 J -Thiazolyl-4
256 2- (4 '-ch3O-C6h4 J -Thiazolyl-4
267 2-(3 '-CH30-C6H4 )-Thiazolyl-4
258 2- (2'-CHjO-C4H4 )-Thiazolyl-4
259 2-(4'-NOj-CgHj)-Thiazolyl-4
260 2- (3 ’-NOj-CíH, ) -Thiazolyl-4
261 2- (2 '-NO2-CeH41 -Thiazolyl-4
262 2- (4 ‘ -CN-CíH4 ) -Thiazolyl-4
263 2- (3 ’-CN-C4H4) -Thiazolyl-4
264 2- (2 '-CN-CgH4)-Thiazolyl-4
265 2- (4 '-ci-CiH4}-Thiazolyl-4
266 2- (3 '-C1-C6H4)-Thiazolyl-4
267 2- (2 '-C1-CíH4 ) -Thiazolyl-4
268 N-CH3-L,2,4-Tr iazoly1-5
269 3-CH3-N-CH3-l,2,4-Triazolyl-5
270 3<6H5-N-CH3-1,2,4-Tria201yl- 5
271 3-l4'-CH3-C6H4>-N-CH3-l,2,4-Triazolyl-5
272 3- l3'-CH3-C6H4)-N-CH3-l,2,4-Triazolyl-5
273 3-(2'-CH3-C6H4)-N-CH3-l,2,4-Triazoly)-5
274 3-14 ’-CHjO-CsHJ -N-CHi-1,2.4-Triazolyl-5
275 3- (3 '-CH3O-C6H4)-N-CH3-1, 2,4-Triazolyl-5
276 3- (2' -CH3Q-C6K4) -N-CHí-1,2.4-Triazoly 1-5
277 3- (4 ' -NO2-C6H4) -N-CH3-1,2,4-Triazoly 1-5
278 3- (3' -NOj-C6M4 J -K-CH3-1.2,4-Triazoly 1-5
Číslo B
207 5- (2 ' -NO2-C6H4) -Isoxazolyl-3
208 5-(4’-CN-C6H4)-Isoxazolyl-3
209 5- 13 ’-CN-C6H4)-Isoxažolyl-3
210 5- (2 '-CN-CfiH4) -isoxazolyl-3
211 5-(4'-C1-C«H4)-Isoxazolyl-3
212 5- (3 ’-C1-C4H4) -Isoxazolyl-3
213 5-(2'-C1-CžH4)-Isoxa2Olyl-3
214 lsochiazolyl-5
215 3 -CH3 -ls ot-hia2oly 1 - 5
216 3-C6Hs-lsothiazolyl-5
217 3- (4'-CH3-CgH4)-lsochiazolyl-5
218 3-0'-CK3-cbH4)-isothiazolyl-5
219 3- (2' -CH3-C6H4) -Isothiazolyl-5
220 3-(4'-CH3O-CíH4)-Isochiazolyl-5
221 3- (3' -CH3O-CtH4l -IsothiazoLyl-5
222 3- (2' -CH3O-C$H4) -Isothiazolyl-5
223 3-(4'-NO2-C6H4J -Isothiazolyl-5
224 3- (3' -NO2-C«H4) -Isothiazolyl-5
225 3- (2 '-N02-CíH4)-Isothiazolyl-5
226 3-(4'-CN-C6H4 )-lsothiazolyl-5
227 3-(3’-CN-Cgfy)-Isothiazolyl-5
223 3- (2 ' -CN-CgH4)-Isothiazolyl-5
229 3-14'-Cl-CgH4)-Isothi azolyl-5
230 3- (3 ’-Cl-CgHi )-Isothiazolyl-5
231 3-(2'-Cl-C6H«)-Isotbiazolyl-5
232 Oxazolyl-4
233 2-CH3-Oxazolyl-4
234 2-C{H5-Oxazolyl-4
235 2-14' -CH3-C6H4 > -Oxazoly 1-4
236 2-[3 '-CH3-CťH4)-Oxazolyl-4
237 2-[2 '-CH3-CíH4>-Oxazolyl-4
238 2- (4 ' -ch3o-c«h4 ) -oxazoly 1-4
239 2- ' 3 ‘ -CH3O-CeH4 ] -Oxazolyl-4
240 2- (2 '-CHjO-C4H4 ) -Oxazolyl-4
241 2-(4'-N02-CgH4)-Oxazolyl-4
242 2- (3 '-ND2-CfiH4) -Oxazolyl-4
Číslo S
27? 3- (2 '-N02-C6H4)-N-CH3-1.2,4-Triazolyl-5
28C 3-(4’-CN-CíH4)-N-CH3-l,2,4-Tria2Olyl-5
2 01 3- (3 ' -CN-CíH4) -n-CHj-L, 2,4-Triazolyl-5
282 3- (2 ' -CN-CgH4 ) -N-CHj-l, 2,4-Triazolyl-5
283 3- (4 '-C1-C6H4 i-N-CHj-1,2,4-Triazolyl-S
284 3- (3 '-C1-C6H4) -N-CHj-1,2,4-Triazclyl-S
285 3- (2' -C1-C€H4) -N-CHj-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazolyl-2
287 5-CHj-l,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-CeH4)-l, 3,4-Oxadiazolyl-2
291 5-(2'-CHj-CsH4)-l,3.4-Oxadiazolyl-2
292 5-(4'-CHjO-CgHí )-1,3,4-Oxadiazolyl-2
293 5-<3 ’ -CE3O-C4E4)-1,3,4-Oxadia2olyl-2
294 5- (2 ’ -CH3O-C4H4)-1,3,4-Oxadiazolyl-2
295 5- (4 ' -NO2-CíH4) -1,3,4-Oxadiazolyl-2
295 5-13 ’ -NO2-C6H4) -1,3,4-Oxadiazolyl-2
297 5-<2 '-NO2-CsH4) -1,3,4-Oxadiazolyl-2
298 5-(4·-CN-C6H41-1,3,4-Oxadiazoly1-2
299 5-í 3 * -CN-C6H4)-1,3< 4-oxadi.azolyl-2
300 5-(2 '-CN-CeH^-l, 3,4-Oxadiazoly 1-2
301 5- (4 ‘ -C1-CsH4)~1,3, 4-Ctxadiazolyl-2
302 5- (3 ‘ -C1-CíH4) -1,3,4-Oxadiazolyl-2
303 5-(2'-Cl-CgH4)-l, 3,4-Oxadiazoly1-2
304 L,2,4-0xadiazoly1-3
305 5-CH3-l,2,4-Oxadiazolyl-3
306 5-C4H5-l,2,4-Oxadiazolyl-3
307 5- (4' -CH3-C4H4)-1,2,4-Oxadiazolyl-3
308 5-13' -CHj -CjH, 1 -1,2 ,4-Oxadiazoly 1- 3
309 5-Í2 ’-CH3-CgH4)-1,2,4-Oxadiazoly1-3
310 5- 14 ’-CH3O-C6H4 )-l,2,4-0xadia2Olyl-3
311 5-13’ -CHiO-CfeHx )-1.2.4-Oxadiazoly1-3
312 5- 12 ’ -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5- 14'-NOj-CgHtl -1,2,4-Oxadiazoly1-3
314 5- í3 '-NO2-CgH4 )-1,2,4-Oxadiazolyl-3
číslo B
315 5- (2' -N02-CeK4 )-1,2,4 -Oxadiazolyl-3
316 5-(4’-CN-CeHí )-1,2,4-Oxadiazoly1-3
317 5- (3'-CN-CcHí )-1,2,4-Oxadiazoly1-3
318 5- (2' -CN-CfiHí )-1.2,4-Oxadiazolyl-3
319 5-14'-Cl-CsHi )-1,2,4-Oxadiazolyl-3
320 5-(3’-Cl-CeHí )-1,2,4-Oxadiazolyl-3
321 5-(2’-Cl-CeHí)-1,2,4-Oxadiazoly1-3
322 1.2.4-Oxadiazolyl-5
323 3-CH3-l,2,4-Dxadiazolyl-5
324 a-CeHs-l,2,4-0xadíazolyl-5
325 3- (4 ’ —CHj—CjH4)-1,2,4-Oxadia2Olyl-5
326 3- (3' -CH3-C6H4)-1,2,4-Oxadiazolyl-5
327 3- (2 ' -CH3-CjH4) -1,2,4-Oxadiazolyl-5
328 3- (4 ’ -CM3O-C6H4 )-1,2,4-Oxadiazolyl-5
329 3-13' -CH3O-C6H4 )-1,2,4-Oxadiazolyl-5
330 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' -NOj-Ctfií )-1,2,4-Oxadiazolyl-5
334 3-(4'-CN-CtHi )-1,2.4-Oxadiazoly1-5
335 3- (3' -CN-CgHí )-1,2,4-0xadiazoly 1-5
336 3- (2' -CN-C6H4 )-1.2,4-Oxadiazoly 1-5
337 3-14’-Cl-CeHí )-l, 2,4-Oxadiazoly1-5
338 3- 13'-Cl-CeH* )-1,2,4-Oxadiazoly1-5
339 3- (2' -Cl-CsHi )-1.2,4-Oxadiazoly 1-5
340 1,2,4-Thiadiazolyl-3
341 5-ch3-1,2,4-Thiadiazoly 1-3
342 5-CeHs-l, 2,4-Thiadiazoly 1-3
343 5- (4 · -CH3-C6H4) -1,2,4-Thiadiazoly 1-3
344 5- (3' -CH3-C6H41-1,2,4-ThiadU201y 1-3
345 5- (2' -CH3-CéH41-1.2,4-Thiadiazoly 1-3
346 5- (4' -CH3O-C6H4 )-1.2,4-Thiadiazolyl-3
347 5-13’ -CM3O-C«H4 )-1,2,4-Thiadia201yl-3
348 5-12'-CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
349 5- (4 ’-NO2-C6H4)-1,2,4-Thiadiazoly 1-3
350 5- (3 ’ -NO2-C4H4 )-1,2,4-Thiadiazoly 1-3
Tabufka 17
R1 » CHj, Z x CH3
R1 · CH2-CH3, Z »CH3
R1 sCKj, Z x CíH?
R1 s CHj-CHj, Z = C2H5 R1 s CH3, Z s NHCHj R1 9 CHj-CHj, Z = NHCHj
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-Fs
8 2,3-Fj
9 2-C1
10 3-CI
11 4-Cl
12 2,3-Cl2
13 2,4-Clj
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-Cla
22 2,4,6-011
23 3.4,5-Clj
24 2.3.4.6-C1,
25 2,3,5,6-Cl4
26 2,3,4.5,6-CI5
Číslo B
351 5- (2'-NO2-CeH4)-l,2,4-Thiadiazolyl-3
352 5-(4'-CN-CeH; )-1,2,4-Thiadiazolyl-3
353 5-(3'-CN-C«H4i-1,2,4-Thiadiazoly 1-3
354 5- (2 '-CN-C4H4 i -1,2,4-Thiadiazolyl-3
355 5- (4 '-C1-C4h41-1,2,4-ľhiadiazoly 1-3
356 5- (3' -CL-Cfity 1-1,2.4-Thiadiazolyi-3
357 5-(2·-c1-c6h< 1-1,2,4-Thiadiazoly1-3
358 1,3, 4-Thiadiazolyl-2
359 5-CHj-l,3,4rThiadia201yl-2
360 5-QH5-1,3,4-Thiadiazoly1-2
361 5- (4 '-CHj-CíHx )-1,3,4-Thíadiazolyl-2
362 5- (3'-CH3-C6H( 1-1,3,4-Thiadiazolyl-2
363 5- (2'-CH3-C6H4)-1.3,4-Thiadiazolyl-2
364 5- (4 ’-CHjO-CM) -1,3,4-Thiadiazolyl-2
365 5- (3 '-CH)O-CsH, 3-1,3,4-Thiadiazolyl-2
366 5-12 '-CHjO-CsB, 1-1,3.4-Thiadiazolyl-2
367 5- (4'-N02-C6HJ-l,3,4-Thiadiazolyl-2
368 5- (3' -no2-c6h4 ) -1.3,4 -Thiadiazoly1-2
369 5- (2 ’-NOj-CíHj )-1,3,4-Thiadiazoly 1-2
370 5-(4'-CN-CfiH41-1,3,4-Thiadiazolyl-2
371 5- (3 ‘ -CN-C4H41-1,3 ,4-Thiadiazoly 1-2
372 5- (2'-CN-C6H4l-l,3,4-Thíadiazolyl-2
373 5- (4*-Cl-C6H41-1,3,4-Thiadiazoly 1-2
374 5- (3'-Cl-CM 1-1.3,4-Thiadiazolyl-2
375 5- (2 '-CI-C4H41-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
380 Pyridazinyl-2
381 Pyriinidinyl-4
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl
386 2-Naftyl
číslo XB
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-Brj
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
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-CI
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-CI
55 2-F. 4-Cl
56 2-F, 5-C1
57 3-CI, 4-F
58 3-CI, 5-F
59 3-CI, 4-Br
60 3-CI, 5-Br
61 3-F, 4-Cl
62 3-F, 4-Br
Číslo Xm
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cla. 4-Br
66 2-CHj
67 3-CHj
6B 4-CH}
69 2,3-)CHj)2
70 2,4-(CHj)2
71 2,5- (CHj) 2
72 2,6-(CHj)2
73 3,4- (CHjlj
7* 3,5-ÍCHj);
75 2,3,5-<CHj)j
76 2,3,4-(CHjh
77 2,3,6-(CHj)3
78 2,4,5-(CHj)j
79 2.4,6- (CHj)j
BO 3,4,5- (CHj)j
SI 2,3,4.6-tCH,).
82 2.3.S.S-ICH3).
83 2,3.4,5, 6-ICH3) 5
84 2-ClH<,
85 3-C2Hs
86 4-CjHs
87 2,4-(0ϊΗ5)!
88 2,6-<C2Hs>2
89 3,5-(C2Hs)2
90 2,4,6-(C2H5)3
91 2-n-CjK·)
92 3-n-CjH?
93 4-11-C3H7
94 2-Í-C3H7
95 3-Í-CJH7
96 4-í-C3H7
'97 2,4-(í-C3H?)2
9B 2.6-(Í-C3H7)2
Číslo Xfi
135 2,4-(cyklO-C6Hll)2, θ-CHa
136 2-CH3, 4-Cyklo-CsHji
137 2-CH2-CéH5
13B 3-CH2-CťH5
139 4-CH2-CfiH5
140 2-CH2-C6H5, 4-CHj
141 2-CHj, 4-CH2-C6H5
142 2-C6H5
143 3-C6H5
144 4-C6H5
145 4-{2-Í-C3H7-CsH4)
146 4-CsH5, 2,6-(CHj)2
147 2-21, 4-C6H5
148 2-Br, 4-CfiHs
149 2-CfiHg, 4-C1
150 2-CfiH5, 4-Br
151 2-CH2C6H5. 4-C1
152 2-CH2C6M5/ 4-Br
153 2-C1. 4-CH2C6H5
154 2-Br. 4-CH2C{Hj
155 2-cyklo-C6Hn, 4-C1
156 2-cyklo-C6H]2, fl-Br
157 2-C1, 4-cyklo-CeHn
158 2-Br, 4*cyklo-C5Hn
159 2-oqHj
160 3-OCHj
161 4-OCHj
162 2-OCjHj
163 3-O-C2Hj
164 4-O-C2Hj
165 2-O~n-C3H7
166 3-O-n-CjH·?
167 4-O-n-CjHi
168 2-O-i-C3H7
169 3-O-Í-C3H7
170 4-O-i-CjH-;
Číslo X»
99 3 , 5-(i-C3Hi)2
100 2,4,6-(Í-C3H7)3
101 2-s-C4H9
102 3-S-C4H9
103 4-S-C4H5
104 2-t-C4H,
105 3-t-C4H9
106 4-t-C4H9
107 2.3-(t-C4H9}2
108 2,4-(C-C4H9) 2
109 2.5-(t-C<Hg)2
110 2,6- (t-C<Hg) 2
Hl 3,4-(t-C«H9>2
112 2,4,6-(t-C4H9) 3
113 4-n-CjH^g
114 4-n-Ci2H2S
115 4-n-CisHjL
116 4-(1,1.3.3-Tecraniethylbucyl)
117 4-(2,4,4-Trimechylpropyl)
118 2-t-C|H9, 4-CH3
119 2-t-C4Hg, 5-CHj
120 2,6-(t-C4H9)2, 4-CHj
121 2-CHj, 4~t-C4Hg
122 2-CHj, 6-t-C.Hs
123 2-CH,, 4-i-C,H7
124 2-CHj, S-i-CjH?
125 3-CHj, 4-Í-C3H7
126 2-Í-C3H7. 5-CHj
127 2,4-lt-C4H9)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CHj
132 2-cyklo-CeHn
133 3-cyklo-C 6^1
134 4-cyklo-C«Hn
Číslo X™
171 2-0-n-CfiHu
172 3-O-n-CeHu
173 4-O~n-C<Hi3
174 2-O-T1-CbH17
175 3-O-n-CBHi7
17 6 4—O—n—C jK 17
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CH2CťH5
180 2-O- (CH2) jCeH5
181 3-O*(CH2) jC6Hs
182 4-O-(CH2)jC6H9
183 2,4-(OCHj)2
184 2-CFj
165 3-CFj
186 4-CFj
187 2-OCF3
188 3-QCFj
189 4-OCFj
190 3-OCH2CHF2
191 2-NO2
192 3-NOí
193 4-NO2
194 2-CN'
195 3-CN
196 4-CN
197 2-CHj, 3-C1
198 2-CH], 4-C1
199 2-CH5, 5-C1
200 2-CH5. 6-Cl
201 2-CH3. 3-F
202 2-CH3. 4-F
203 2-CH3, 5-F
204 2-CHj, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
číslo Xm
207 2-CH3, 5-Br
208 2-CHj, 6-Br
209 2-Cl, 3-CHj
210 2-Cl. 4-CHj
211 2-Cl, 5-CH3
212 2-F, 3-CHj
213 2-F, 4-CHj
214 2-F, 5-CHj
215 2-Br, 3-CHj
216 2-Br, 4-CHj
217 2-Br, 5-CH3
21B 3-CH3, 4-Cl
219 3-CH3, 5-C1
220 3-CHj, 4-F
2?1 3-CHj, 5-F
222 3-CH31 4-Br
223 3-CHj. 5-Br
224 3-F, 4-CHj
225 3-CI, 4-CH3
226 3-Br, 4-CH3
227 2-Cl, 4,5-ICHj)2
228 2-Br, 4,5-(CHj)2
229 2-Cl, 3,5-lCH3>2
230 2-Br, 3,5-(CHj)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CHj
233 2,6-Br2. 4-CHj
234 2,4-Br2, 6-CHj
235 2,4-F2, 6-CHj
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-(CHj)2< 4-F
241 3,5-ICH3)2, 4-Cl
242 3,5-ICH3)2, 4-Br
číslo X®
279 4-CH2O(C2H5)
280 2-CH2O (n-CjH?)
281 3-CH2O(n-CjH?)
282 4-CH2O(n-CjH7)
283 2-eH2O(i-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(Í-CjH7)
286 2-CHO
287 3-CHO
288 4-CHO
2Θ9 2-CO-CHj
290 3-CO-CHj
291 4-CO-CH3
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CHj
295 2-CO-CH2-CHj-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CHICHj)—CH3
299 3-CO-CH(CHj)-CHj
30C 4-CO-CH(CH3)-CHj
301 2-Me-4-CH0
302 2-He-4-CHj-CO
303 2-Me-4-CHj-CH2-CO
304 2-Me-4-CHj-CH2-CH2-C0
305 2-Me-4-CH3-CH(CHj)-CO
306 2,5-Me2-4-CH0
307 2,5-Me2-4-CH3-CO
308 2.5-Me2-4-CHj-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2. 5-Me2-4-CHj-CH(CH3)-CO
311 2-C1-4-CHO
312 2-Cl-4-CHj-C0
313 2-Cl-4-CH3-CH2-CO
314 2-C1-4-CHJ-CH(CHj]-CO
Číslo
243 2,3,6-(CHj)j, 4-F
244 2,3 , 6-(CHj ) j, 4-Cl
245 2,3.6-(CHj)3, 4-Br
246 2,4-(CHj)2, 6-F
247 2,4-(CE3)2, 6-C1
248 2,4-(CHj)2, 6-Br
249 2-Í-C3H7, 4-Cl, 5-CHj
250 2-Cl, 4-NO2
251 2-NO2, 4-Cl
252 2-OCHj, 5-NO2
253 2,4-Cl2, 5-NO2
254 2,4-Cl2, 6-NO3
255 2,6-Cl2, 4-NOj
256 2,6-ΒΓ2, Í-KO2
257 2(6-J2, 4-NO2
258 2-CHj. S-í-CjHi. 4-Cl
259 2-CO2CHj
260 3-CO2CHj
261 4-CO2CHj
262 2-CO2(C2H5>
263 3-CO2 (C2H5)
264 4-CO3(C2H5)
265 2-CO2 (n-CjHj)
266 3-COj (n-CjHj)
267 4-CO2'(n-C3H7)
268 2—COj {í“C3H7)
269 3-COj (i-CjHJ
270 4-CO2 (i-CjH7)
271 2-CO2 (n-CeHu)
272 l-COjtn-CgHjj)
273 4-CO2 (n-CŕKjj)
274 2-CHa-OCH3
275 3-CH2-OCH3
276 4-CH2-OCHj
277 2-CH2O(C2HS)
278 3-CH2O(C2HS)
Číslo Xm
315 2,5-Cl2-4-CHO
316 2,5-C12-4-CHj-CO
317 2,5-C12-4-CHj-CH2-CO
318 2,5-C12-4-CHj-CH2-CH2-CO
319 2,5-C12-4-CH3—CHICHj)<0
320 2-C(=NOCH3)-CHj
321 3-C(=NOCHj)-CHj
322 4-C(sNOCH3)-CHj
323 2-C(«NOC2Hs)-CHj
324 3-C(=N0C2Hs)-CH3
325 4-C(=NOC2Hs|-CHj
326 2-C(.NO-n-CjH7)-CH3
327 3-C 1 -NO-n-CjH?) -CH3
328 4-C(sNO-n-C3H7)-CH3
329 2-C(=NO-i-CjH7)-CHj
330 3-C1 =NO-i-CjH7)-CHj
331 4-C(=NO-Í-CjH7)-CH3
332 2-C(eNO-Allyl)-CHj
333 3-C(sNO-Allyl)-CH3
334 4-C(sNO-Allyl)-CHj
335 2-C(sNO-trans-Chlorallyl)-CHj
336 3 -C («ΝΟ*· t rans -Chl or a 1 ly 1) -CH j
337 4-C l=NO-trans-chlorallylI-CHj
338 2-C< =NO-Propargyl)-CHj
339 3-C(=NO-?roparoyl)-CH3
340 4-C (=NO-Propargyl} -CHj
341 2-C (=NO-n-C4H9) -CHj
342 3-C (-NO-n-C«H9) -CHj
343 4-C(«NO-a-C4H5)-CH3
344 2 -C (=NO-CH2-C6H5 J-CH3
345 3-C (=NO-CH2-CeH5)-CHj
346 4-C <=NQ-CHj-C{H5 1 -CHj
347 2-CH3-4-CKxNOCH3
348 2-CHj-4-CH=NOC2H5
349 2-CHj-4-CHsNO-n-CjH7
350 2-CHj-4-CHsNO-í-CjH7
číslo X(T1
351 2-CH3-4-CH»NO~Allyl
352 2~CHj-4-CH«NO- {trans-Chlorallyl)
353 2-CH j - 4-CH «NO-?r opargy 1
354 2-CH3-4-CHsNO-n-C4H9
35S 2 -CHj - 4-CHsNO-CHj- CéHs
356 2-CHj-4- (CH3-C=NOCH3)
357 2-CHj-4- (CHj-CsNOC2M5)
358 2-CH3-4-(CH3-C«NO-n-CjH7)
359 2-CH3-4-(CH3-C«NO-Í-C3H7)
350 2-CH3-4-(CH3-C=NO-Allyl)
351 2-CHj-4-(CH3-C=NO-trans-ChloxallyL)
362 2-CH3-4-(CH3-C=NO-Propargyl)
363 2-CH3-4-(CH3-C=SO-n-C4H9)
364 2-CH3-4-(CH3-C=NO-CH2-C{H5)
365 2 - CHj—4 - (C2Hs-C=NO-CH3 )
366 2-CH3-4- (C2H5-C=NO-C2Hs)
367 2-CH3-4- (C2H5-C=NO-n-C3H7)
368 2-CH3-4- (C3Hs-CeNO-i-C3H7
359 2-CH3-4-(C2H&-C=NO-Allyl)
370 2-CH3-4- IC3H5-C=NO-trans-Chlorallyl)
371 2-CH3-4- <C3H5-C=NO-Propargyl)
372 2-CH3-4-(C2t45-C=NO-n-C4H9)
373 2-CH3-4- (CíHj-CeNO-CHj-CfeHs)
374 2,5- (CHj) 2-4 - ICH3 -C»NOCH3)
375 2,5- (CHj )2-4- ICH3-CdtOC3Hs 1
376 2,5-(CHj)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=N(>-Allyl)
379 2,5- ICH3)2-4-(CH3-C=NO-trans-Chlorallyl)
380 2,5- (CH3)2-4-(CH3-c=NO-fropaiyl)
381 2.5- (CH3) 2-4- (CH3-C=NO-n-C4Hj)
382 2,5-(CH3)2-4-(CH3-C=NOCH2-CgH5l
383 2-C6H5
384 3-C6H5
385 4-CsH5
385 2-í2'-F-C6H4)
Číslo Xr
424 2-(3(CHj-C (aNOAllyl))-CgH4)
425 2-(4'-ÍCHj-C(=NOAllyl)J-CgH4)
426 3 - 12 ’ - < CHj-C < =NOA1 lyl)) -C6H,)
427 3 - (3' - (CH3-C (=NOA1 ly 1)) -C6H4)
428 3- (4' - (CH3-C (sNCAllyl J) -C6H4)
429 4-(2'- !CH3-C(=NOAllyl) )-CeH4)
430 4-(3'-(CH3-C(=N0Allyl))-C6H4 >
431 4-(4'-(CHj-CísNQAllyl))-CgH4 )
432 2-(2'-CK30jC-CtH<)
433 2- (3 '-CH3O2C-CéH4J
434 2- (4 ' -CH3O2C-C6H4)
435 3- (2 ' -CH3O2C-C4H4)
436 3-!3'-CH3O2C-C6H4)
437 3-(4'-CH3O2C-C6H4)
438 4-(2 1 -CH3O2C-CéH4 )
439 4-(3'-CH3O2C-C6H4)
440 A-li'-CHjOjC-CeM
441 2-(2 '-CH3O-C$H4)
442 2-(3'-CH3O-CéH4)
443 2-(4'-CHjO-CgH,)
444 3- 12 ’-CH3O-C6H4)
445 3-13'-CHjO-C6H41
446 3-[4'-CHjO-C6H4)
447 4-(2'-CH3O-C6H4)
448 4-l3'-rHJO-CsHt)
449 4- (4 '-CH3O-C6H4)
450 2-(2,-0^-0^)
451 2-(3’—OjN-CgHi)
452 2-(4 O2N-C$Hj)
453 3-(2'-O2N-C6H{)
454 3-<3'-O2N-C6H4)
455 3-(4'-OjN-Cgty)
456 4-(2’-O2N-C6H()
457 4-{3'-D2N-ČéH4)
458 4-(4’-O2N-C6H4)
459 2- (2'-NC-C6H4)
číslo Xr
387 2-C3'-F-CťH4)
388 2-(4 ’-F-C6H4)
389 3-(2'-F-CgH< 1
390 3-(3 '-F-CgHí 1
391 3-(4'-F-C6Hí)
392 4-(2'-F-C6H<)
393 4-(3’-F-CfiH4!
394 4-(4'-F-C6H4l
395 2-{2'-Cl-CgHi)
396 2-(3'-CI-C6H4)
397 2-(4'-Cl-C6Ht)
398 3-(2'-C1-C6H4)
399 3-(3’-Cl-C6H4)
400 3-(4'-Cl-C6H4)
401 4-(2‘-Cl-CeHí)
402 4-(3 -C1-C6H4)
403 4-Í4'-C1-C6H4)
405 2-(2'-CH3-CfcH4)
406 2-(3‘-CHj-CgH*)
407 2-(4 ’-CH3-CgH4)
408 3-(2 ’-CHj-Cjfy)
409 3-13'-CHj-CgHJ
410 3-[4 ’-CH3-C6H4)
411 4- 12 •-CM3-CéH4> .
412 4-{3'-CH3-CéH4)
413 4-!4‘-CH3-C6H4)
414 2-{2'-CH3-CO-C6H4)
415 2-(3'-CH3-CO-C€H4)
416 2-(4'-CH3-CO-C6H4)
417 3-(2'-CH3-CO-C6H4)
418 3-(3'-CHj-CO-C6H4)
419 3- (4 ’-CH3-CO-C6H4)
420 4-12CHj-CO-CsH4 1
421 4- 13 ’-CH3-CO-C6H4)
422 4- 14 * -CHj-CO-C6H4)
423 2-(2’- !CHj-C(sNOAllyl))-CeH4)
Číslo Xn
460 2-(3'-NC-CÉH4)
461 2-(4-NC-CťH4)
462 3-12’-NC-CgH4 I
463 3‘í3'-NC-C6H4l
464 3-(4'-NC-C6H4)
465 4-{2'~NC-C6H4)
466 4-(3'-NC-C6Ht)
467 4-(4’-NC-C$H4)
468 2-(2'-CF3-C6H4)
469 2-(3‘-CF3-CSH4)
470 2-(4'-CFj-Cgfy)
471 3-(2'-CF3-C6H4)
472 3-(3’-CF3-CfiH4)
473 3-(4·-CF3-C6H4 1
474 4- (2'-CF3-CeH4)
475 4-(3'-CFj-CéK4)
476 4-(4’-CFj-C6H4)
477 2-O-C$H5
475 3-O-CgHg
476 4-O-C6H5
478 2-O- (2--F-C6H4 )
479 2-O-(3'-F-CsH4)
480 2-O-(4'-F-C6H4)
481 3-0-(2 '-F-CgHd
482 3-0-13’-F-C6H4)
483 3-D-[4’-F-C$H4)
484 4-0-(2’-F-C6H4)
485 4-O-(3'-F-C6H4)
486 4-O-(4’-F-CíHí)
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-0-14’-Cl-CtH4)
490 3-O-(2'-Cl-CtH4)
491 3-O-(3*-Cl-C6H4)
492 3-O-(4'-C1-C$H4)
493 3-O-í4'-C1-C6H<)
číslo X»
494 4-O(2'-Cl-C6H4)
495 4-O(3'-Cl-C«H<)
496 4~O-(4'-Cl-C«m)
497 2-O-(2'-CHj-C6H4)
498 2-0 [3 '-CHj-CcHJ
499 2-O(4*-CHj-C6H4}
500 3-O-(2'-CH3-C6HJ
501 3-O(3'-CHj-CeH4)
502 3-0- (4 *-CHj-C6H4)
503 á-O-lS'-CHj-CeHJ
504 4-0- (3 '-CHj-CgH4)
505 4-0 (4 *-CH3-CfM<)
506 2-0- (2 * -CHj-COC4H4 }
507 2-0 (3‘-CHj-COCjHj)
505 2-0-(4'-CH3-CO-C6H4)
509 3-0(2 '-CHj-COC«H4)
510 3-0 (3 ’-CHj-COCgHj)
511 3-0 (4'-CH3-COC$H4)
512 4-0 (2'-CH3-COC«H4)
513 4-O(3'-CH3-C0-C6H4)
514 4-0-(4'-CH3-COC$H4)
515 2-0-(2' - (CHj-C (=NCAllyl))
516 2-0 (3 ‘ - (CHj-C («NOAlly 1)) -C«H4)
517 2-0- (4' -<CH3-C («NOKlly1 >) -C«H4)
518 3-0 (2 '- (CH3-C («NCAllyl)) -C«H4)
519 3-0 (3' - (CH3-C (sNOAllyl)) -CíH4 J
520 3-0 (4' - <CH3-C 1 «MOAllyl > >-CsHa)
521 4-0 (2 '- (CH3-C(-NOAllyl} 1-CsM
522 4-0(3 ' - (CH3-C1 «NOAlly 1)) -C«K4)
523 4-0 (4 '- (CH3-C (sNOAlly 1) > -C«H4)
524 2-O-(2'-CH3O3C-CÉH4)
525 Z-Oď-CHsOaC-CtHJ
526 2-O(4’-CH302C-C6H4)
527 3-0(2 '-CH3O2C-CeH4)
528 3-0 (3 '-CH30íC-C«H4 J
529 3-0-(4 ’-CH3O3C-C«H4)
číslo Xm
566 4-0 (2'-CF3-CíH4)
567 4-0 (3 '-CF3-CsHJ
568 4-0 (4’-CFj-C&H4)
569 2-Pyridyl-2’
570 2-Pyridyl-3'
571 2-Pyridyl-4'
572 3-Pyridyl-2'
573 3-Pyridyl-3'
574 3-Pyridyl-4'
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-4’·
578 2-Pyriinidinyl-2'
579 2-Pyrimidínyl-3‘
580 2-Pyrifliidinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrinu.díryl-3'
583 3-Pyriiaidinyl-4'
584 4-íyrimi.dinyl-2'
585 4-Pyrimidinyl-3'
586 4-Pyrimidinyl-4'
567 2-Pyrazolyl-ľ
586 2-Pyrazolyl-3'
589 2-PyraiQlyl-4'
590 3-Pyrazolyl-ľ
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazoiyl-ľ
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4‘
596 2-Isoxazolyl-3'
597 2-Isoxazolyl-4'
598 2-Isoxazolyl-5'
599 3-Isoxazolyl-3'
600 3-lsoxazolyl-4·
601 3-Isoxazolyl-5’
Číslo Xm
530 4-0- (2 ’-CH3O2C-C6H41
531 4-0-(3'-CH3O2C-CfiH4}
532 4-0-(4’-CH3O2C-C6HJ
533 2-0- (2 ’-CH3O-CgH4)
534 2-0-(3 '-CH3C-CfiH4)
535 2-0(4 '-CH3OC6H4)
536 3-0- (2 '-CH3OC6H4)
537 3-0-(3'-CHsO-CgHJ
538 3-0 (4 1-CH3O-CgH4)
539 4-0 (2 ' -CH3OC6H4}
540 4-0(3 '-CH3O-CeH4)
541 4-0-(4'-CHjO~C$H4)
542 2-O(2'-03N-C5H4)
543 2-0(3'-O2N*CeH4)
544 2-0- (4 < o2N-CíH4>
545 3-0-(2'-O2N-C6H4)
546 3-0-(3'-O2N-C$H4J
547 3-0-(4'-O2N-CíH4)
54 B 4-0-(2'-O2N-CgH<)
549 4-0 (3' -O2N-C4H4)
550 4-0-(4'-02N-CgH4}
551 2-0 (2 ’-NC-C«H4)
552 2-O-(3’-NC-C«H4l
553 2-0-(4'-NC-C6H4)
554 3-O(2'-NC-CeH4)
555 3-0-<3’-NC-C6H4)
556 3-0(4’-NC-C«H|l
557 4-0(2' -NC-C«H4)
558 4-O(3'-NC-C6H4)
559 4-O(4'-NC-C«H4)
560 2-0 (2 ’-CF3-CéH4 )
561 2-0(3’-CF3-C6H4)
562 2-O-(4'-CFJ-C1H,l
563 3-0(2’-CF3-C6H4}
564 3-0(3 '-CFr-CsHJ
565 3-0 <4 ’-CF3-CjH4 }
číslo x<n
602 4-Isoxazolyl-3'
603 4-lsoxazoly1-4’
604 4-lsoxazolyl-S'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
608 3-lsothiazolyl-3'
609 3-lsochiazolyl-4'
610 3-lsothiazclyl-5'
611 4-Isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-lsochiazolyl-5'
614 2-Imidazolyl-ľ
615 2-lmidazolyl-2'
516 2-Imidazolyl-4'
517 3-lmidazolyl-ľ
518 3-Imidazolyl-2'
619 3-lmidazolyl-4’
620 4-Imidazolyl-l'
521 4-Imidazolyl-2'
622 4-imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4 ‘
62 5 2-Oxazolyl-S ’
626 3-Oxazolyl-2 ’
627 3-Oxazolyl-4'
628 3-Oxazolyl-5’
62 9 4-Oxazolyl-2'
63 0 4-Oxazolyl-4’
631 4-Oxazolyl-5’
632 2-Thiazolyl-2'
633 2-Thiazolyl-4·
634 2-Thiazolyl-5'
63 5 3-Thiazolyl-2'
635 3-rhiazolyl-4'
637 3-Thiazolyl-5'
Číslo X„
638 4-Thiazolyl-2'
639 4-ľhiazolyl-4'
640 4-Thiazolyl-5'
641 2-CHj-4-(CH3-C=N-0-CH2-CH2-OCH3)
642 2-CH3-4- (C2H5-CeN-D-CH2-CH3-OCH3}
643 2,5- (CH3 )2-4- ÍCH3-C=N-O-CH2-CH2-0CH3)
644 2-CH3-4- (n-C3H?-C=N-OCH3)
645 2-CH3-4-ln-CjH7-C=N-OC2H5)
646 2-CHj-4- (n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (Π—C3H7—CsN—O-i—CjH7>
648 2-CHj-4- (n-C2H7-C=N-O-Allyl)
649 2-CH3-4-(n-C3«7-C=N-0-trane-Chlorallyl)
650 2-CH3-4-(n-CjH7-C=N-O-?ropargyl)
651 2-CH3-4- (n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4-(n-C3H7-C«N-O-CH2-CíH5)
653 2-CH3-4- (i“C3H7-C=N-OCH3)
654 2-CHj-4- (Í-C3H7-CsN-OC2H5)
655 2-CH3-4- {i -C3H7-CsN-O-n-C3H7)
656 2-CH3-4-(i-CjH7-CsN-O-i-CjH7)
657 2-CH3-4- (i-C3H7-C=N-O-Allyl)
658 2-CH3-4-(i-C3H7~C=N-0-trans-ChloraUyl)
659 2-CHJ-4-1 l-CjH?-C=N-O-Propargyl)
660 2-CH3-4- (i-C3H7-CaN-O-n-C4H9)
661 2-CH3-4-(Í-C3H7-C=N-O-CH2-C6Hs)
662 2-D-n-C4Hj
663 2-O-Í-C<Hj
664 2-O-s-C4H9
665 2-O-t-C4H9
666 2-Heopentyloxyskupina
667 3-O-n-C4H9
668 3-D-Í-C4HJ
669 3-D-S-C4H9
670 3-D-t-C4H9
671 3-Neopentyloxyskupina
672 4-O-n-CtHj
673 4-D-Í-C4H9
Číslo Xm
674 4-O-3-C4H9
675 4-O-t-C4H9
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2K5
579 3-CHj-4~O-n-CjH7
580 3-CHj-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-QCH3
687 2-CH3-5-OCH3
688 2-CH3-6-OCHj
689 3-CH3-4-OCH3
690 3-CH5-5-OCH3
691 3-CH3-6-OCHj
692 4-CH3-5-O-CH3
693 4-CH3-5-O-CH3
694 4-CH3-6-OCH3
695 2-CH3-3-O-Í-C3Ht
696 2-CH3-4-O-i-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-i-C3H7
701 3-CH3-6-O-i-C3H7
702 4-CH3-5-O-Í-C3H-
7G3 4-CH3-6-O-Í-C3H7
704 5-CH3-6-O-i-C3H7
7Q5 2-C1-3-OCHj
706 2-C1-4-OCH]
707 2-Cl-5-OCH3
708 2-Cl-6-OCH3
709 3-Cl-4-OCHj
Číslo
710 3-C1-5-OCHJ
711 3-Cl-6-OCH3
712 4-CI-5-OCH3
713 4-CI-6-OCH3
714 5-Cl-6-OCH3
Tabuľka 18
CH3 N B R‘ I: III: IV: R· » CHj. Z = CK3 R1 « CH2~ČHj. Z =CH3 R‘ · CHj. Z s C2H5
R- = CHj-CHj, Z = C2H5
T 0 V: Ri = CHj, Z = NHCHj
0 VI: R· = CHj-CHj, 2 = JľHCHj
Číslo B
1 Pyrrolyl-3
2 N-CHj-Pyrrolyl-3
3 N-CsHs-Pyrrolyl-S
4 N- (4 - -CHj-C4H4 } -Pyrrolyl-3
5 N- (3 · -CHj-C6H4 } -Pyrrolyl-3
6 N-(2--CHj-C6H4>-Pyrrolyl-3
7 N- (4' -CHjO-C6H4 )-Pyrrolyl-3
6 N- (3 '-CHjO-C6H4 )-Pyrrolyl-3
9 N- (2' -CH3O-C6H4 }-Pyrrolyl-3
IC N- (4 '-NOj-CgH4) -Pyrrolyl-3
11 N- (3 · -NO!-C4H4) -Pyrrolyl- 3
12 N- f 2' -NO2-C4H4) -Pyrro lyl-3
13 N- 14 *-CN-C6H<) -Pyrrolyl-3
14 N- 13 ' -CN-C6H4 J -Pyrrolyl-3
15 N- !2 ' -OJ-C4H4) -PyrrolyJ-3
16 N- (4 '-Cl-CeH4}-Pyrrolyl-3
17 N- {3 ' -Cl-C4H4) -Pyrroly 1 -3
18 N- '2’-Cl-C6H4) -Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C«Hs-Pyrrolyl-2
22 N- (4'-CHj-C6H4)-Pyrrolyl-2
23 N- (3'—CHj—C4H4)-Pyrrclyl-2
24 N- I2'-CH3-CsH4 ) -Pyrrolyl-2
25 H- (4 · -CKjO-C.H,) -Pyrrolyl-2
26 N- 13' -CH jO- C sHt) -Pyrrolyl-2
Číslo B
27 N- (2 '-CHjO-C«H4 )-Pyrrolyl-2
28 N- (4 ’-NO2-C4H4)-pyrrolyl-2
29 N- (3 '-N02-C4H41 -Pyrroly L-2
3D N- (2'-N02-C6H4)-Pyrrolyl-2
31 N- (4 '-CN-C6H4;-Pyrrolyl-2
32 N-(3'-CN-C6H|)-Fyrrolyl-2
33 N- (2 · -CN-C4H4) -Pyrrolyl-2
34 N- (4' -ci-CéH,) -pyrrolyl-2
35 N- (3'-Cl-C4H4)-Pyrrolyl-2
36 N-(2'-C1-C4H4 >-Pyrrolyl-2
37 Furyl-2
3B 5-CH3-Furyl-2
39 5-CfiHg-Furyl-2
40 5-(4'-CH3-C6H4)-Furyl-2
41 5- (3'-CHj-C6«4) -Furyl-2
42 5-(2'-CH3-CgH4>-Furyl-2
43 5- (4'-CHjO-C5H4}-Furyl-2
44 5- (3'-CHjO-C6H4 1 -Furyl-2
45 5- (2 ‘ -CH3O-CSH4 J -Furyl-2
46 5- (4' -NO2-CeH4Ί -Puryl-2
47 5- (3'-NO2-C4H4) -Furyl-2
48 5-(2'-NO2-C&H4)-Furyl-2
49 5- (4'-CN-C6H4)-Fary 1-2
50 5- (3' -CN-CsH4 >-Fiiryl-2
51 5- (2' -CN-C6H4 >-Fury}-2
52 5- <4' -C1-C6H4) -Furyl-2
53 5- (3 ' -C1-C6H4)-Furyl-2
54 5- (2 ' -C1-C6H4) -Furyl-2
55 4-CHj-Puryl-2
56 4-C4He-Furyl-2
57 4- (4'-CH3-C6H4)-Furyl-2
58 4- (3' -CH3-CíK4)-Puryl-2
59 4-(2'-CHj-C6K4) -Fúry 1 -2
60 4- (4 ' -CH3O-CíH4 ) -Furyl-2
61 4- (3'-CH3O-CíH4 ) -Furyl-2
62 4- (2 '-CHjD-C6H4>-Furyl-2
Číslo B
63 4- (4 *-NO2-C$H4) -Furyl-2
64 4- < 3 · -NOj-C6h4 1 -Furyl-2
65 4- U'-NOj-CcHí ) -Furyl-2
66 4- (4' -CN-CgHi} -Furyl-2
67 4- (3·-CN-C«H«)-Furyl-2
6B 4- (2' -CN-CftH, > -Fúry 1-2
69 4- (4'-Cl-CgHí 1 -Furyl-2
70 4-(3)-rúry 1-2
71 4-(2'-C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CHj-Thienyl-2
7í 5-C5Hs-Thienyl-2
75 5- (4 ' -CH3-C6H4) -Thienyl-2-
76 5- (3' -Ch3-€{H4 ) -Thienyl-2
77 5~(2' -CH3-C6H4) -Thienyl-2
78 5- (4'-CH3O-C6H41 -Thienyl-2
79 5-(3'-CH3O-C6H4)-Thienyl-2
80 5-(2'-CH3O-C6H4)-Thienyl-2
BI 5- (4' -NO2-C6H4) -Thienyl-2
82 5- (3' -no2-c6H4 ) -Thienyl-2
B3 5- (2' -NOj-CtHi 1 -Thienyl-2
84 5- {4'-CN-C6H4)-Thienyl-2
85 5- (3' -CN-C«H4)-Thienyl-2
86 5- (2 -CN-CSH4 > -Thienyl-2
87 5- (4' -CI-C6H4) -Thienyl-2
88 5-(3'-CI-C&H4)-Thienyl-2
89 5-(2’-C1-C4H4)-Thienyl-2
90 4-CHj-Thienyl-2
91 4-C6H$-Thienyl-2
92 4- (4' -CHj-CgH»} -Thienyl-2
93 4- (3' -CHj-CgH») -Thienyl-2
94 4-<2'-CH3-C&H4) -Thienyl-2
95 4- (4 ’-CHjO-CgHi) -Thienyl-2
96 4 - (3' -CH3O-C6H41 -Thiany 1-2
97 4-(2' -CHjO-CgHfl -Thienyl-2
98 4-(4 '-NO2-CeH4) -Thienyl-2
Číslo B
135 N- (3' -NOj-CeHJ -Pyrazolyl-4
136 N- (2 ’ -NO2-CíH4 ) -Pyrazolyl-4
137 N- (4 ’ -CN-CíH4)-Pyrazolyl-4
138 N-(3 ’-CN-C5H4)-Pyrazolyl-4
139 N- (2 ’-CN-C6H4)-Pyrazolyl-4
140 N-(4 '-C1-C4H4)-Pyrazolyl-4
141 N- (3 ’-Cl-C4H4)-pyrazolyl-4
142 N- (2' -Cl-CgH41 -Pyra zoly1-4
143 3-CHj-N-Methylpyrazolyl-4
144 3-C4H5-N-Methylpyrazolyl-4
145 3- (4' -CH3-C4H4) -N-Methylpyrazolyl-4
146 3- í 3 1 -CHj-C4H4} -N-Methylpyrazolýl-4
147 3-(2 '-CHj-C4H41-N-Methylpyrazolyl-4
148 3-(.4 ‘ -CH3O—C4H4) -N-Methylpyrazolyl-4
149 3- (3 ‘-CHjO-C6H4 ) -N-.Methylpyrazolyl-4
150 3-(2 -CHjO-C4H4) -N-Methylpyrazolyl-4
151 3 - (4 ’ -NOj-CeH4} -N-Methylpyrazolyl-4
152 3-(3 '-NOj-CgHi)-N-Methylpyrazolyl-4
153 3- (2 NO2-C4H4) -N-Methylpyrazolyl-4
154 3-14· -CN-C4H4) -N-Methylpyrazolyl-4
155 3- (3 ‘ —CN—C4H4) -N-Methylpyrazolyl-4
156 3- (2 ‘ -CN-C4H4) -N-Methylpyrazolyl-4
157 3- (4 1 -C1-C4H4) -N-Methylpyrazolyl-4
158 3^-(3 ‘ -C1-C4H4) -N-Methylpyrazolyl-4
159 3-(2 *-Cl-C4H4) -N-Wethylpyra201yl-4
160 isoxazolyl-5
161 3-CH]-lsoxazolyl-5
162 3-C4E5-Isoxazolyl-5
163 3-(4'-CH3-C6H<)-Isoxazoly 1-5
164 3-(3'-CHj-CeH4)-Isoxazolyl-5
165 3- (2 - -CHj-CjH4 ) -Isoxazoly 1-5
166 3- (4' -CH3O-C6H4) -Isoxazolyl-5
167 3- (3 '-CHjO-C6H4 ) -Isoxazolyl-5
168 3- (2 '-CH3O-C4H< 1-lsoxazolyl-5
169 3-(4 '-NO2-C <H4)-Isoxazolyl-5
170 3- (3' -NO2-CéH4 ) -Isoxazolyl-5
číslo B
99 4 - (3' -NOj-Cgty 1 -Thienyl-2
100 4- (2 ’-NO2-C6H4) -Thienyl-2
101 4- (4 '-CN-CéMj-Thienyl-2
102 4- (3 '-CN-C6H4)-Thienyl-2
103 4- [2’-CN-C4H4) -Thienyl-2
104 4- [4'-C1-CôH4) -Thienyl-2
105 4- í3'-Cl-CgH4) -Thienyl-2
106 4-(2'-ci-c4h4j-Thienyl-2
107 Thienyl-3
108 5-CH3-Thieny1-3
109 5-CfiHs-Thienyl-3
110 5- (4 - -CHj-CflU > -Thienyl-3
111 5- í3'-CH3-CíH4)-Thienyl-3
112 5-12' -CHj-CjH4 ) -Thienyl-3
113 5- (4 '-CHjO-CíH, 1 -Thienyl-3
114 5- {3' -CH3O-CgHí} -Thienyl-3
115 5- {2 ’ -CH3O-CíH4 ) -Thienyl-3
116 5- (4'-NO2-C6H4)-Thienyl-3
117 5- (3'-NO2-C«H4) -Thieny 1-3
118 5- (2 '-NO2-CéH4>-Thienyl-3
119 5- (4 '-CN-C4H4)-Thienyl-3
120 5- (3' -CN-C«H4) -Thienyl-3
121 5-(2’-CN-C4H4)-Thienyl-3
122 5- (4 ' -Cl-C6H4)-Thienyl-3
123 5-Í3‘-C1-C6H4)-Thienyl-3
124 5- (2 1-C1—C4H4)-Thienyl-3
125 Pyrazolyl-4
126 N-CHj-Fyrazolyl-í
127 N-c4Hs-Fyrazolyl-4
128 N- (4 -ch3-Céh4 } -Pyrazolyl-4
129 N- (3 ‘ -CH3-C4H4) -Pyra201y 1-4
130 N- (2' -CH3-C4H4) -Pyrazolyl-4
131 N- (4 '-CH3O-C4H4)-Pyrazoly 1-4
132 N- (3' -CH3O-C6H4 > -Pyrazolyl-4
133 N- (2' -CH3O-C6H41 -Pyrazolyl-4
134 N- (4' -NO2-C4H4) -Pyrazolyl-4
Číslo B
171 3- (2 '-NO2-CgH4) -Isoxazolyl-5
172 3- (4'-CN-C4H4) -Isoxazolyl-5
173 3- (3 ’-Qi-CeH4l -lsoxazolyl-5
174 3- (2' -CN-CgHx 1 -lsoxazolyl-5
175 3- (4' -Cl-C^) -Isoxazolyl-5
176 3- (3 ’-Cl-Cetq) -Isoxazolyl-5
177 3- (2' -Cl-CaH<) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CHj-4-Chlori»ôxazôlyl-5
180 3-C6Hs-4-Chlorisoxazolyl-5
161 3- (4' -CH3-CeH4) -4-Chlorisoxazoly 1-5
182 3- (3' “CH3-C4H4} -4-chlorlsoxazoly1-5
183 3- (2' -CH3-CgH4) -4-Chlorisoxazclyl-5
184 3- (4' -CH3O-C6H4)-4-Chlorisoxazoly1-5
185 3- (3· -CH3O-C6H4)-4-Chlorisoxazoly 1-5
186 3- (2 · -CH3O-CeH4) -4-Chlorisoxazolyl-5
187 3- (4' -NO2-CeH4) -4-Chlorisoxazolyl-5
188 3- (3'-NO2-CgH4)-4-Chlorisoxazolyl-5
189 3- (2' -NO2-C&H4) -4-Chlorisoxazolyl-5
190 3- (4 ·-CN-C4H4)-4-Chlorisoxazoly 1-5
191 3- (3'-CN-C4H4 >-4-Chlorisoxazolyl-5
192 3- (2’-CN-CtHaí-4-Chlorisoxazoly 1-5
193 3- (4 ’-Cl-C4H4)-4-Chloriaoxazolyl-5
194 3- (3 ,-Cl-CeH<)-4-Chlorisoxa2olyl-5^
195 3-(2’-Cl-CeK<)-4-Chlorisoxazoly 1-5 '
196 Isoxa2olyl-3
197 5-CHj-I s oxazoly 1-3
198 5-C6H$-Isoxazolyl-3
199 5- (4' -CH3—C$H4} -Isoxazolyl-3
200 5- (3 ’-CH3-C$H4) -isoxazolyl-3
201 5- (2' -CH3-C6M4) -isoxazolyl-3
202 5- (4 '-CHjO-c6H4 I -lsoxazolyl-3
203 5- (3 '-ch3o-c$h4 )-isoxazolyl-3
204 5- (2' -CH3Q-C6H4) -Isoxazolyl-3
205 5- (4 ’ -N02-C4h4 ) - lsoxazolyl-3
206 5- (3'-NOj-Cgiq)-Isoxazolyl-3
Číslo B
207 5-(2 '-NO2-C6H4} -Isoxazolyl-3
208 5-(4'-CN-CfiH4)-Isoxazolyl-3
209 5-(3'-CN-CýMí)-Isoxazolyl-3
210 5-12'-CN-C4H4) -Isoxa2olyl-3
211 5-(4’-Cl-C6H4) -Isoxazolyl-3
212 5-(3’-Cl-CíH4)-lsoxazolyl-3
213 5-[2'-C1-C4H4) -Isoxazolyl-3
214 IsothiazDlyl-5
215 3-CHj-lsothiazolyl-5
215 3-CÉH5-isothiazolyl-5
217 3-(4'-CH3-CeH4)-lsothiazolyl-5
213 3-(3'-CHj-CgHí)-Isothiazolyl-5
219 3- 12 '-CH3-C6H4) -Isothiazolyl-5
220 3-(4'-CH3O-C6H4)-isothiazolyl-5
221 3-(3’-CHjO-CsHJ-Isothíazclyl-5
222 3-(2'-CHjO-C6H4)-Isothiazolyl-5
223 3-(4'-NO2-C6H4) -Isothiazolyl-5
224 3- (3 '-N02-C6H4)-Isothiazolyl-5
225 3- (2 '-NO2-C6H4) -Isothiazolyl-5
226 3-14'-CN-C{H4)-Isothiazolyl-5
227 3-13’-CN-C£H4)-Isothiazolyl-5
228 3-12'-CN-CfiH4)-Isothiazolyl-5
229 3- 14'-C1-C6H4I-Isothiazolyl-5
230 3-(3'-C1-C«H4) -lsothiazolyl-5
231 3-(2'-C1-C«H4) -Isothiazolyl-5
232 0xa2olyl-4
233 2-CHj-Oxazolyl-4
234 2-C6H5-Oxa2olyl-4
235 2- (4'-CHj-C6H4 ) -Oxazolyl-4
23 5 2- (3 '-CH3-C6H4) -Oxazolyl-4
237 2- (2'-CH3-C6K4) -Oxazolyl-4
23B 2-(4 '-CH3O-C4H4) -Oxazolyl-4
239 2-13' -ch3o-c6h4 J -oxazolyl-4
240 2- (2 ’-CH3O-C6H() -Oxazolyl-4
241 2-14' -NO2-C6H4) -Oxazoly 1-4
242 2- (3 '-NO2-C5H41 -Oxazolyl-4
číslo E
279 3- (2 · -NO2-CSH4) -N-CH5-I, 2,4-Triazolyl-5
280 3-(4'-CN’C6H4)-N-CH3-l,2,4-Triazolyl-5
281 3-(3 '-ΟΝ-£δΗ4)-N-CHi-1,2,4-Triazolyl-5
282 3- (2 ’ -CN-C6«4 )-N-CH3-l, 2,4-Triazolyl-5
283 3- (4 ’ -CI-C6H4 )-N-CH3-l,2, 4-Triazolyl~5
284 3- (3 · -Ci-CeH4) -N-CH3-1,2,4 -Triazoly 1-5
285 3- (2 r-Cl-CeH4) -N-CHj-l, 2,4-Triazolyl-5
285 1,3,4-Oxadiazoly 1-2
2B7 5-CH3-I,3,4-Oxadiazolyl-2
288 S-CjHs-l,2,3-Oxadiazolyl-2
289 5-(41-CH3-C6H41-1,3,4-0xadiazolyl-2
29C 5- (3' -CH3-CÉH4 1-1,3,4-Oxadiazoly1-2
291 5-(2'-CH3-C6H<1-1,3,4-Oxadiazoly1-2
292 5- (4' -CH3O-C6H4} -1,3,4-Oxadiazolyl-2
293 5- 13 - -CHjO-CíH, 1-1,3,« -Oxadiazoly 1-2
294 5- (2 '-CH3O-C5H4)-i, 3, 4-Oxadiazolyl-2
295 5- (4' -NO2-CeH4 )-1,3,4 -Oxadiazoly 1-2
296 5- (3 ' -NO2-C6H4)-1,3,4-0xadiazolyl-2
297 5- (2 '-NO2-C6H<}-1,3,4-Oxadiazoly 1-2
298 5-14' -CN-cťH4 )-1,3,4-Oxadiazoly1-2
299 5-13' -CN-CéH4 )-1,3,4-Oxadiazolyl-2
300 5- 12' -CN-C£H4 )-1,3,4-Oxadiazolyl-2
301 5- (4 ’-Cl-C4H4 )-1,3.4-Oxadiazoly1-2
302 5- (3 '-Cl-CtHi )-1,3.4-Oxadiazoly1-2
303 5- (2 '-Cl-CtH4 )-1,3,4-Oxadiazolyl-2
304 1,2,4-Oxadiazolyl-3
305 5-CH3-l,2,4-Oxadiazolyl-3
306 5-CéHs-I,2,4-Oxadiazolyl-3
307 5- ! 4 ' -CH3-C6H41-1,2,4-Oxadiazoly1-3
308 5- (3' -CHj-Cety) -1,2,4-Oxadiazol.y 1-3
309 5- (2 '-CHj-CeHí) -1,2,4-Oxadíazolyl-3
310 5-(4'-ch3o-c6h4)-1,2,4-Oxadiazoly 1-3
311 5- [3'-CHjO-Cefy )-1,2,4-Oxadiazolyl-3
312 5- 12 ·-CH3O-CeH4 )-1,2,4-Oxadiazoly 1-3
313 5- [ 4' -NO2-C6H<1-1,2,4-Oxadiazolyl-3
314 5- (3 ' -NO2-C6H<1-1,2,4-Oxadia2olyl-3
Číslo E
243 2- (2' -NO2-C6H4)-Oxazolyl-4
244 2- (4' -CN-C6Hí ) -Oxazolyl-4
245 2- (3' -CN-C«Hí ) -Oxazolyl-4
246 2- (2' -CN-CgHj; -Oxazolyl-4
247 2- {4 -C1-C6H4} -Oxazolyl-4
24B 2- (3' -Cl-CgH4) -Oxažolyl-4
249 2- (2 '-Cl-CeH; J -Oxazolyl-4
25D Thiazolyl-4
251 2-CHj-Thiazolyl-4
252 2-C£H5-Thiazolyl-4
253 2- (4' -CH3-C6H4) -Thiazolyl -4
254 2- (3 ·-CH3-C6H4)-Thiazolyl-4
255 2-(2 ·-CH3-C6H4)-Thiazolyl-4
255 2-(4 ’-CH3O-C6H4)-Thiazolyl-4
267 2-(3 ’-CH3O-C«H4) -Thiazolyl-4
258 2- í2 '-CH30-CgH4)-Thiazolyl-4
259 2- (4 -NO2-CsH4) -Thiazolyl-4
250 2- (3 ' -NO2-C$H4 J -Thiazolyl-4
251 2-f2 '-NO2-C6H4) -ThĹa201yl-4
262 2-(4 '-CN-CeH4}-Thiazolyl-4
263 2- (3 ’ -CN-CEH4)-Thiazolyl-4
254 2-12’ -CN-CsHi) -Ihiazoly 1-4
265 2-(4'-Cl-CeH4)-Thiazolyl-4
266 2- (3 ' -C1-C«H4) -Thiazolyl-4
257 2-(2 '-C1-C$H4)-Thiazolyl-4
268 N-CH3-l,2,4-Tríazolyl-5
269 3-CH3-N-CH3-l,2,4-Triazolyl-5
270 3-C6Hs-N-CH3-1,2.4-Triazolyl-5
271 3- (4 ' -CH3-C£H4) -N-CH3-1,2,4-Triazolyl-5
272 3- (3 ’-CH3-C6H4) -N-CH3-1.2,4-Triazolyl-5
273 3 - {2 ’ -CH3-C&H4} -N-CH3-1,2,4-Triazoly 1-5
274 3-(4 '-CHjO-C{H4)-N-CH3-1,2,4-Triazolyl-5
275 3- < 3'-CH3O-C6H4) -N-CH3-1,2,4-Triazoly1-5
276 3- (2 '-CH3O-CeH4)-N-CH3-l,2,4-Triazolyl-5
277 3- (4 ’ -NO3-CíH< ) -N-CB3-1,2,4-Triazoly 1-5
278 3- (3 ’ -NO2-CsH4 ) -N-CH3-1,2,4-Triazolyl-5
Číslo B
315 5- Í2 ’ -NO2-CSH4 )-1,2,4-0xadia2Olyl-3
316 5- (4 ’ -di-C«H4 )-1,2,4-Oxadiazoly 1-3
317 5- (3 ’ -CN-C«H4 )-l, 2,4-Oxadiazoly 1-3
318 5- (2' -CN-CfcH4 )-1,2,4-Oxadiazoly 1-3
319 5- (4' -Cl-CeHí }-l, 2,4-Oxadiazoly1-3
320 5- (3 1-1.2.4-Oxadiazoly1-3
321 5- (2 '-C1-C«H4) -1.2.4-Oxadiazoly 1-3
322 1,2,4-Oxadiazoly1-5
323 3-CHj-l,2.4-Oxadiazolyl-5
324 3-CeHs-l,2,4-Oxadiazolyl-5
325 3- (4 '-CH3-CsH4) -1,2,4-Qxadia2olyl-5
326 3- (3' -CH3-C6H4)-1,2,4-Qxadia2olyl-5
327 3-(2 *-CHj-C$H4)-1,2,4-Oxadiazoly 1-5
328 3- (4 ’-CH3O-C6H4) -1,2,4-Oxadiazolyl-5
329 3- (3' -CH3O-CtH4 )-1,2,4-Oxadiazoly1-5
330 3-(2 ’-CHjO-CtB4)-l,2,4-Cxadiazolyl-5
331 3- (4 ' -NO2-C4H4) -1,2,4-Oxadiazolyl-S
332 3- (3 ’ -NO2-CjH4 )-1,2,4-Oxadíazolyl-5
333 3- (2 ' ·ΝΟ2<4«41-1,2,4-0xadíazoiyl-5
334 3-14’ -CN-CeH4 )-1,2,4-Oxadiazolyl-5
335 3— (3' -CN-C6K4} -1,2,4-Oxadiazolyl-5
336 3- (2' -CN-C$H4 )-1,2,4-Oxadiazolyl-5
337 3- (4 ' -C1-C6H4 )-1,2,4-Oxadiazoly 1-5
338 3- (3 ‘ -Cl-CsH4 >-l, 2,4-Oxadiazolyl-5
339 3- (2' -Cl-C6«4 )-1,2,4 -Oxadiazolyl-5
340 l,2,4-Thíadlazolyl-3
341 5-CH3-l, 2,4-Thiadiazoly 1-3
342 5-CíHs-l, 2,4-Thiadiazolyl-3
343 5- (4 ' -CH3-C4H4 )-1,2,4-Thíadiazolyl-3
344 5- (3 ’ -CH3-CtH4 )-1,2,4-Thiadiazolyl-3
345 5- (2' -CH3-C«H4 )-1,2,4-Thi adiazolyl-3
346 5- (4' -CH3OCéH4 ) -1,2,4-Thiadiazolyl-3
347 5-(3'-CH3O-CíH4 )-1,2,4-Thiadiazoly 1-3
348 5- (2 '-CH3O-CsH4 )-1,2,4-Thiadiazolyl-3
349 5- (4 '-NO2-C4H4) -1,2,4-Thiadiazoly 1-3
350 5- (3 ' -NO2-CíH4 >-1,2,4-Thiadiazolyl-3
Číslo B
351 5-(2'-NC2-C6H4 )-1,2,4-Thiadiazoly1-3
352 5-(4'-CN-C6H4 )-1,2,4-Thiadiazolyl-3
3S3 5-(3'-CN-CgH^ 1-1,2,4-Thiadiazoly1-3
354 5-< 2'-CN-C6H4)-1,2,4-Thiadiazoly1-3
355 5-(41-C1-C6H4 )-1,2,4-Thíadiazolyl-3
356 5-(3-Cl-CgH4)-1,2,4-Thiadiazolyl-3
357 5-(2'-Cl-¢6¾)-1,2,4-Thiadiazolyl-3
35B 1,3,4-Thiadiazolyl-2
359 5-CHj-l, 3, 4-Thiadiazolyl-2
360 5-CjHs-l,3,4-Thiadiazoly1-2
361 5- (4'-CH3-C6H4 )-1,3,4-Thiadiazoly1-2
362 5-13' -CH3-CéH4 )-1,3,4-Thiadiazoly1-2
363 5- {2 '-CHj-CíHi) -1,3,4-Thiadiazoly 1-2
364 5- (4' -CH3O-C6H4 )-1,3,4-Thiadiazolyl-2
365 5-(3'-CH3O-C«H4 )-1,3,4-Thiadiazolyl-2
366 5-(2'-CH3O-CťH41-1,3,4-Thiadiazolyl-2
367 5- (4 '-NO2-CťH4) -1.3,4-Thiadiazoly1-2
368 5-13' -N02-C(H.) -1,3,4-Thiadiazoly 1-2
369 5- (2 ' -NO2-CíH4) -1,3,4-Thiadi.azol.yl-2
370 5-(4'-CN-C5H4)-1.3,4-Thiadiazolyl-2
371 5-(3'-CN-C6H4}-l,3,4-Thiadiazolyl’2
372 5-(2'-CN-CgH4)-l,3,4-Thiadiazolyl-2
373 5-(4'-CI-C6H4 )-l, 3,4-Thiadiazolyl-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 Pyridazir.yl-2
381 Pyrimidiryl-4
382 Pyrimidinyl-S
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl
386 2-Naftyl
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-Brj
34 2,3.4,5,6-Br5
35 2-J
36 3-J
37 4-J
38 2,4-Jj
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-C1, 4-Br
60 3-C1, 5-Br
61 3-F, 4-C1
Tabuňca 19
I; R1 * CHj, Z > CHj
II: Hl « CHj-CHj, Z -CHj II1S R* - CHj, Z · CjHs IV: R1 - CH2-CH3, Z « CjHs V: R' » CHj, Z · NHCHj
VI: R1 » CHj-CHj, Z - NHCHj
Číslo
1 H
2 2-F
3 3-F
4 4-F
5 2.4-F2
6 2,4,6-Fj
7 2,3,4,5,6-Fg
8 2,3-Fj
9 2-C1
10 3-C1
11 4-C1
12 2,3-Cl2
13 2,4-Cl2
14 2,5-Clj
15 2.6-C12
16 3.4-C12
17 3,5-Clj
18 2,3,4-Clj
19 2,3,5-Clj
20 2,3,6-clJ
21 2,4,5-Clj
22 2,4,6-Clj
23 3.4,5-Clj
24 2,3,4,6-C14
25 2,3,5,6-Cl4
Číslo Xm
62 3-F, 4-Br
63 3-Br, 4-C1
64 3-Br, 4-F
65 2,6-Cl2, 4-ΒΓ
66 2-CHj
67 3-CH3
68 4-CH3
69 2,3-(CHj)2
70 2,4-(CHj) 2
71 2,5-(CHj)j
72 2,6-(CH3)2
73 3,4- ICH3) 2
74 3,5-(CH3>í
75 2,3,5-(CHj) 3
76 2,3,4-(CHj)j
77 2,3,6-(CHj)3
78 2,4.5-(CHj)3
79 2,4,6-(CHj) 3
80 3,4,5-(CHj)j
61 2,3,4,6- (CHj) 4
62 2,3,5,6- (CH3)4
83 2,3,4,5,6-(CHj)5
84 2-C2H5
85 3-č2H5
86 4-C2Hj
87 2,4-(C2H5)3
88 2,6-(C2Hj)2
89 3,5-(C2H5)2
90 2,4,6- (C2H5)3
91 2-n^C3H7
92 3-a-C3H7
93 4-11-C3H7
94 2-1-C3H7
95 3-í-CjH,
96 4-Í-C3H7
97 2,4-(Í-C3H7)2
Číslo
98 2.6-(í-CjH?)2
99 3. 5-(Í-C3H7)2
100 2,4,6- li-CjH?)3
101 2-S-C4H9
102 3-S-C4H9
103 4-S-C4H9
104 2-t-C4Hs
105 a-t-CxHg
106 í-t-CíKs
107 2.3-(t-C4H9) 2
108 2,4-(2
109 2,5-(t-C4H9)3
110 2,6-[t-C4H9)2
111 3, 4-(t-C4H9)2
112 2, 4,6-(t-C4H?)3
113 4-n-C9Hj9
114 4-n-Ci2H25
115 4-n-CisHji
116 4-(1,1,3,3-Tetranechylbutyl)
117 4-(2,4,4-Trimethylpropyl)
118 2-t-C4H9, 4-CHj
119 2-t-C4H9, 5-CHj
120 2.6-Ít —C4H9)2,4CH3
121 2-CHj, 4-t-C4H9
122 2-CH3, 6-t-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CHj, 5-Í-C3H7
125 3-CH3, 4-Í-C3H7
126 2-1-C3H7, 5-CHj
127 2,4-(t-C4Hs)2, 6-Í-C3H7
128 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CE3
132 2-cyklo-C(Hu
133 3-cyklo-c6Hn
Číslo X.
170 4-O-Í-C3H7
171 2-O-n-CSHi3
172 3-O-n-CeHu
173 4-O-n-C$Hi3
174 2-0-n-CBHn
175 3~O—ft-CaHn
176 A-O-xv-CbH·^
177 2-O-CH2C6Hs
178 3-O-CH2C6Hs
179 4-O-CH2C4Hs
180 2-O- (CH2) 3C6H5
181 3-O- (CH2) 3C6H5
182 4-O-(CH2) 3CfiH5
183 2,4-(OCH3)2
184 2-CFj
185 3-CFj
186 4-CF3
187 2-OCF3
188 3-OCFj
189 4-OCF3
190 3-OCK2CHF2
191 2-N02
192 3-NCj
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-CHj, 6-C1
201 2-CHj. 3-F
202 2-CH3, 4-F
203 2-CH3. 5-F
204 2-CHj, 6-F
205 2-CHj, 3-Br
Číslo X»
134 4-cyklo-CjHji
135 2.4-(cyklo-CíHu)2. 6-CK,
136 2-CMj, 4-cyklo-CíHu
137 2-CHj-CéHs
138 3-CH2-CeH5
139 4-CH2-C6H5
140 2-CH2-C6H5( 4-CH3
141 2-CH3/ 4-CH2>CíH5
142 2-C6H5
143 3-CsHs
144 4-C6H5
145 4-I2-í-C3H7-C£H4)
146 4-C6H5, 2,6-tCH3Í2
147 2-Cl, 4-C6H5
148 2-Br. 4-C4H5
149 2-C6H5, 4-Cl
150 2-C5H5, 4-Br
151 2-CH2CÉH5, 4-Cl
152 2-CH2C€H5, 4-Br
153 2-Cl. 4-CH2C6H«
154 2-Br, 4-CH2C4Kí
155 2-cyklo-CeHii, 4-Cl
156 2-cyklo-C6Hn, 4-Br
157 2-Cl, 4-cykXo-CsHii
158 2-Br, 4-cykla-CgHjj
159 2-OCHj
160 3-OCH3
161 4-OCH}
162 2-DCjHs
163 3-O-C2H5
164 4-O-C2H5
165 2-O~n-C3H7
166 3-O~n-C3H7
167 4-D-n-CjHi
168 2-Oi-C3H7
169 3-O-í-C3H7
Číslo X*
206 2-CH3, 4-Br
207 2-CJij, 5-Br
208 2-CHj. 6-Br
209 2-Cl. 3-CHj
210 2-Cl, 4-CH3
211 2-Cl, 5-CH3
212 2-F. 3-CHj
213 2-F, 4-CH3
214 2-F. 5-CHj
215 2-Br, 3-CHj
216 2-Br. 4-CHj
217 2-Br, 5-CH3
218 3-CH3. 4-Cl
219 3-CH3, 5-CJ
220 3-CH3, 4-F
221 3-CH3. 5-F
222 3-CHj, 4-Br
223 3-CH3. 5-Br
224 3-F, 4-CH3
225 3-C1. 4-CHj
226 3-Br, 4-CH3
227 2-Cl. 4,5-(CH3)j
228 2-Bi, 4.5-<CH3>j
229 2-Cl, 3,5-(CH3l2
230 2-Br. 3,5-(CH3|j
231 2.6-Cli. 4-CHj
232 2,6-F;, 4-CH3
233 2.6-ΒΓί, 4-CHj
234 2,4-Br2. 6-CHj
235 2,4-Fj, 6-CH3
236 2,4-Br2. 6-CH3
237 2,6-(CH3)2. 4-F
230 2.6-(CH3)2, 4-Cl
239 2,6-tCH5)2, 4-Br
240 3.5-(CH3)s. 4-F
241 3,5-(CH3)2, 4-Cl
Číslo Xm
242 3.5-(CH3)2. 4-ΒΓ
243 2.3,6-(CH3)j, 4-F
244 2,3,6-ÍCH3)j, 4-CL
245 2,3,5- (CH3) j. 4-Br
246 2.4-(CH3J2< 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-NOj, 4-C1
252 2-OCHj, 5-NOj
253 2,4-Cl2. 5-NOj
254 2,4-Cl2. 6-NOj
255 2,6-Cl2, 4-NOj
256 2,6-Br2, 4-NO2
257 2,6-J2, 4—NQ2
258 2-CH3, 5-Í-C3H7, 4-C1
259 2-CO2CH3
260 3-CO2CH3
261 4-CO2CH3
262 2-CO2(C3H5í
263 3-CO2<CjH5)
264 4-Cp2(C2H5l
265 2-CO2(n-C3H7)
266 3-COj!n-C3H7)
267 4-CO2(n-C3K7l
268 2-CO2(i-C3H7)
269 3-COj(Í-C3H7)
270 4-CO2(í-C3H7)
271 2-CO2(n-CeHjp
272 3-CO2(Q-CíHij )
273 4-co2{n-CeH13)
274 2-CH2-DCHj
275 3-CH2-XH3
276 4-CHž*OCHj
277 2-CH3O(C2H5)
Číslo Xn
314 2-Cl-4-CH3-CH(CH3)-CO
315 2,5-Cl2-4-CHO
316 25-CI2-4-CH3-CO
317 2,5-Cl2-4-CH3-CH2-CO
318 2.5-C12-4-CHj-CH2-CH2-CO
319 2,5-CI2-4-CH3-CH ÍCH3)-CO
320 2-CleNOCH3)-CH3
321 3-C(«NOCH3)-CH3
322 4-C(mNOCHj)-CHj
323 2-C(=NOCjH5)-CH3
324 3-C (xNOCjHb)-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-CjH7) -CHj
329 2-C(»NO-i-C3H7)-CH3
330 3-C(-NO-i-C3H7l-CH3
331 4-CE=NO-í-C3H7)-CH3
332 2-Cl*NO-Allyl>-CH3
333 3-C(zNO-Ailyi)-CH3
334 4-C(=NO-Allyl)-CHj
335 2-C(«ΝΟ-trans-Chlorallyl)-CH3
336 3-c(«NO-trans-chlorallyl)-CH;
337 4-C (sNO-trans-Chlorallyl) -CH3
33B 2-C(sNO-Proparoy1)-CH3
339 3-Ct =NO-Propargyl)-CH3
340 4-c(sNC-Propargyl)-CH3
341 2-C(=NO-n-C4Hsl-CH3
342 3-C[=NC-n-C4H9) -CH3,
343 4-Cl=NO-n-C4H9)-CH3'
344 2-CtxNO-CH;-CsHs>-CH;
345 3-C (=NC— CH;-C6HS)-CH;
346 4-C(=NO-CH2-CeH$)-CH3
347 2-CHj-4-CHsNOCH3
348 2-CH3-4-CH«NOC2Hs
349 2-.CH3-4-CHsNO-n-C3H7
CípIq Xm
278 3-CH2OIC2Hs)
279 4-CH2O(C2Hj)
280 2-CH20tn-C3H?)
281 3-CH2O(n-CjH7)
282 4-CH2O(n-C3H7)
283 2-CH20li-C3H7)
284 3-CH2O(i-CjH7)
285 4-CH20ll-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CHj
291 4-CO-CH3
292 2-CO-CH2-CHj
293 3-CO-CHj-CHj
294 4-CO-CHí-CHj
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CHj-CH3
298 2-CO-CMICH3)-CHj
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-CHj-CH3-CO
304 2-Me-4-CH3-CH3-CH2-CO
305 2-Me-4-CHi-CH(CH3)-CO
306 2,5-Me2-4-CHO
307 2, 5-MÔ2-4-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
Číslo Xn
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-CHsNO-Propargy 1
354 2-CK;-4-CHsNO-n-C<Hs
355 2-CH3-4-CHsNO-CH2-C6H5
356 2-CH3-4-(CH3-C»NOCH3)
357 2-CH3-4-(CH3-C8NOC2H5)
358 2-CH3-4- (CH3-C»NO-n-C3H7)
359 2-CH;-4- (CH;-C«NO-1-C;H;)
360 2-CH;-4-(CH;-C=NO-Allyl)
361 2-CH3-4- (CH3-C=NO-txans-Chlorallyl)
362 2~CH3-4-(CH3-C«NO-Propargyl)
363 2-CH;-4- (CHj-CriJO-n-CjH,!
364 2-CH;-4- (CH;-C=HO-CH;-C(Hs)
365 2-CH;-4-(C;Hs-C.NO-CH;)
366 2-CH3-4-(C2H5-C«NO-C2K5)
367 2-CH;—4— <C2Hs-C.NO-n-C;H7>
368 2-CHj-í- !C2H5-CaNO-i-C3H7)
369 2-CH3-4-(C2H5-C=NO-Allyl)
370 2-CH3-4 - (C2H5-C=NO-crans-Chl oral ly 1)
371 2-CH3-4- (C2H5-C=NO-Propargyl}
372 2-CK3-4- X2H5-CaNO-n-C4Rs)
373 2-CH3-4- {C2H5-C«NO-CHj-C6H5>
374 2,5- (CH3} 2-4- (CH3-C=NOCH3)
375 2.5- (CH; 1 ;-4 - (CH;-C=SOC;Hs 1
376 2,5- (CH3) 2-4- (CH3-CsNO-n-C3K7)
377 2,5- (CH;>2-4-(CH;-C=NO-1-C;H7>
37B 2,5- {CH3 Jí-4-(CM3-C»ND-Allyl)
379 2,5-(CHj)2-4-lCH3-C=NO-trans~Chlorallyl)
380 2,5- ICHj) 2-4- (CH3-C«NO-Proparyl)
381 2,5- ICH3) 2-4- (CHj-C=NO-n-C4H8)
382 2.5- ICH;) 2-4- (CH;-C.NO-CH;-CeHs 1
383 2-C(H5
384 3-C6H5
385 4-C6H5
čislo χ»
306 2-(2'-F-C6H4)
387 2-(3'-F-C6H4)
388 2-(4--F-CgH4)
389 3-(2'-F-C6H4)
390 3-(3'-F-CsH4)
391 3-[4 ’-F-C5H4)
392 4-(2’-F-C6H4)
393 4-(3 '-F-CjH4)
394 4-(4'-F-C6H4)
395 2-(2’-Cl-C4H4)
396 2-(3'-C1-CéH4)
397 2-141
398 3-(2'-C1-C6H4)
399 3-(3'-Cl-C6H4l
400 3-|4'-Cl-C6H4)
401 4 -(2'-C1-C6H4)
402 4-(3'-C1-C6H<)
403 4-{4'-C1-C6H4)
405 2-(2' -CHj-CeHJ
406 2-(3*-CH3-C6H4)
407 2-(4'-CH3-C6H4)
408 3-(2‘-CH3-C6M4)
409 3-(3 ’-CHj-CeH,)
410 3-(4 '-CH3-C6H4)
411 4-{2'-CH3-C6H4)
412 4-(3'-CH3-CgH4)
413 4-(4 - -CHj-C6H<)
414 2-(2'-CH3-CO-CgH4)
415 2-(3'-CH3-CO-CéH4)
416 2-(4'-CH3-CO-CéH4)
417 3-(2'-CH3-CO-CgH4)
418 3-(3'-CH3-CO-C8H4)
419 3-(4 ’-CH3-CO-CéH4)
420 4-(2’-CH3-CO-CéH4)
421 4-(3 '-CHj-CO-CéH, 1
422 4-(4--0(3-00-06¾)
Čislo
459 2-(2-NC-CíH4 }
460 2- (3' -NC-CeH4)
461 2-(4’-NC-C5H4)
462 3- (2' -NC-C6H4)
463 3- (3'-NC-C6H4)
464 3-(4'-NC-CsH4)
465 4-(2 '-NC-C4H4)
466 4-(3'-NC-C4H4)
467 4-(4 '-NC-CjH4)
468 2-!2·-CFj-C6H4 )
469 2- (3 --CF)-CgH<)
470 2- (4'-CF3-C6H4)
471 3- 12 ‘-CFj-CsHí)
472 3-(3' -CF3-C6H4)
473 3-(4'-CF3-C6H4)
474 4-(2 ’-CF3-C6H4)
475 4- (3 ’-CF3-C6H4)
476 4-(4 ’-CFj-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-C4H4)
481 3-O-(2'-F-C6H4)
482 3-0-(3'-F-CgH;)
483 3-O-(4'-F-C$H4)
484 4-O- U’-F-CsH, 1
485 4-O-(3’-F-C«H4)
486 4-O-(4'-F-C6H4)
487 2-O-(2'-Cl-CtH4)
488 2-O-(3'-Cl-C6H4)
489 2-O-<4'-C1-C6H4}
490 3-0- (2’-Cl-C6H4)
491 3-O-(3'-Cl-CeH4)
492 3-O-(4'-Cl-CtH4)
Číslo Xm
423 2-{2'-(CHj-C[ sNCAllyl)) -C6H4)
424 2- (3' - (CH3-C («NOAllyl)) -CgH4)
425 2- (4'- íCH3-C(sNOAllyl))-C6H<)
426 3- í 2' - (CH3-C1 sNOAllyl}} -C4H4 )
427 3-(3'- ICH3-Cl=NOAllyl))-C8H4)
428 3- 14 ' - ICH,-C 1 =NOAllyl I) -CSH, >
429 4-(2 '-(CH3-C (sNOAllyl) > -C4H4)
430 4-(3 (CHj-C (=NOAllyl)) -C6H< 1
431 4 - (4 ' - (CH3 -C (=NCAllyl)) -CtH4)
432 2-(2'-CH3O2C-C6H4)
433 2-(3'-CH3O2C-C6H4>
434 2-(4'-CHjOjC-CjHíI
435 3- (2 '-0Η3020-0δΗ4)
436 3-(3'-CH3O2C-C6H4)
437 3-(4 '-CH3O2C-C6H4)
43 B 4- (2 '-CHjO2C-C6H4)
439 4-[3 ’-CHjO2C-C4H4)
440 4- (4 '-CHj02C-C6H4)
441 2- (2 '-CH3O-CgH4)
442 2-(3'-CHjO-CgHi)
443 2- (4'-CH3O-CgH4)
444 3- (2'-CH3O-C6H4)
445 3-(3'-CH3O-CeH4)
446 3-(4'-CH3O-C6H<)
447 4-(2'-CH3O-CíH4 )
448 4-(3 '-CH3O-C«H4)
449 4-(4 '-CH3O-C6H4)
450 2- (2 '~O2N~C6H4)
451 2-|3'-O2N-CgHJ
452 2- 14 '-O2N-C6H4)
453 3- 12 '-O2N-C6H4)
454 3-13 '-O2N-CgH4)
455 3-(4'-O2N-C6H4)
456 4- (2 ’-O2N-C$H4)
457 4-(3'-O2N-CgH4)
458 4-(4'-O?N-C6H4)
Číslo x«
493 3-O-(4’-Cl-C4H4)
494 4-O- (2--01-06¾)
495 4-O-(3'-Cl-C«K4)
496 4-O-(4'-Cl-C6H4)
497 2-0-(2’-CHj-Cífy)
498 2-O-(3 1-CH3-C4H4)
499 2-0 (4 ’-CH3-C4H4)
500 3-O-(2 *-CH3-C4H4)
501 3-0-(3’-CH3-C4H4)
502 3-O-(4'-CH3-CjH4 )
503 4-O- (2' -CH3-CťH4)
504 4-O- (3'-CH3-CťK4)
505 4-O-(4'-CH3-CjH4)
506 2-O- (2 '-CH3-CO-C4H4)
507 2-O-(3'-CH3-CO-C6H4)
508 2-O- (4'-CH3-CO-C6H4)
509 3-O- (2 '-CH3-CO-C6H4)
510 3-0-(3'-CH3-CO-C6H4)
511 3-0-(4'-CH3-CO-C6H4)
512 4-O-(2'-CH3-CO-CeH4)
513 4-O-(3 ‘-CH3-CO-C$H4)
524 4-0-(4'-CH3-CO-CgH<)
515 2-0- (2 (CHj-C(sNCAllyl)) -C4H4)
516 2-0- (3(CH3-C (rfiDAllyl)) -CtH4)
517 2-0- (4 ' - (CH3-C (sNOAllyl)) -CíH4 J
518 3-0- (2 ‘ - (CH3-C (sNCAllyl)) -C4H4)
519 3-0- (3 * - (CK3-C (sNOAl ly 1)) -C4«4)
520 3-0-14(CH3-C (aNOAllyl) )-C4H4)
521 4 -O- í 2 ' - (CH3 -C (sNCAllyl)) -CtH< >
522 4-0- (3 !CH3-C(«NOAllyl)) -CťH4)
523 4-0-14~(CH3-C(sNOAllyl))-C8H4)
524 2-0- (2 '-CHaChC-CgHí)
525 2-ο-(3’-οη3ο2ο-οβη4)
526 2-0- (4 '-CHjOjC-C6H4)
527 3-0-(2'-CHjO3C-C4H4)
528 3-0- (3--CW3O2C-C6H4)
číslo X»
529 3-0-(4’-CHj02C-CeH4)
530 4-0-(2’-CHjOjC-Cfilfy)
531 4-0-(3 '-CH3O2C-C6H4)
532 4-O-|4'-CHjO2C-C6H4)
533 2-0- (2 ’-CHjO-CeH*)
534 2-0-(3'-CHjO-CsHi)
535 2-0-(4'-CH3O-C6H4)
536 3-0-(2'-CHjO-C«H4)
537 3-0-(3'-CH3O-C6H4)
53 B 3-0-(4 '-CHjO-CjHf)
539 4-O-(2'-CH3O-C6H4)
540 4-0-(3'-CH3O-C6H4)
541 4-0-(4'-CH3O-C#4)
542 2-0-(2 '-O2N-C5H4)
543 2-0-(3'-O2N-C5H4)
544 2-0-(4--0^-0^1
545 3-0-(2'-O2N-C6H4}
546 3-0-(3 '-O2N-C«H4I
547 3-Ο(4'-02Ν-0ίΗ4)
548 «-O-ď-OjN-CeJU
549 4-O-(ľ-O3N-CtH4)
550 4-0-(4 ’-O3N-C4H4)
551 2-O-(2'-»C-C6M4>
552 2-O-(3'~NC-C«H4>
553 2-0-(4'-NC-C6H4)
554 3-O-(2'-HC-C6H4)
555 3-O-(3'-NC-C*H4J
556 3-O-(4'-WC-CeH4)
557 4—0-(2'-NC-C5H4)
558 4-0-(3'-NC-CgHj)
559 4-0-(4'-NC-C6H4)
560 2-0-(2'-CFj-CgHí)
561 2-0- O'-CFj-Cí^}
562 2-O-(4'-CF3-C#M
563 3-O-(2'-CF3-CeH4)
564 3-O-(3'-CF3-C$H4)
Číslo X«
601 3-Isoxazolyl-5'
502 4-l8ox»2olyl-3'
603 4-Isoxazolyl-4'
604 4-Isoxazolyl-5'
605 2-lsothiazolyl-3'
606 2-lsothiazolyl-4'
607 2-IsoEhiazolyl-5'
608 3-laothiazolyl-3’
609 3-IsoChiazolyl-4'
610 3-l6ochiazolyl-5'
611 4-Isothiazolyl-3'
612 4-lsothiazolyl-4 *
613 4-lsochiazolyl-5'
614 2-lmidazolyl-ľ
615 2-lmidazolyl-2*
616 2-Imidazolyl-4'
617 3-Imídazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-ľ
621 4-Imidazolyl-2’
622 4-lmidazolyl-4‘
623 2-Oxazolyl-2'
624 2-Oxazolyl-4 ’
625 2-0xazoiyl-5'
526 3-Oxazolyl-2’
627 3-Oxazolyl-4’
628 3-Oxazolyl-5'
629 4-0xazolyl-2'
630 4-Qxazolyl-4'
631 4-0xa201yl-5'
632 2-Thiazolyl-2'
633 2-Thiazolyl-4'
634 2-Thiazolyl-5'
635 3-Thiazolyl-2*
636 3-Thiazolyl-4*
Číslo X®
565 3-0-(4’-CFj-CíH^)
566 4-0- (2 ’-CFj-CŕHi)
567 í-O-U'-CFj-CŕHí)
568 4-0-(4'-CFj-CgHí)
569 2-Pyridyl-2'
570 2-Pyrídyi-3'
571 2-Pyridyl-4*
572 3-PyrWyl-2'
573 3-Pyridyl-3'
574 3-Pyridyl-4 ’
575 4-Pyridyl-2'
57 6 4-Pyridyl-3’
577 4-Pyridyl~4 ’
578 2-Pyrimidinyl-2·
579 2~Pyriftidinyl-3 ’
580 2-Pyxímidinyl-4'
581 J-Pyriinidinyl-2'
582 3-Pyrímidiayí-3'
583 3-Pyríwidi»yl-4'
584 4-pyriwidinyl-2'
585 4 - Py x ireid iny 1-3'
586 4-pyrimidioyl-4·
587 2-pyra201yl-ľ
588 2-pyrazolyl-3'
5B9 2-Pyrazolyl-<'
590 3-Pyra201yl-ľ
591 3-Pyrazolyl-3‘
592 3-PyrazolyW
593 4-Pyraxolyl-ľ
594 4-Pyrazolyl-3'
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 2-isoxazolyl-4'
598 2-lsoxazolyl-5'
599 3-Ieoxazolyl-3'
600 3-Isoxazolyl-4*
Číslo Xb
637 3-Thiazolyl-5'
63 B 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
Tabuíka 20
I: R· * CHj, Z = CHj
II · R1 « CH2-CH3, Z »CKj XXI: R1 ’ CHj, Z - C2H5 IV: R1 s CH3-CH3, Z « C2H5 V: Rl = CHj, Z = NHCHj
VI: R- = CH2-CMj. Z > NHCHj
číslo B
1 Pyrrolyl-3
2 N-CHj-Pyrrolyl-3
3 N-CeHs-Pyrrolyl-3
4 N- (4 -CHj -C4H41 -Pyrrolyl-3
5 N- (3 ’-CHj-CtH41 -Pyrrolyl-3
6 N- (2'-CHj-CíHJ-Pyrrolyl-3
7 N-(4'-CHjO-C6H4)-pyrrolyl-3
8 N- (3 '-CHjO-CeHí j -Pyrrolyl-3
9 N- (2 ’ -CEjO-CíHi ) -Pyrrolyl-3
10 N- (4 '-NO2-C4H4) -Pyrrolyl-3
13 N- (3' -NOj-CjH*) -Pyrrolyl-3
12 N- (2' -NOj-CíHí J -Pyrrolyl-3
13 N- <4 ‘ -CN-C^) -Pyrrolyl-3
14 N- (3' -CN-C6H4) -Pyrrolyl-3
15 N-12·-CN-C6K4 >-Pyrrolyl-3
16 N-(4'-Cl-C<H41-Pyrrolyl-3
17 N-(3'-C1-C«H4)-Pyrrolyl-3
18 N-(2'-Cl-C6H4)-Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3~Pyrrolyl-2
21 N-CeHj-Pyrrolyl-ž
22 N- (4 '-CHj-CeH*) -Pyrrolyl-2
23 N- (3 *-CHj-CíH4) -Pyrrolyl-2
24 N- (2 '-CHj-CíHJ -Pyrrolyl-2
25 N- i4'-CHjO-c<H4 i -pyrrolyl-2
26 N- (3 '-CH3Q-C4H41 -Pyrrolyl-2
Číslo B
27 N- (2 ‘ -CH5O-C6H4) -Pyrrolyl-2
28 N- {4 '-NO2-C6H4) -Pyrrolyl-2
29 N- {3 ’ -NO2-CeH< J -Pyrrolyl-2
30 N- (2 '-NO2-C6H<)-Pyrrolyl-2
31 N- (4 --CN-CtfU -pyrrolyl-2
32 N- !3 '-CN-CťH4}-Pyrrolyl-2
33 N- {2 ’-CN-C4H4)-Pyrrolyl-2
34 N- í 4 '-C1-C4H<)-pyrrolyl-2
35 N- (3 '-Cl-CM) -pyrrolyl-2
36 N- (2' -C1-C6H4 >-Pyrrolyl-2
37 Fúry 1-2
3B 5-CH3-Furyl~2
39 5-C6H5-Puryl-2
40 5- (4 '-CH3-CÍH4) -Furyl-2
41 5-(3'-CH3-C4H4)-Furyl-2
42 5- l2*-CH3-CsH4)-Furyl-2
43 5- (4 ’-CH3O-C4H4)-Puryl-2
44 5- (3'-CH3O-C6H4) -Furyl-2
45 5- (2'-CH3O-C5H4)-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-CsH<)-Furyl-2
50 5- (3’-CN-CgH»)-Furyl-2
51 5- (2' -CN-CíH4 ) -Furyl-2
52 5- (4'-Cl-CfiH|)-Furyl-2
53 5- (3 '-Cl-CeHi) -Fúry 1-2
54 5-U'-Cl-C6Hť)-Furyl-2
55 4-CH3-Furyl-2
56 4-C6Hs-Furyl-2
57 4- {4 ’-CHj-CeHí) -Furyl-2
58 4- (3 ‘ -CH3-CfiH<) -Furyl-2
59 4- (2' -CHi-CtH,) -Furyl-2
60 4- (4 ' -CH3O-CBH4) -Furyl-2
61 4- (3 · -CK3O-CBH4) -Furyl-2
62 4- (2'-CH3O-C6H4)-Furyl-2
číslo B
99 4-(3'-NOj-C 6h4 ) -Thieny1-2
100 4- (2' -NOj-Cíty} -Thienyl-2
101 4- f 4' -CN-CíHi > -Thienyl-2
102 4-(3'-CN-CíH4 ) -Thienyl-2
103 4- (2 '-CN-CeHJ-Thienyl-a
104 4- (4 '-Cl-C4H4)-Thienyl-2
105 4-(3’-Cl-C^)-Thienyl-2
106 4- {2 '-CI-C6H4} -Thienyl-2
107 Thienyl-3
108 5-Ck3-Thienyl-3
109 5-CeHs-Thienyl-3
110 5- (4 '-CH3-C6H4) -Thienyl-3
111 5- l3'-CH3-C€H4)-Thienyl-3
112 5- {2'-CH3-CeH4)-Thíenyl-3
113 5- 14 '-CF;O-C£H()-Thlonyl-3
114 5- í3 · -CH30-C6H4) -Thienyl-3
115 5- !2‘-CHjO-C6H4)-Thxenyl-3
116 5- <4 · -NOj-CtHt) -Thienyl-3
117 5-13' -NOj -C6H 4} -Thi eny 1- 3
118 5- (2' -NO2-C6H4) -Thienyl-3
119 5- (4' -CK-CeH*} -Thienyl-3
120 5r <3' -CN-CéH4 } -Thienyl-3
121 5- (2 · -CN-CeHi) -Thienyl-3
122 5- (4 ’ -ci-ctfu} -Thienyl-3
123 5- (3' -Cl-CfiHi) -Thienyl-3
124 5- (2' -CI-C6H4) -Thienyl-3
125 Pyrazolyl-4
126 n-CH3-Pyrazolyl-4
127 N-CgHj -Pyrazolyl-4
128 N- (4 ’ -CH3<6H4) -pyrazclyl-4
129 N- (3' -CH3-C6H4) -Pyrazolyl-4
130 N- (2 ’ -CH3-C6H4) -Pyrazolyl-4
131 N- (4 * -CH3O—C5H4 )-Pyrazolyl-4
132 N- (3' -CH3O-C5H4)-pyrazolyl-4
133 N- (2 ’ -CK3O-CsH4) -Pyrazolyl-4
134 N- (4'-N02-C6H4)-Pyrazolyl-4
Číslo B
63 4-(4’-NO2-C4H4)-Fuxyl-2
64 4- (3 ' -NO2-C«H4} -Furyl-2
65 4-(2 1-NO2~CBH4 í-FUXyl-2
66 4-{4'-CN-C5H4)-Furyl-2
67 4-(3 '-CN-C5H4)-Fliry 1-2
68 4-(2‘-CN-C5H4)-Furyl-2
69 4- (4 ‘ -C1-C6H4) -Furyl-2
70 4- (3' -C1-C4H4) -Fúry 1-2
71 4-(2'-CI-C4H4)-Furyl-2
72 Thíenyl-2
73 5-CH3-Thienyl-2
74 5-C6Hs-Thienyl-2
75 5- (4' -CH3-C6H4) -Thienyl-2
76 5- ! 3 '-CH3-C6H4)-Thienyl-2
77 5- (2 ‘-CHj-Cgfy)-Thienyl-2
78 5- (4 · -CH3O-C6H4) -Thienyl-2
79 5- (3 '-CH3O-C6H4>-Thienyl-2
80 5- (2 '-CH3O-C6H4) -Thienyl-2
SI 5- (4 ’ -NO2-C6H4) -Thienyl-2
82 5- (3' -NO2-C6H4) -Thienyl-2
83 5- (2 '-NO5-C6H4) -Thienyl-2
84 5- (4 '-ČN-C6H4)-Thienyl-2
85 5- 13 '-CN-C<H4) -Thienyl-2
86 5- (2 '-IľN-CeH4)-Thienyl-2
87 5-(4'-C1-C«H4)-Thienyl-2
B8 5-(3 *-C1-C6H4)-Thienyl-2
89 5-(2'-CI-C6H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 í-CgHs-Thienyl-í
92 4- <4'-CH3-Č6H41-Thienyl-2
93 4- (3 ' -CH3-CéH4) -Thienyl-2
94 4- (2' -CH3-CeH4) -Thienyl-2
95 4-14' -CH3O-C6H4) -Thienyl-2
96 4-13' -CH3O-C6H4) -Thienyl-2
97 4 - (2' -CH3O-C6H4) -Thienyl-2
98 4 -14' -NO2-C«H4) -Thienyl-2
číslo B
135 N- (3' -NO2-C5H4} -Pyrazolyl-4
136 N-(2'-N02-Č6H4)-Pyrazolyl-4
137 N-(4 '-CN-C4H4)-Pyrazolyl-4
138 N- (3' -CN-CeH4)-Pyrazolyl-4
139 N- (2'-CN-CgH4)-Pyrazolyl-4
140 N-(4'-cl-CfiH4)-Pyrazolyl-4
141 N-(3'-C1-C6H4)-Pyrazolyl-4
142 N-t2'-C1-C6H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-Č6H5-N-Methylpyrazolyl-4
145 3-(4 ’-CH3-C$H4) -N-Hethylpyrazolyl-4
146 3-(3 '-CH2-CíH4)-N-Hethylpyrazolyl-4
147 3- (2 '-CH3-Ce>l4>-N-Methylpyrazoly 1-4
148 3 - (4 ' -CH3O-CjH4 ) -N-Methylpyrazoly 1-4
149 3-(3 '-CH3O-CéH4 )-N-Methylpyrazoly 1-4
150 3- (2 ' -ch3O-CíH4 ) -N-Mechylpyrazolyl-4
151 3- (4 '-NO2-CíH4) -N-Mechylpyrazolyl-4
152 3- (3 ' -NO2~CjH4 1 -N-Met.Tylpyrazolyl-4
153 3- (2 '-NO2-CÍH41 -N-Methylpyrazolyl-4
154 3-(4’-CN-CglU)-N-Methylpyrazolyl-4
155 3- (3' -CN-C6H4) -N-Methylpyrazoly1-4
156 3 - (2' -CN-Cgfy) -N-Methylpyrazoly 1-4
157 3- (4 ' -C1-CíH4) -N-Methylpyrazoly 1-4
158 3- (3 '-CI-C6H4)-N-Methylpyrazoly 1-4
159 3- (2 '-CI-C6H4)-N-Methylpyrazolyl-4
160 lsoxa2Olyl-5
161 3-CH3-Isoxazolyl-5
162 3-CsHs-Isoxazolyl-5
163 3-(4'-CH3-C4H4) -Isoxazolyl-5
164 3- (3' -CH3-C4H4) -lsoxazolyl-5
165 3 — (2' -CH3-CeH4} -Isoxazolyl-5
166 3- (4' -CH3o-C6H4 } -lsoxazolyl-5
167 3- (3' -CH3O-CaH<} -lsoxazolyl-5
168 3- (2' -CH3O-C6H<) -lsoxazolyl-5
169 3- (4' -NOj-C^ I-lsoxazolyl-5
170 3- (3' -NO2—C4H4) -Isoxazolyl-5
číslo B
171 3-42' -NO2-CŕH<) -Isoxazolyl-5
172 3- (4’-CN-CtfM-l8Oxazolyl-5
173 3-(3'-CN-C6H4)-Isoxazolyl-5
174 3- (2' -CN-CgH<) -Isoxazolyl-5
175 3-44’ -Cl -CUi4) -Isoxazolyl-5
176 3-(3’-Cl-CŕH4)-Isoxazolyl-5
177 3- (2 '-Cl-CjH4>-lsoxazolyl“5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-CgHs-4 -Chlcrisoxazolyl-5
181 3*44' -CH3-C4H4 ) -< -Chlorisoxazolyl-5
182 3-43' -CH3-C6H<) -4-Chlorisoxazolyl-5
183 3- (2'-CH3-C6H4)-4-Chlorísoxazolyl-5
164 3- (4 ’ -CHjO-CeHJ -4-Chlorieoxazolyl-5
165 3-(3 '-CH3O-C6H4)-4-Chlorisoxazolyl-5
186 3- (2' -CH3O-CÍH4 J -4“Chlorisaxazolyl-5
167 3- (4' ~NO2—C4H4) -4-Chlorisoxazolyl-5
188 3- (3 ’ -NO2-CeH4) -4-Chlorisoxazolyl-5
189 3- 42 ‘ -NO2-C«H4) -4-Chlorisoxazolyl-5
190 3- (4' -04-C$K4)-4-Chlorisoxazolyl-5
191 3- (3 '-OÍ-CsKíl-i-ChlorisoxatolyL-S
192 3- 42' -CN-C&H4)-4-Chlorisoxazolyl-5
193 3-(4 *-Cl-C4H4)-4-Chlorisoxazolyl“5
194 3- (3 ’ -C1-C4H4) -4-Chlori soxazolyl-5
195 3- (2 ’ -Cl-C6H4)-4-Chlorisox&201yl-5
196 Isoxazolyl-3
197 5-CH]-l60xa201yl-3
19S 5-C&Hs-IsoxA2olyl-3
199 5- (4 r-CH3-CjH4)-Isoxazolyl-3
200 5-43’ -CH3-CtH41 -Isoxazolyl-3
201 5- (2' -CH3-CjH4) -Isoxazolyl-3
202 5-44 '-CH3O-CíH4!-Isoxazolyl-3
203 5- (3 ’-CH3O-C4H4) -Isoxazolyl-3
204 5- (2 ’ -CH3O-CíH4 ) -Isoxazolyl-3
205 5- (4' -NO^CjJk > -Σ soxazoly 1-3
206 5-43’ -lsoxaaolyl-3
číslo B
243 2- í2 -HOl-CeH,) -Oxazolyl-4
244 2- (4’-CN-C$H4)-OxazoLyl-4
245 2- (3 ’-CN-CsH.)-Oxazolyl-4
246 2- !2'-CN-C6H4}-Oxazolyl-4
247 2 - < 4 -Cl -C.H,1 -Oxazolyl-4
248 2- (3' -C1-C4H41 -Qxazolyl-4
249 2- ί2 '-Cl-CťH4 ) -Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2-CsH5-ThiazoIy3-4
253 2-44' - Oi3-C(H4) -Thiasolyl-4
254 2-<3'-CH3-CeH4)-Thiazolyl-4
255 2- 42 '-CH3-C6H4 > -Thiazolyl-4
256 2-(4’-CH30-C$H4)-Thiazolyl-4
267 2- <3 '-CHjO-CíH.) -Thiazolyl-4
258 2- (2 ’-CHjO-C$H4)-Thiazolyl-4
259 2-44’ -NO2-C6H4) -Thiazolyl -4
260 l-O'-NOí-CsHxí-Thiazolyl^
261 2- (2' -NO2-C6K4) -Thiazolyl -4
262 2- 44 '-CN-CéH<!-Tbiazoly 1-4
263 2- (3 ’-CN-CtRJ-Thiazolyl-4
264 2- (2' -CN-C$H<} -Thiazolyl-4
265 2- <4 · -Cl-CfiH. > -Thiazolyl-4
266 2-(3'-CI-C4H4)-Thiazolyl-4
267 2-42'-Cl-CíHŕ)-Thiazolyl-4
268 N-CH3-1,2.4-Triazoly1-5
269 3-CH3-N-CH3-1,2.4-Tria2olyl-5
270 3-C6H3-N-CH3-l ,2,4-Triazolyl-5
271 3- (4--CHj-C4Ht>rN-ai3-l,2,4-Triazoly 1-5
272 3- (3 '-CHj-CeHí) -N-CH3-1,2,4-Triazoly1-5
273 3- (2 '-CHj-CsH.) -N-CHj-1,2,4-Triazolyl-5
274 3- 44 '-CHjO-CgHí) -N-CHj-1.2.4-Triazoly 1-5
275 3- 43 '-CH3O-C6H4) -N-CHj-1,2.4-Triazoly 1-5
276 3- 42 '-CH3O-CgH4 )-N-CH3-i; 2,4-Triazolyl-5
277 3- (4NOj-CjJí4>—N-CX3—1,2.4-Triazolyl-5
278 3 - < 3' -NOj-CjH, ) -N-CBi-1.2,4 -Tziazoly 1-5
číslo B
207 5- (2 ’ -NO3-CeH4) -Isoxazolyl-3
208 5- (4' -CN-CeHj) -isoxazolyl-3
209 5- (3' -CN-CgHj )-lsoxazolyl-3
210 5- (2 *-CN-CsH,)-isoxazolyl-3
211 5-(4'-Cl-C6H4)-lsoxazolyl-3
212 5- <3' -Cl-CgH4) -Isoxazolyl-3
213 5- (2 ’-Cl-CsH, 1 -Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-IfiOtbiazolyl-5
216 3-C4H$-Isothiazolyl-5
217 3- (4'-CH3-CsN4)-Isothiazolyl-5
218 3-(3'-CH3-CťK4)-lsothiazolyl-5
219 3- (2' -CHJ-C4H4) -Isothiazolyl-5
220 3- (4' -CH3O-CjH4 1 -Isothiazolyl-5
221 3- (3 ' -CH3O-CSH4 1 -Isothiazolyl-5
222 3- (2 ’-CHjO-CsH4) -Isothiazolyl-5
223 3-(4NO2 -C μί4)-Isothiazolyl-5
224 3- (3 ’-N02-CíH4)-lsothiazolyl-5
225 3- (2' -N02-CjK4) -Isothiazolyl-5
226 3-44' -CN-C«H4) -lsothiazolyl-5
227 3- (3' -cn-CíH4 I-Isothiazolyl-5
228 3- 42' -CN-Cem) -Isothiazolyl-5
229 3- (4 '-Cl-CeHx) -Isothiazolyl-5
230 3- (3 '-CI-C6H4) -lsothiazolyl-5
231 3- (2 ‘ -Cl-CeH4)-Isothiazolyl-5
232 Oxazolyl-4
233 2-CHj-Oxazoly1-4
234 2-C6Hs-Oxazolyl-4
235 2- (4 '-CH3-CíH4) -Oxazolyl-4
236 2-13' -CH3-CsH4) -Oxazolyl-4
237 2- (2' -CH3-CeH4) -Oxazolyl-4
236 2- 44 ’ -CH3O-CíH4 > -Oxazolyl-4
239 2- (3' -Oí30-ctH4) -Oxazolyl-4
240 2- (2' -CH3O-C6H4) -Oxazolyl-4
241 2-í 4'-NO2-CíH4 )-Oxazolyl-4
242 2-43' -NO2-CjH4 ) -Oxazolyl-4
číslo B
279 3-12* -NO2-CfiH4) -N-CH3-1,2,4-Triazolyl-5
280 3-44' -CN-CíH4) -N-CK3-1,2.4-Triazolyl-5
281 3-43' -CN-C4H4) -N-CH3-1,2,4-Triazolyl-5
282 3-(2'-CN-CíH4)-N-CH3-1,2,4-Triazolyl-5
283 3- (4 '-C1-CíH4) -N-CH3-1,2,4-TrUZ01yl-5
284 3- (3 '-C1-CíH4 ) -N-CHj-l, 2,4-Triazolyl-5
285 3-(2'-C1-C4H4)-N-CH3-1< 2 ,4-Triazolyl-5
286 1,3,4-Oxadiazoly1-2
237 5-CH3-1,3.4-Oxadiazolyl-2
2B8 5-C4H5-l, 2,3-Oxadiazolyl-2
289 5-14 ’-CHj-CgHi )-1,3,4-Oxadiazoly 1-2
290 5-! 1 '-CH3-C6H4 )-1,3,4-Oxadiazolyl-2
291 5- (2 ’-CHj-CeHí )-1,3,4-Oxadiazoly 1-2
292 5-44' -CH3O-CeH4 )-1,3. 4-Oxadiazoly 1-2
293 5- 13 ’-CHjO-Cgfy)-1,3.4-oxadiazolyl-2
294 5- (2 '-CH3O-C6H4 )-1,3,4-Oxadiazolyl-2
295 5- (4 '-NO2-CeH4)-l,3,4-Oxadiazolyl-2
296 5-t3’-NO2-CsH4)-l,3,4-Oxadiazolyl-2
297 5- (2 ’ -NO2-CsH4 )-1,3,4-Oxadiazoly 1-2
298 5- (4 · -CN-C6H4 )-1,3,4-Oxadiazoly 1-2
299 5-43' -CN-C«H4 )-1,3,4-Oxadiazoly 1-2
300 5- í2 ’-CN-CgHí) -1,3,4-Oxadiazoly 1-2
301 5-44’ —Cl—CjH4 )-1,3,4-Oxadia2olyl-2
302 5- (31-C1-C4H4 )-1,3,4-Oxadia2olyl-2
303 5-(2'-C1-C6H< 1-1.3,4-Oxadiazoly1-2
304 1.2.4-Oxadiazoly1-3
305 5-CHj-l,2,4-Oxadiazolyl-3
306 S-CjHj-l ,2,4-Oxadiazolyl-3
307 5-44 ’-CHj-CeHí5-1.2,4-Oxadiazoly 1-3
303 5- <3 *—CHj-CjHi )-1,2,4-Oxadiazoly 1-3
309 5- Í2 '-CH3-C6H4)-1,2,4-Oxadiazoly 1-3
310 5- ! 4' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
311 5-43'-CHjO-C6H4)-l, 2. 4-Oxadiazolyl-3
312 5-42' -CH3O-C6H4 )-1,2,4-Oxadiazoly 1-3
313 5-(4'-N0j-c6h4 )-1,2,4-0xadia2Olyl-3
314 5-43' -NO2-C íH4 )-1,2,4 -Oxadiazoly 1-3
Tabulka 21
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Číslo B
315 5- (2 ’ -NOj-CíHmI -l. 2.4-Oxadiazolyl-3
315 5- (4' -CN-CgH4 )-1,2,4-Oxadiazoly 1-3
317 5- (3' -CN-CgN*)-!, 2,4-Oxadiazolyl-3
31» 5-{2’-CN-C8H<)-l,2,4-Oxadia2Olyl-3
319 5- < 4* -C1-CSH4 )-1,2,4-Oxadiazoly1-3
320 5-13' -Cl -cťH4 )-l, 2t4-Oxadiazolyl-3
321 5- (2 ’-Cl-CgHí )-l, 2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazoly1-5
323 3-CH j-1.2,4-Oxadiazolyl-S
324 3-CsHs~l.2,4-Oxadiazolyl-S
325 3- (4' -CK3-CtH4 )-1,2.4-Oxadia2clyl-5
326 3- (3' -CHj-CgH<) -1.2,4-Oxadiazolyl-5
327 3- (2' -CHj-CgHt) -1,2,4-Oxadiazolyl-S
328 3- (4 '-CHjO-CjH4) -1.2,4-Oxadiazolyl-S
329 3- (3 ’ -CH3o-C«H4 )-1,2,4-Oxadiazolyl-S
330 3- [2' -CH3D~C4H4) -1,2,4-Qxadiazolyl-S
331 3-{4' -W2-C«H4> -1,2,4-CKadiazolyl-S
332 3- (3 * -NO2-CÍH4) -1,2,4 -Oxadiazoly 1-5
333 3- (2' -NO2-C6H4 )-1,2, 4-Oxadiazolyl-S
334 3- (4' -CN-c6H4 )-1,2,4-Oxadiazolyl-S
335 3- (3 ’-CN-CsHí )-1.2.4-Oxadiazoly 1-5
336 3- (2 ’ -CN-C«H4 )-1.2,4-Oxadiazoly 1-5
337 3-(4’-Cl-C6H«)-l,2,4-Oxadiazolyl-5
33B 3- (3 '-Cl-CeHí )-l, 2,4-Oxadiazoly 1-5
339 3- (2 ’-Cl-CtIU )-1.2,4-Oxadiazoly 1-5
34C 1,2,4-Thiadiazolyl-3
341 5-CHj-1,2,4-Thi.adiazoly 1 -3
342 5-C6Hs-1.2,4-Thiedíazalyl-3
343 5- (4 * -CH3-C«H< )-1,2,4-Thiadiazoly 1-3
344 5- (3 ’ -CH3-c6k< 1-1,2,4-Thladiazolyl-3
345 5- (2' -CHrCeHí 1-1.2,4-Thiadiazolyl-3
346 5- (4' -CH3O-C6H4 )-i, 2,4-Thiadiazolyl-3
347 5- (3 · -CH3O-CsH. 1-1,2,4-Thiadiazolyl-3
348 5- (2--CH3O-C6lto-l,2. ä-Thiadiazolyl-3
349 S-U’-NOz-CsH.l-l.aM-Thiadiarolyl-í
350 5-13 '-NOj-CsH. 1-1,2,4-Thladiazolyl-3
Číslo B
351 5- (2 ’ -NOj-CgHi )-1,2,4-Thiadiazclyl-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-Thiadiazoly1-3
355 5-(4'-Cl-CgHi)-1,2,4-Thiadiazolyl-3
356 5-(3'-C1-C6H4) -1,2,4-ThíadÍazolyl-3
357 5-(2’-Cl-CgHí )-1,2,4-Thiadiazoly1-3
358 1,3,4-Thiadiazolyl-2
359. 5-CH3-l,3,4-Thiadiazolyl-2
350 S-CgHj-l, 3,4 -Thiadiazolyl-2
361 5- (4' -CH3-íC6H4 )-1,3.4-Thiadiazclyl-2
362 5-0 ’ -CHj-CéH4 )-1,3,4-Thiadiazolyl-2
363 5- (2' -CH3-C6H4 )-1,3,4-Thiadiazolyl-2
364 5- (4 ' -CH3O-CgH< )-1,3.4-Thiadiazoly1-2
365 5- (3' -CH3O-C6H4) -1,3,4-Thiadiazolyl-2
366 5- (2 ’ -CH3O-C6H4 )-1.3,4-Thiadiazolyl-2
357 5- í 4' -N0:-C6H41-1.3,4-Thiadia201yl-2
368 5- (3' -NO2-C6H41-1,3.4-Thiadiô201yl-2
359 5- (2' -NO2-CgH41 -1,3,4-Thiadiazolyl-2
370 5- (4' -CN-C6H4 )-1,3,4-Thiadiazoly 1-2
371 5- O' -CN-C4h4 )-1,3,4-Thiadiazoiyl-2
372 5- (2' -CN-CeH. >-1,3,4 -Thiadiazolyl-2
373 5- (4 '-Cl-CjJU) -1,3.4-Thiadiazoly 1 -2
374 5- (3 ’-Cl-C6H4 )-1,3,4-Th.iadiazol.yl-2
375 5-(2'-CL-C5H4 )-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
3B3 Pyrimidinyl-2
384 Pyrldyl-3
Čis Z/ttčenina ‘H-NMR (ppm) T.t.
1 A ^CHj ° 0 3,7 (s,široký,3H) 1,2 (s,široký,3H)
2 ςν X. ^CHj O 3.75 (¢. 3H); 1.2 (t, 3H)
3 CHj .L O 3.7 (s, 3H); 1.2 (t, 3H)
4 Η*Ύ 0 0 % t CHj 3.95 (s, 3H); 3.7 (s, 3H); 1,2 {t, 3H)
5 -CHj H3C γ '•o'· O 3,6 (s. 3H>; 2,9 (d, 3H)
6 0 123
Čis. 2/ýčenina 'H-NMR (ppm) T.t.
7 Η,Ο'γ-Ο'“’ γ σ 118
8 0 α 3.7 (s, 3H); 2,55 (s.velmi široký, 2H>
Tabulka 56 vybrané fyzikálne hodnoty jednotlivých zlúčenín
Čis. Xp T.t. (•C) 'H-NMR (ppm) nebo IČ (cn-1)
1 H 90
2 2-CH3 80
3 2,5- (CHj) 2 101
4 2-CH3-4-C(CHj) «N-OCHj 3,95 (S, 3H); 3,65 (s, 3H) j 2,9 (d, 3H)
5 2.5-(CHj)2’4-C(CHj)=NO-Allyl 3,65 (s, 3H); 2,9 (d, 3H)
Tabuľka 22
Tabuľka 23
I: R1 = CHj, Z = CHj
II; R1 = CHí-CHj, Z «CHj III: R1 « CHj, Z = C2H5 IV: Rl = CH2-CHj, Z = C2H5 V: R1 = CHj, Z = NHCHj
VI: R1 = CHj-CHj. Z = KHCM3
číslo x Z λ
1 H CHj -CH2O-
2 H CHj “CHjO-N=C(CH])-
3 H CHj -CH=CH-
4 H NH; -CH2O“
5 H nh2 -CHjO-NsCÍCHj)-
6 H nh2 -CHsCH-
7 H N (CHj} 2 -CH2O-
8 H N(CHj)2 -CH20-N=C(CHj)-
9 H N(CHj) 2 -CH«CK-
10 H cci3 -CH2O-
11 H CClj -CHjO-N=C (CHj) -
12 H CClj -CHsCH-
13 H CFj -CHjO-
14 H CFj -CH2O-IUC (CHj) -
15 H CFj -CH-CH-
16 CHj CHj -CH2O-
17 CHj CHj -CH2O-N=C(CHj)-
IB CHj CHj -CH*CH-
19 CHj nh2 -CH2O-
20 CHj NH2 -CH2O-N=C (CHj)-
21 CHj nh2 -CH«CH-
22 CHj N(CH3>2 -CH2O-
23 CHj N(CH3>2 -CH2O-N=C(CHj)-
24 CHj N(CH3)í -CH «CH-
25 CHj CClj -CH2O-
26 CHj CC13 -CH2O-N-C (CHj)-
Číslo X z A
27 CHj CClj -CH«CH-
28 ch3 CFj •ch2o-
29 ch3 cf3 -CH20-N=C(CHj)-
30 CKj CFj -CH=CH-
31 Cl CHj -CH20-
32 Cl ch3 -CH2O-N-C(CH3)-
33 Cl CHj -CH=CH-
34 Cl nh2 -ch2o-
35 Cl nh2 -CH20-N«C(CHj)-
36 Cl nh2 -CH-CH-
37 Cl N(CHj>2 -ch2o-
38 Cl N (CHj) 2 -CH2O-N«C(CH3)~
39 Cl NICHjJí -CH=GH~
40 Cl CC13 -ch2o-
41 Cl CClj -CH2O“NsC(CH3)~
42 Cl CClj -CHsCH-
43 Cl CFj -ch2o-
44 Cl CFj -CH2O-NsC{CK3)“
45 Cl CFj -CHsCH-
Číslo B
1 2-Pyridyl
2 3-Trifluormethyl-2-pyridyl
3 5-Trifluormechyl-2-pyridyl
4 3,5-Bis-(crlfluormethyl)-2-pyridyl
5 3,5-Dichlor-2-pyridyl
6 3-Chlor-5-trifluormethyl-2-pyridyl
7 3,5-D:.chlor~2-pyridyl
8 2-Chlór —4-trif luormethylf enyl
9 2-Benzothiazolyl
10 5-Chlór—4-methyl-2-benzimidazolyl
11 2-Benzoxazolyl
12 l-Methyl-5-tririuonuethyUnl.- dazo(5,4-a?-pyridín-2-y2
13 5-Chlor—2-pyrind diny1
14 4-Mechyl -5-fenyl-2-thiazolín-2-yl
15 4-Mechyl -5-fenyl-2-oxazalin*2-yl
16 7-Trifluonnethyl-4-chinolinyl
Príklad 10 N-(2,6-Dimetylfenyl)-N-metoxykarbonyl-0-metylhydroxy-lamín (tabuľka 30, číslo 1)
a) N-(2,6-Dimetylfenyl)-N-metoxykarbonylhydroxylamín
K 11,3 g (80 mmol) N-2,6-dimetylfenylhydroxylamínu (vyrobený analogicky ako opísal Bamberger a kol. v Ann. Chem. 316. 278 /1901/) a 12,5 g (90 mmol) uhličitanu draselného v 30 ml metylénchloridu sa pri teplote 0 až 50 °C prikvapká 7,0 g (70 mmol) metylestru kyseliny chlórmravčej. Všetko sa mieša pri teplote 0 až 5 °C počas 30 minút, nerozpustná tuhá látka sa odfiltruje a filtrát sa odparí za zníženého tlaku. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 1,4 g (7,2 mmol) zlúčeniny pomenovanej v nadpise, vo forme tmavého oleja. Výťažok zodpovedá 9 % teórie.
'H-NMR (CDClj): 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-Dimetylfenyl)-N-metoxykarbonyl-O-metylhydroxylamín (tabuľka 7, číslo 1)
Zmes 1,4 g (7,2 mmol) N-(2,6-dimetyl)-N-metoxykarbonylhydroxylamínu (príklad la), 1,3 g (9 mmol) uhličitanu draselného a 10 g (8 mmol) dimetylsulfátu v 10 ml acetónu sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa potom zriedi metylénchloridom a rozmieša v zriedenom roztoku amoniaku. Napokon sa fáza oddelí a organická fáza sa extrahuje ešte dvakrát vodou. Organická fáza sa vysuší síranom horečnatým a odparí. Odparok sa čistí stĺpcovou chromatografiou so zmesou cyklohexánu a etylacetátu ako elučným činidlom. Získa sa 1,2 g (6 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 83 % teórie. Teplota topenia: 81 °C.
'H-NMR (CDClj): δ 7,1 (m, 3H, fenyl), 3,75 (široký s, 3H, 2 x OCHj), 2,3 (s, 3H, CHj) ppm.
Zodpovedajúcim spôsobom sa môžu vyrobiť zlúčeniny uvedené v nasledujúcich tabuľkách. Zlúčenina vzorca (I), číslo 1 z tabuľky 24, číslo 1 má napríklad tento vzorec
N— O— CHj
COOCHj (zlúčenina vzorca (I), číslo 1, tabuľka 1)
Tabulka 24
a I: r· = ch3 , b II: = CH2-CH3 .
C III: R! = CH3 , *=C1 b IV: Rt = CHj-CHj , X=C1
Číslo Tir,
1 E
2 2-F
3 3-F
4 4-F
5 2.4-F2
6 2,4,6-Fj
7 2,3,4,5,6-F5
8 2.3-F2
9 2-Cl
10 3-C1
11 4-Cl
12 2.3-C12
13 2,4-Cl2
14 2,5-Cl2
15 2,6-CIi
16 3,4-Cl2
17 3,5-Cl2
18 2,3,4-CIi
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cl3
23 3,4,5-Cla
24 2,3,4,6-Cl.
25 2,3,5,6-Cl.
26 2,3,4,5,£-Cls
číslo Tn
27 2-Br
28 3-Br
29 4-Br
30 2,4-Brz
31 2,5-Br2
32 2,6-Br2
33 2,4,6-Brj
34 2. 3.4.5,6-Br5
35 2-J
36 3-J
37 4-J
38 2,4-Jj
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
46 2-Cl, 6-Br
47 2-Br, 3-C1
48 2-Br, 4-Cl
49 2-Br, 5-C1
50 2-Br, 3-F
51 2-ΒΓ, 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-C1, 5-Br
61 3-F, 4-Cl
62 3-F, 4-Br
Číslo Tm
63 3-Br, 4-Cl
64 3-Br, 4-F
65 2,6-CIí, 4-Br
66 2-CH3
67 3-CHj
68 4-CHj
69 2,3-(CH3)2
70 2,4-(CH3)?
71 2, 5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CH3)2
74 3,5-(CH3)1
75 2,3,5-(CH3)j
76 2,3,4-ICH3)j
77 2,3,6-(CH3)3
78 2,4,5- ICH3) j
79 2,4,6-(CH3)j
BO 3,4,5-(CH3}j
BI 2,3,4. fe-(CH3)4
82 2,3, S,6-(CHj)4
83 2,3,4,5,6-(CHj)$
84 2-C2Hb
85 3-C2H5
86 4-C2H5
87 2,4-(C2H5)2
88 2,6-(C2H512
89 3,5-(C2H5|2
90 2,4,6-(C2H5)3
91 2-n-Cjh'?
92 3-n-C3H7
93 4-n-C3H7
94 2-í-CjH7
95 3-í-C3H7
96 4-Í-CjH7
97 2,4-(i-C3H7)2
98 2,6-(i-C3H7)2
Číslo Tm
99 3.5-(Í-C3H7)2
100 2,4,6-(1-C3H7) j
101 2-S-C4H5
102 3-S-C4H9
103 4-S-C4Hs
104 2-t-C4Hs
105 3-E-C4HS
106 4-t-CjHj
107 2,3-(t-C4Hg 1 j
108 2.4-(C-C4Hs 12
109 2,5-(C”C4H$) 2
110 2,6-(C-C4Hg12
111 . 3,4-(C-C4H9) 2
112 2,4,6-(t-C4Hg) 3
113 4-n-C9H39
114 4-n-C12H25
115 4-n-C15H3i
116 4-(1,1,3,3-Tet ramethylbuty1)
117 4-(2,4,4-Trimechylpropyl)
118 2-t-C4H8, 4-CHj
119 2-t-C4Hs,· 5-CHj
120 2.6-(t-C4Hg) 2, 4-CH3
121 2-CHj, 4-t-C4Hs
122 2-CH3, 6-C-CtHg
123 2-CH3, 4-Í-CjH?
124 2-CHj, 5-Í-C3H7
125 3-CHj, 4-i-CjHg
126 2-i-CjH?, 5-CHj
127 2,4-(C-C4Hg)2. 6-Í-C3H7
12 B 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C$Hjx
133 3-cyklo-CeHii
134 4-cyklo-CéHn
Číslo T*
171 2-O-n-C6Hj3
172 3-O-n-C6Hn
173 4-O-n-CgH^j
174 2-O-n-C8Hi?
175 3-0-n-C8B17
176 4-O-n-C8Hi7
177 2-O-CK2CíHs
178 3-O-CH2CíHs
179 4-O-CH2CéH5
180 2-0- (CH213C6H5
181 3-0- (CH2)3CíH5
182 4-0- (CH2) 3CeH5
183 2,4-(OCHj)2
1B4 2-CF3
1B5 3-CFj
186 4-CF3
1B7 2-OCFj
188 3-OCFj
189 4-OCF3
190 3-OCE2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CHj, 3-CI
198 2-CHj, 4-CI
199 2-CH], 5-C1
200 2-CHj, 6-C1
201 2-CHj, 3-F
202 2-CHi, 4-F
203 2-CH3. 5-F
204 2-CH3, 6-F
205 2—CHj, 3-Br
206 2-CHj, 4-Br
číslo Tr
135 2,4-(cyklo-C6H;i)2. 6-CHj
136 2-CHj. 4-cyklo-CsHn
137 2-CH2-CÍH5
138 3-CH2-CíHs
139 4-CH2-CeHS
140 2-CHj-CjHs, 4-CH3
14] 2-CH3, 4-CH2-CíH5
142 2-C6H&
143 3-C6Hs
144 4-C6Hc
145 4- (2-Í-C3H7-CéH4)
146 4-CÉH5, 2,6-(CH3)2
147 2-CI, 4-C6H5
148 2-Br, 4-C6H5
149 2-C«Hs, 4-CI
150 2-CfiH$, 4-Br
151 2-CH2CsH5, 4-CI
152 2-CH2CíHs, 4-Br
153 2-CI, 4-CH2CeH5
154 2-Br, 4-CE2CbH5
155 2-cyklo-CgHn, 4-CI
156 2-cyklo-CeHii, 4-Br
157 2-C1. 4-cyklo-CíHn
158 2-Br, 4-cyklo-CíHn
159 2-OCH3
160 3-OCH3
161 4-OCH3
162 2-OC2H&
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C3H7
166 3-O-n-C]H7
167 4-O-n-C)K7
168 2-O-Í-C3H7
169 3-O-Í-C3H7
170 4-O-Í-C)H7
číslo Tm
207 2-CH3, 5-Br
208 2-CHa, 6-Br
209 2-CI, 3-CHj
210 2-CI, 4-CHj
211 2-CI, 5-CHj
212 2-F, 3-CHj
213 2-F, 4—CHj
214 2-F, 5-CHj
215 2-Br, 3-CHj
216 2-Br, 4-CHj
217 2-Br, 5-CHj
218 3-CH3, 4-CI
219 3-CHj, 5-C1
220 3-CH3, 4-F
221 3-CHj, 5-F
222 3-CH3, 4-Br
223 3-CH3, 5-Br
224 3-F, 4-CHj
225 3-CI, 4-CHj
226 3-Br, 4-CHj
227 2-CI, 4,5-(CHj)2
228 2-Br, 4,5-(CHj)!
229 2-CI, 3,5-(CKj)2
230 2-Br, 3.5-(CH3)2
231 2,6-Cl2, 4-CHj
232 2,6-F2, 4-CHj
233 2,6-Br2, 4-CHj
234 2,4-Br2, 6-CHj
235 2,4~F2, 6-CH3
236 2,4-Br2, 6-CHj
237 2,6-(CH3)2, 4-F
238 2,6-(CHj)2, 4-CI
239 2,6-(CH3)2. 4-Br
240 3, 5-(CH3)2, 4-F
241 3,5-(CH3)2, 4-CI
242 3,5-(CH3}2, 4-Br
Číslo
243 2,3. 6-(CH3)j. 4-F
244 2,3,6-ÍCH3)j, 4-Cl
245 2,3,6-ÍCHjJj, 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*C3E7, 4-Cl, 5-CH3
250 2-C1, 4-NO2
251 2-NO2 4-Cl
252 2-OCHj, 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- 4-NO2
258 2-CH3,5-i-C3H7, 4-Cl
259 2-CO2CH3
260 3-CO2 ch3
261 4-CO2CH3
262 2-CO2(C2H5)
263 3~CC2IC2H^
264 4-CO2(C2Hs)
255 2-CO2(n-CjH7)
255 3-CO2<n-C3H7)
267 4-CO2(n-C3H7)
26B 2-coa ti-CjHt :
269 3-CO2(1-C3H71
270 4-CO2(i-C3H7)
271 2-CO2(n-CfiHl3)
272 3-CO2(n-C6H13)
273 4-CO2 (n-CgHij)
274 2-CH2-OCH3
275 J-CH2-OCK3
276 4-CK2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
Číslo Tm
315 2.5-Cl2-4-CHO
316 2,5-C12-4-CH3’CO
317 2, 5-C12-4-CHj-CH2-C0
318 2,5-C12-4-CHj-CH2-CH2-CO
319 2,5-C12-4-CHj—CH (CH3) -CO
320 2-C(=NOCHj)-CHj
321 3-C(=NOCH3)-CH3
322 4-C(sNOCH3)-CH3
323 2-C(xNOC2HS)-CH3
324 3-C(=NOC2H5)-ch3
325 4-C(sNOC2H5)-CH3
326 2-CÍ«NO-n-CjH7)-CHj
327 3-C (=NO-n-C3H7)-CHj
328 4-C(*NO-n-C3H7)-CHj
329 2-C(=NO-í-CjH7) -CHj
330 3-C(=NO-í-CjH7}-CHj
331 4-C(=NO-í-C3H7)-CHj
332 2-C l =NO-Allyl) -CHj
333 3-C(=NO-Allyl)-CH3
334 4-C(χΝΟ-Allyl)-CH3
335 2-C í BNO-trans-Chlorallyl)-CHj
336 3-C(«NO-crans-Chlorallyl)-CHj
337 4-C(=NO-trans-Chlorallyl)-CHj
338 2-C(sNO-Propargy1)-CHj
339 3-C(=NO-propargy1)-CHj
340 4-C(=NO-Propargy1)-CHj
341 2-C(«NO-n-C4H9)-CH3
342 3-C(-NO-n-C4K9)-CH3
343 4-C (=NO-n-C4H9) -CH3
344 2-C (»NO-CH2-CsK5 t -CH3
345 3-C (=NO~CH2—C5H5)—CH3
346 4-C (sNO-CH2-C6H5) “CH3
347 2-CK3-4-CH»NOCH3
348 2-CH3-4-CHsNOC2H5
349 2-CHj-4-CH=NO-n-C3H7
350 2-CH3-4-CKsNO-i-C3H7
Číslo
279 4-CH2O(C2H5)
280 2-CH2O(n-C3H?)
281 3-CHíOln-C3H?)
282 4-CH2O[n-c3H?)
283 2-CH2O(Í-C3H7)
284 3-CH2OIi-C3H7)
285 4-CH2OtÍ-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CHj
291 4-CO-CHj
292 2-CO-CH2-CH3
293 3-CO-CH2-CH3
294 4-CO-CH2-CHj
295 2-CO-CH2-CH2-CH3
296 3-CO-CH2-CH2-CHj
297 4-CO-CH2-CH2-CH3
298 2-CO-CH(CH3)-CHj
299 3-CO-CH(CHj)-CHj
300 4-CO-CH (CHj )-CHj
301 2-Me-4-CHO
302 2-Me-4—CHj-CO
303 2-Me-4-CHj-CH3-CO
304 2-We-4-CH3-CH2-CH2-CO
305 2-Me—4-CHj-CH (CHj) -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
Číslo
351 2-CH3-4-CK=NO-Allyl
352 2-CH3-4-CH=NO-(trans-Chlorallyl>
353 2-CH3-4-CHsNO-Propargy1
354 2-CH3-4'CH=NQ-n-C4H7
355 2-CH3-4-CHsNO-CH2-C6H5
356 2-CHj-4-1CH j-C =MOCH3)
357 2-CH3-4- (CH3-CxNCX:2H5)
353 2-CH3-4- (CH3-CsNO-n-C3H7)
359 2-CHj-4- (CH3-CsNO-Í-CjH7)
360 2-CH3-4-(CH3-C=NO-A11v1)
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-C4H5)
364 2-CH3-4-(CH3-C8NO-CH2-C6H$)
365 2-CHJ-4- (C2H5-C»NO-CHj)
366 2-CH3-4-(C2Hs-C8NO-C2H5)
367 2-CH3-4-{C2H5-C»NO-n-C3H7]
368 2 -CHj-4- (C2H5-C=NO-Í -C3H7
369 2-CH3-4-(C2H5-C=NO-Allyll
370 2-CH3-4~ (C2H5-C=NO-Ľrans-Chlorallyl)
371 2 -CHj-4- (C2H5-C=WO-Propargyl)
372 2-CHj-4-(C2H5-C=NO-n-C4Hs)
373 2-CH3—4— (C2Hs-C=NO-CHj-C6Hs)
374 2, 5- (CHj) 2-4-ICHj-C=NOCHj)
375 2,5-(CH3)2-4-(CH3-C=NOC2H5)
376 2, 5-ICH3)2-4-(CHj-C=NO-n-C3H7)
377 2, 5-(CH3>2-4- í CHj-C»NO-1-CjH7 )
378 2,5-(CH3) 2-4-(CHj-CaNO-Allyl)
379 2,5- ICH3) í-4- (CHj-CsNO-trans-Chlerallyl)
380 2, 5-(CH3)2-4-(CHj-C=NO-Proparyl)
381 2,5- (CH3) 2-4- (CH3-C=NO-n-C4H9)
382 2,5-(CHj) 2-4-(CHj-C-NO-CH2-CíHs>
383 2-C6H5
384 3-C6H5
385 4-C6HE
386 2-(2 *-F-C$H4)
Číslo Tm
387 2-(3 ’-F-CUM
388 2-14’-F-C&Hí)
389 3-(2'-F-C$H4)
390 3-(3’-F-C$H4)
391 3-(4*-F-C4K4l
392 4-(2'-F-C$H4)
393 4-(3’-F-C5H4)
394 4-(4’-F-CgHí)
395 2-(2'-Cl-C6H4)
396 2-(3 '-Cl-CsHJ
397 2-(4'-Cl-CéH4)
398 3-(2'-Cl-C6H4l
399 3-'3'-CI-C4H4)
400 3-{4’-Cl-C$H4)
401 4-[2'-C1-C$H4)
402 4-[3 ’-Cl-C6H4)
403 4- [4 ’-Cl—C$H4)
405 2-í 2'-CH3-C6H4)
406 2-13'-ΟΗ3-0£Η4)
407 2-(4 '-CH3-C£H4)
408 3-(2'-CH3-C4H4l
409 3-(3'-CHJ-C6H4)
410 3-,'4 '-CM3-C£H4}
411 4-(2' -CH3-C£H4)
412 4-(3·-ΟΗ3-θ684)
413 4- (4'-CH3-C$H4)
414 2-(2'-CH3-CO-CeH4)
415 2-(3' -CH3-CO-C6H|)
416 2-{4'-CH3-C0-CsH4)
417 3- (2' -CH3-CO-CfiH4)
418 3-(3'-CHj-CO-CťH4)
419 3-(4'-CH3-CO-C6H41
420 4-(2'-CH3-CO-CíH4)
421 4-(3'-CH3-CO-CíH4)
422 4-(4 '-CH3-CO-C6H4)
423 2-(2'-(CH3-C(«NOAllyl1)-CeH4)
Číslo T<n
460 2-(3'-NC-C6H4)
461 2-(4'-NC-C6HJ
462 3-(2'-NC-C6H4)
463 3-(3'-NC-C6H4)
464 3- (4' -NC-C6H<)
465 4-(2 '-NC-CíH4 )
466 4-(3’-NC-CeHí)
467 4-(4'-NC-C«H4l
468 2-(2' -CF3-C£H4)
469 2-(3' -CF3-C6H4)
470 2-(4'-CFj-C£H4)
471 3-í2'-CF3-C5H4)
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-O-(2'-F-CbH4)
479 2-0-(3 '-F-CgHU
480 2-O-(4'-F-C6H4)
481 3-O-(2'-F-C6H4)
482 3-0-(3'-F-C$H4)
483 3-O-(4'-F-C6H4)
484 4-O-(2'-F-C6H4)
485 4-O-(3'-F-C6H4)
486 4-0-(4'-F-CjH< 1
487 2-O-(2'-Cl-C6H4)
488 2-O-(3'-Cl-C6H4)
489 2-O-(4'-Cl-C6H4)
490 3-O-(2'-Cl-CeH4)
492 3-O-(3'-Cl-C$H4}
492 3-0-(4'-C1-C8H4)
493 3-O-(4'-Cl-CťH4)
číslo Tn
424 2- (3'-(C.<:-C/=NOA31yl) f-CÉH4;
425 2- (4'- (CH3-C (-NOAllyl)) -ΟβΚ4)
426 3- (2 '- ICH3-C («NOAllyl)) -C«H4)
427 3-(3'- (CH3-C («NOAllyl) ) -CsH4)
42 B 3-14'- (CH3-C («NOAllyl)) -C6H4)
429 4-12'- (CH3-C(«NOAllyl))-C«H4)
430 4- 13'- (CH3-C («NOAllyl 1) -C«H4)
431 4- l4'-(CH3-C(=NOAllyl))-C6H4)
432 2- 12 '-CH^C-CgHi)
433 2- (3CH)O2C-C£H4)
434 2- (4 '-CH3O2C-C£H4l
435 3- (2 '-CHjOaC-C6H41
436 3-(3'-CH3O2C-C6H4)
437 3- (4 ’-CH^C-C^)
438 4-|2 '-CH3O2C-C£H4 >
439 4- I3'-CHjOjC-C£H4)
440 4- 14 ·-CHjO2C-C6H4 )
441 2- <2'-CHjO-C6H4)
442 2- (3 ' -CHiO-CgHí)
443 2- (4 ’-CH3O-C6H4)
444 3-(2 ' -CHjO-C6H4 )
445 3-(3 ‘ -CH}O“CbH4 )
446 3-(4'-CH)O-C6H4)
447 4- !2 '-CH3O-CfiH4)
448 4-(3'-CHjO-CbH4 1
449 4-(4 '-CHJO-C6H4)
450 2-12'-O2N-C6H4)
451 2-(3'-O2N-C6H|l
452 2-I4'-O2»-CíJJ4)
453 3-12'-O2N-C<H<)
454 3-[3'-O2N-C6H4)
455 3-[4'-O2N-CfH4}
456 4- 12 '-O2N-C6H4 J
457 4-(3 '-OsN-CeHí)
458 4-14’-O2N-C6H4J
459 2-(2'-NC-C«H4)
Číslo Tm
494 4-O-(2'-C1-CéH4 )
495 4-0-13'-C1-C£H4)
496 4-O-14'-C1-C«H41
497 2-O-(2’-CH3-C6H4)
498 2-O-(3'-CH3-C6H4)
499 2-0-(4’-CHj-CíM4 )
500 3-O-(2'-CH3-C6H4)
501 3-O- (3 '-CH3-C6H4)
502 3-O-(4'-CHj-C6H4)
503 4-0- (2 '-CH3-CgH4)
504 4-0-(3'-CHj-C{H4)
505 4-O-!4'-CHj-C6H4)
506 2-0- 12 '-CHj-CO-C£H4)
507 2-0-13 *-CH3-CO-CgH4)
508 2-0- K CHj -CO-C> H< )
509 3-0-(2'-CH3-CO-CgH4 >
510 3-0- (3 '-CH3-CO-C6H4}
511 3-0-14'-CH3-CO-C6H4)
512 4-0- (2 ’-CHi-CO-CsH·)
513 4-0-{3·-ΟΗ3-00-06Η4)
514 4-0-(4’-CHj-CO-C4H4)
515 2-0-[2 *-(CH3-C («NOAllyl))-C6Hí)
516 2-0-(3'-(CH3-C(«NOAllyl))-C6H4)
517 2-0-(4(CH3-C(«NOAllyl))-C6H4)
518 3-0-(2(CHĺ-C(«NOAllyl))-C6H4)
519 3-0-(3 (CH3-C(«NOAllyl))-C6H4)
520 3-0- (4(CHj-C («NOAllyl))-C6H4)
521 4-0-(2'-(CHj-C(«NOAllyl))-C6H4)
522 4-0-(3 '-(CH)-C («NOAllyl J )-C6H4)
523 4-0- (4' - (CHj-C («NOAllyl)) -CeH4)
524 2-0-(2 '-CH3O2C-C5H4)
525 2-0- (3 '-CH3O2C-CeK4)
526 2-0-(4'-CH^C-CjlU)
527 3-O-(2'-CH3O2C-C6H4)
528 3-O-(3'-CHjO2C-CíH4)
529 3-0- (4 ’-CH3O2C-C6H4)
Číslo
530 4-0-(2'-CH3O2C-CčH4 1
531 4-0-(3'-CH3O2C-C$H4)
532 4-O-(4'-CHjO2C-C6H4)
533 2-0- {2 '-CH3O-C6H4)
534 2-0- (3 '-CHjO-C6H4 )
535 2-0-(4 '-CH3O-CgH4 )
536 3-0-(2'-CHjO-C6H4)
537 3-O-(3’-CH30-CíH<)
538 3-O-(4'-CH3O-C6H4)
539 4-0- (2 '-CHjO-C6H4 )
540 4-0- (3 '-CHjO-CdM
541 4-0-(4'-CH]O-C6H4)
542 2-0-(2'-OjN-Cgfy)
543 2-0-!3'-O2N-C6H4)
544 2-0-(4 '-O2N-C6H4)
545 3-0-(2 '-02N-C6H4)
546 3-0-(3'-02N-C6H4)
547 3-O-(4'-O2N-C6H4)
548 4-0-!2'-02N-C5H4)
549 4-0-(3‘-o2N-C6H<)
550 4-0-(4'-O2N-C6H4)
551 2-O-!2'-NC-CsH4)
552 2-0-(3'-NC-CíH4 )
553 2-O-l4'-NC-C6H4)
554 3-O-(2'-NC-C6H4)
555 3-O-(3'-NC-CéH4}
556 3-0-(4'-NC-C4H41
557 4-O-[2'-NC-CéH4)
5S8 4-O-(3'-NC-C6H4)
559 4-0-(4'-NC-C4H4)
560 2-O-(2'-CF)-CeH4)
561 2-O-(3'-CF3-C6H4)
562 2-O-(4’-CF3-C6H4)
563 3-O-(2'-CF3-C6H4)
564 3-0- 13 '-CF]-C6H4)
565 3-0- (4 '-CF3-C6H4)
číslo Tm
602 4-lsoxazolyl-3'
603 4-Isoxazolyl-4'
604 4-lsoxazolyl-5'
605 2-Isochiazolyl-3'
606 2-Isothiazolyl-4'
607 2-Isothiazolyl-5'
6oe 3-Isothíazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-lsothiazolyl-3'
612 4-Isothiazolyi-4'
613 4-Isothiazolyl-S'
614 2-Imidazolyl-ľ
615 2-lmidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
618 3-Imidazolyl-2'
619 3-Imidazolyl-4'
620 4-Imidazolyl-l’
621 4-ljnidazolyl-2'
622 4-Irnidazolyl-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-Th.ia201yl-4
634 2-Thiazolyl-5‘
635 3-Thia201yl-2‘
636 3-Thiazolyl-4‘
637 3-Thiazolyl-5‘
Číslo TB
566 4-0- !2 ’-CF3-C6H4)
567 4-0- (3 '-CF3-CéH4 )
568 4-O-(4'-CF3-CeHí)
569 2-Pyridyl-2’
570 2-Pyridyl-3·
571 2-Pyridyl-41
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-ΡγτίΐΓ.ίάίηγ1-2'
579 2 - Py r imi diny 1 - 3 ’
580 2-Pyrirr.idinyl-4'
581 3-Pyrimidinyl-2'
582 3-Pyrimidinyl-3'
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2'
585 4-Py r irr.idi.ny 1 - 3
586 4-Pyrirr.idinyl-4'
587 2-Pyrazolyl-l'
588 2-Pyiazolyl-3-'
589 2-Pyrazolyl-4'
590 3-Pyrazolyl-ľ
591 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyra201yl-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’
Číslo Tm
638 4-Thiazolyl-2'
639 4-Thiazolyl-4'
640 4-Thiazolyl-5'
641 2-CH3-4-(CH3-C=N-O-CH2-CH2-OCK3)
642 2-CH3-4- (C2H5-C=N-0-CH2-CH2-OCH3)
€43 2,5- (CH] 12-4- (CH3-CsN-O-CH2-CH2-OCH3)
644 2-CH3-4-(n-C3H7-C=N-OCH3)
645 2-CH3-4- (n-C3H7-C=N-OCjH$)
646 2-CH3-4-(n-C3H7-C=N-O-n-C3H7)
647 2-CH3-4- (n-C3H7-C=N-O-l-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-CeN~O-Propargyl)
651 2-CH3-4-(n-C3H7-C=N-O-n-C4H9)
652 2-CH3-4-(n-C3H7-C=N-O-CH2-CíH5)
653 2-CH3-4-(i-C3H7-C*N-0CH3)
654 2-CH3-4-(i-C3H7-C=N-OC2Hs)
655 2-CH3-4-(i-C3H7-C=N-0-n-C3H7)
656 2-CH3-4-(i-C3H7-C=N-O-í-C3H71
657 2-CH3-4-(i-C3H7-C=N-0-Allyl)
658 2-CH3-4- (i-C3H7-C=N-O-trans-Chlarallyl)
659 2-CHj-4-(i-C3H7-C=N-O-Propargyl)
660 2-CH3-4-(i-C3H7-C®N-O-n-C4Hs)
661 2-CH3—4-{i-C3H7-C=N-O-CH2-C6H5)
662 2-O-n-C4H$
663 2-0-i-C4H$
664 2-O-S-C4H9
665 2-O-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-O-n-C4Hj
673 4-O-í-C4H$
číslo Tnt
674 4-O-S-C4H9
575 4-O-t-C<H9
676 4-Heopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2Hs
679 3-CH3-4-O-n-CjH7
680 3-CHj-4-O-n-C4H9
681 3-CH3-4-O-i-C4E5
682 3-CHj-4-O-S-C4H9
683 3-CH3-4-O-t-C4H9
684 3-CH?· 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-OCHJ
690 3-CH3-S-OCH3
691 3-CH3-6-OCH)
692 4-CHj-5-O-CHj
693 4-CH3-6-O-CH3
694 4-CH3-6-OCHj
695 2-CH3-3-O-Í-C3H7
696 2-CH3-4-O-Í-C3H7
697 2-CH3-5-O-Í-CJH7
698 2-CH3-6-O-Í-Č3H7
699 3-CH3-4-O-Í-C3H7
700 3-CH3-5-O-Í-C3H7
701 3’CH3-6-O-i-CaH7
702 4-CHj-5-O-Í-CjH7
703 4-CH3-6-O-Í-C3H7
704 5-CHj-6-O-í-CjH7
705 2-C1-3-OCH3
706 2-CI-4-OCH3
707 2-CI-5-OCH3
708 2-CI-6-OCH3
709 3-Cl-4-OCH3
Číslo Tm
710 3-C1-5-OCH3
711 3-CI-6-OCH3
712 4-C1-5-OCH3
713 4-C1-6-OCH3
714 5-CI-6-OCH3
Tabuľka 25
Číslo B
28 N- (4 '-NCh-CsHJ -Pyrrolyl-2
29 N- (3' -NO2-C«H4) -Pyrrolyl-2
30 N- (2' -NO2-C4H4) -Pyrrolyl-2
31 N- (4 ’ -CN-CgHi )-Pyrrolyl-2
32 N- ť 3' -CK-C6H4) -Pyrrolyl-2
33 N-(2 ’-CN-CíHJ-Pyrrolyl-2
34 N- (4' -Cl-CgH4 )-Pyrrolyl-2
35 N- (3 '-Cl-CtHJ-Pyrrolyl-Z
36 N- (2' -C1-C6h4 )-Pyrrolyl-2
37 Fúry1-2
38 5-CH3-Furyl-2
39 5-C6Hs-Furyl-2
40 S- (4 ' -CH3-C4H4) -Puryl-2
41 5- 13 ' -CH3-C4H4) -Furyl-2
42 5-(2'-CH3-CfiH4)-Furyl-2
43 5- (4 ' -CH3O-C6H41 -Furyl-2
44 5- (3' -CH3O-C6K41 -Furyl-2
45 5- (2 '-CH3O-CeH4) -Puryl-2
46 5- (4 ' -NO2-C€H41 -Furyl-2
47 5- (3 ' -NO2-C6H4) -Furyl-2
48 5- (2 ' -NO2-C6H4 í -Furyl-2
49 5-(4'-CN-CSH4)-Furyl-2
50 5-(3 '-CN-C5HJ-Puryl-2
51 5-<2 '-CN-CjHJ-Furyl-2
52 5-(4'-Cl-CsH4)-FUXyl-2
53 5-(3'-Cl-C6H4)-Fuxyl-2
54 5- (2 '-Cl-CgHJ-Furyl-2
55 4-CH]-Furyl-2
56 4-CgH5-Furyl-2
57 4)-(4 '-CH3-CjH4)-Furyl-2
58 4-(3'-CH3-CsH4l-Furyl-2
59 4- (2' -CHj-CgH4) -Furyl-2
60 4- (4 1 -CHjO-CÉH<) -Furyl-2
61 4- (3 ' -CH3O-C6H4) -Furyl-2
62 4- (2 ' -CH3O-CeH4 }-Furyl-2
63 4- (4' -NO2-C4H4) -Furyl-2·
O
I: R- = CH3 .
II: Ri a CH2-CH3 . X=CHj
III; R- = CHj > x=cl
IV: Rl = CH2-CH3 , X=C1
číslo 3
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C6H5-Pyrrolyl-3
4 N- <4'-CH3-C6H4)-Pyrrolyl-3
5 N- (3 '-CH3-CtH4) -Pyrrolyl-3
6 M- (2 '-CHj-CjHJ-Pyrrolyl-3
7 N- (4 ’-CHjO-CJM-Pyrrolyl-3
8 N- (3 '-CHjO-C$bJ -Pyrrolyl-3
9 N- (2 •-CHjO-CíH4)-Pyrrolyl-3
10 N- (4'-NO2-C6H4)-Pyrrolyl-3
11 N- (3 · -no2 -C 6» j) - Pyr ro ly 1 - 3
12 N- (2'-NOj-CgHJ-Pyrrolyl-3
13 N-(4'-CN-CíH4)-Pyrrolyl-3
14 N-<3'-CN-C4H4)-Pyrrolyl 3
15 N-<2'-CN-C6HJ-Pyrrolyl-3
16 N- < 4 ’-C1-CjH4 )-Pyrrolyl-3
17 N- I 3'—CL—C4H4)-Pyrroly 1-3
18 N-|2'-Cl-C6H4)-Pyrrolyl-3
19 Pyrrolyl-2
20 N-CH3-Pyrrolyl-2
21 N-C6H5-Pyrrolyl-2
22 N- (4 ' -CKj-CfHj) -Pyrrolyl-2
23 N- (3 ' -CH3-C4HJ -Pyrrelyl-2
24 M- (2 '-CH3-CbH4) -Pyrrolyl-2
25 N- (4 ’-CHjO-CíHJ -Pyrrolyl-2
26 N- (3 ’-CM3O-CeH4) -Pyrrolyl-2
27 N- (2 ' -<H3O-C«H4) -Pyrrolyl-2
Číslo B
64 4- (3 ' -NO2-C6H4) -Furyl-2
65 4- (2' -HO2-C6H41 -Furyl-2
66 4- (4 '-CN-C6H4)-Furyl-2
67 4- (3’-CN-C6H4)-Furyl-2
63 4-(2'-CN-C$H4)-Furyl~2
69 4-(4'-Cl-CíH4)-Furyl-2
70 4-(3'-Cl-CgH4)-Furyl-2
71 4- (2 '-C1-C6H4) -Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-CíH9-Thienyl-2
75 5- (4' -CH-j -C4H4) -Thi enyl-2
76 5-(3 '-CHj-CgH4)-Thienyl-2
77 5- (2' -CHj-CJiJ -Thienyl-2
78 5-(4'-CHjO-CjHJ-Thienyl-2
79 5- (3 ' -CHjD-CíH4) -Thienyl-2
80 5-(2 *-CH3O-C6H4) -Thienyl-2
81 5-(4 '-NO2-CgH4)-Thienyl-2
82 5- (3 '-NO2-CJU) -Thienyl-2
83 5- (2' -NO2-C4H4) -Thienyl-2
84 5-(4'-CN-C6H4)-Thienyl-2
85 5- (3 ' -CN-CgH4) -Thienyl-2
86 5- (2' -CN-CgH4) -Thienyl-2
87 5- (4' -Cl-CgHi) -Thienyl-2
88 5- [ 3' -Cl-CgHí) -Thienyl-2
89 5- (2' -Cl-CgKi i -Thienyl-2
90 4-CHj-Thienyl-2
91 4-CgH5-Thienyl-2
92 4-(4 '-CH3-C4H4)-Thienyl-2
93 4-(3 '-CHj-CíHJ-Thienyl-2
94 4- (2 '-CHj-CíHJ -Thienyl-2
95 4 - í 4 ' -CH3O-C6H4} -Thienyl-2
96 4- (3 '-CH3O-C6H4I-Thienyl-2
97 4- (2' -CH3O-CíH4 )-Thi enyl-2
98 4 - (4' -NO2 -C jH4 J -Thi eny 1 -2
99 4- (3' -NO2-CJU} -Thienyl-2
Číslo B
100 4- (2 '-NO2-C6HJ -Thienyl-2
101 4- (4 ’-CN-C*H4) -Thienyl-2
102 4-(3'-CN-CíH4 }-Thienyl-2
103 4- (2 ’-CN-CŕHj ) -Thienyl-2
104 4- (4 '-CI-CíHi 1 -Thienyl-2
105 4- (3 ’-Cl-CjHt) -Thienyl-2
106 4-(2’-CI-CíH;)-Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C6H5-Thienyl-3
110 5- (4' -CHj-C6H4) -Thienyl-3
111 5- (3' -CH3-C6H4) -Thienyl-3
112 5-(2'-CH3-C$H4>-Thienyl-3
113 5- (4 ' -CH3O-C6H4) -Thieny 1-3
114 5- (3' -CH3O-CfcH4) -Thieny 1-3
115 5- (2' -CH3O-CíH< ) -Thienyl-3
116 5- (4 '-NO2-C6K4) -Thienyl-3
117 5- (3'-no2-C6h4) -Thienyl-3
118 5- (2' -NO2-C6H4) -Thienyl-3
119 5- (4 ' -CN-C$H4 )-Thienyl-3
120 5- (3 ’ -CN-C4H4)-Thienyl-3
121 5- (2'-CN-C{.H4)-Thienyl-3
122 5- (4'-Cl-C6H4)-Thienyl-3
123 5- (3 '-Cl-CsHi) -Thienyl-3
124 5- 12 '-Cl-CsHJ-Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyxazolyl-4
127 N-CeH$-pyrazolyl-4
128 N- (4'-CH3-c6h< )-Pyrazolyl-4
129 N- (3'-CH3-C6H4)-Pyrazolyl-4
130 n- (2 '-CH3-C8X4) -Pyra201yl-4
131 N- (4 ’-CH30-C6H4)-Pyra2olyl-4
132 N- (3 '-CHjO-CgHJ-Pyrazolyl-4
133 N- (2 ’-CH30-C6Kí)-Pyrazolyl-4
134 N- (4'-N02-C6H4)-Pyrazolyl-4
135 N- (3 '-NOi-CsH, >-Pyrazolyl-4
číslo B
172 3 - (4' -CN-CeH< i -1 soxazo ly 1-5
173 3-(3'-CN-C6H4}-Isoxazolyl-5
174 3- (2 ‘ -CN-C6H41 -lsoxazolyl-5
175 3- (4'-C1-C6H4) -lsoxazolyl-5
176 3- (3 '-Cl-C^Hí) -lsoxazolyl-5
177 3-(2'-Cl-C4H4)-Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-C8H5-4-Chlorisoxazolyl-5
181 3- (4' -CH3-C5H4) -4-Chlorisoxazolyl-5
182 3- (3' -CHj—C8H4) -4-Chlorisoxazolyl-5
183 3- (2 '-CHj-CíH4)-4-ChlôriSOxazOlyl-5
184 3- (4' -CHjO-C4H4 ) -4-Chlorisoxazolyl-5
185 3- (3'-CH3Q-C6H4)-4-Chlorisoxazolyl-5
186 3- 12' -CHjO-C6H4)-4-chlorisoxazolyl-5
187 3- (4'-NO2-C4H4)-4-Chlorisoxazolyl-5
188 3- (3 '-NO2-C6H4) -4-Chlorisoxazolyl-5
189 3- (2'-NO2-C6H4) -4-Chlorisoxazolyl-5
190 3- (4' -CN-C4H4) -4-Chlorisoxazolyl-5
191 3- (3 ’ -CN~C4H4)-4-Chlorisoxazoly1-5
192 3- (2' -CN-C6H4) -4-Chlorísoxazolyl-5
193 3- (4 '-Cl-C6HJ-4-Chlorisoxazolyl-5
194 3- (3' -Cl-CéHí) -4-Chlorisoxazolyl-5
195 3- (2' -C1-C6H4) -r4-Chlorisoxazolyl-5
196 lsoxazolyl-3
197 5-CH3-Isoxazoly1-3
198 5-CgHs-Isoxazoly1-3
199 5- (4 ’-CH3-C6H4)-l3Oxazolyl-3
200 5- (3 ‘ -CH3-C6H4) -Isoxazoly 1-3
202 5- {2' -CHj-C6H4 j -lsoxazolyl-3
202 5- (4' -CH3O-CgH4) -Isoxazolyl-3
203 5- (3 '-CHjO-C5H4)-lsoxazolyl-3
204 5- (2' -CH3O-C8H4) -lsoxazolyl-3
205 5- (4'-NO2-CeH4) -lsoxazolyl-3
206 5- (3 '-NO2-C$N4 J -lsoxazolyl-3
207 5-(2'-NO2-C6H4)-Isoxazoly 1-3
číslo B
136 N- (2' -NO2-CsH4 ) -Pyrazoly 1-4
137 N- (4 ‘-CN-CíH4)-Pyrazolyl-4
138 N- (3'-CN-C6H4)-Pyrazolyl-4
139 N- (2 ' -CN-CeH4 )-Pyrazolyl-4
140 N- (4 '-Cl-C6H4)-Pyrazolyl-4
141 N- (3 '-C1-C8H4)-Pyrazolyl-4
142 N- (2' -C1-C6H4) -Pyraíoly 1-4
143 3-CHj-N-Methylpyrazolyl-4
144 3-C$H$-N-Methylpyrazolyl-4
145 3- (4' -CH3-CgH4) -N-Methylpyrazclyl-4
146 3-(3'-CH3-CéH4 )-N-Methylpyrazolyl-4
147 3-(2'-CH3-CíH4)-N-Methylpyra2olyl-4
148 3- (4 '-CH3O-CsH4) -N-Methylpyrazolyl-4
149 3- (3 '-CH3O-C4H4) -N-MethylpyražOlyl-4
150 3- (2 '-ch3O-C5H4) -N-Methylpyrazolyl-4
151 3- (4 ’-N02-c6H<)-N-Methylpyra2olyl-4
152 3- (3 '-NO2-C4H4)-N-Methylpyrazolyl-4
153 3- (2 '-NOj-C4H4 ) -N-Methylpyrazolyl-4
154 3- (4' -CN-C6H41 -N-Methylpyrazolyl-4
155 3- < 3 ’-CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2'-CN-C4H4)-N-Methylpyrazolyl-4
157 3 - (4 '-Cl-CéH4) -N-Methylpyrazoly 1-4
158 3- (3 ' -C1-C6H4) -N-Methylpyrazolyl-4
159 3- (2 '-Cl-CgH41 -N-Methylpyrazolyl-4
160 lsoxazolyl-5
151 3-CH3-Isoxazolyl-5
162 3-c4H5-isoxazolyl-5
163 3- (4 ’-CHj-CjHJ -lsoxazolyl-5
164 3-(3'-CHj-C6H4)-lsoxazolyl-5
165 3-(2 '-CHj-c4h4 )-isoxazoly 1-5
166 3-(4 ’-CHjO-CeHJ-Isoxazolyl-5
157 3-(3 '-CH3O-C5H4)-isoxazolyi-5
168 3- (2 ‘ -CH3O-CeH4) -Isoxazoly 1-5
169 3-(4 '-NO2-C8H4)-Isoxazoly 1-5
170 3-(3 '-NO2-C8H4)-Isoxazoly 1-5
171 3- (2' -NO2-CíH4) -Isoxazolyl-5
Číslo B
208 5- (4 ' -CN-C6H< 1 -lsoxatOlyl-3
209 5- (3'-CN-CgH4)-lsoxazolyl-3
210 5- (2 '-CN-CsHs )-Isoxazolyl-3
211 5- !4 Cl-CsHa)-lsoxazolyl-3
212 5- (3'-Cl-C^Hí)-lsoxazolyl-3
213 5-(2'-ci-CsH,)-isoxazolyl-3
214 Isothiazolyl-5
215 3-Cŕi3-lsothiazolyl-5
216 3-C6H5-lsothiazolyl-5
217 3- (4 ’-CHj-CeH4)-Isothiazolyl-5
218 3- (3 '-CHj-C6H,)-Isottiiazolyl-5
219 3- (2 '-CHj-C6H4)-Isothiazolyl-5
220 3-(4 '-CHjO-CtHJ-Isothiazolyl-S
221 3- (3'-CH30-C«H4)-lsothiazolyl-5
222 3- l2'-CHjO-C6H4)-Isothia2olyl-5
223 3-(4’-NO2“C6H4)-Isothiazolyl-5
224 3-<3 '-ND2-C6H4)-Isothiazoly1-5
225 3- 12 '-N02-C6H4)-Isothiazolyl-5
226 3- (4 '-CN-CíH4)-isothiazolyl-5
227 3-(3'-CN-C4H4)-lsothia2Olyl-5
228 3- (2 '-CN-C4H4) -isothiazolyl-5
229 3-{4’-Cl-C4H4)-lsothiazolyl-5
230 3-(3'-Cl-C«H4)-lsothiazolyl-5
231 3- (2 '-Cl-C4H4)-Isothl&zolyl-5
232 Oxazolyl-4
233 2-CHj-Oxazolyl-4
234 2-C6H5-Oxa201yl-4
235 2- (4' -CHj-C6H4 ) -Oxazolyl-4
236 2- (3 ' -CH3-C6H<) -Oxazolyl-4
237 2- (2' - CH3-C$H4) -Oxazolyl-4
238 2-(4 ’-CH3O-C4H4)-Oxazolyl-4
239 2- < 3 ’ -CHjO-CeH4)-Oxazolyl-4
240 2- (2 ' -CHjO-CíH4) -Oxazolyl-4
241 2- (4' -NO2-C4H4} -Oxazolyl-4
242 2- <3' -NO2-C4H4) -Oxazolyl-4
243 2- (2' -NO2-C4H4) -Oxazolyl-4
Číslo B
244 2- (4 ' -eN-C4H4) -Oxazolyl-4
245 2- (3 ' -CN-C4H4)-Oxazolyl-4
246 2- 12 *-CN-C4)Í4)-Oxazolyl-4
247 2- (4 '-Cl-C4H4)-Oxazolyl-4
248 2-13'-C1-C4H4)-Oxazolyl-4
249 2- [2 *-Cl-C4H4)-Oxazolyl-4
250 Thiazolyl-4
251 2-CH3-Thiazolyl-4
252 2 -C4Hs -Thiazolyl-4
253 2-{4 ’-CHj-CeH{)-Thiazolyl-4
254 2- [3 '-CH)-C$H<)-Thiazolyl-4
255 2- l2'-CH5-C4H4)-Thiazolyl-4
256 2- [4 '-CHjO-C4H4)-Thiazolyl-4
267 2- [3 '-CH3O-C6H4)-Thiazolyl-4
258 2- {2 · -CMjO-C«H4 ) -Thiazolyl-4
259 2- [4 '-NO2-C6H4)-Thiazolyl-4
260 2- I3'-NO2-C6H4 HThiazolyl-4
261 2- l2'-NOrC&HJ-Thiazolyl-4
262 2- [4 '—CN-C4H4)-Thiazolyl-4
263 2- (3 '-CN-C4H<) -Thiazolyl-4
264 2-(2 '-CN-C4H4) -Thiazolyl-4
265 2- (4 '-Cl-CsHJ -Thiazolyl-4
266 2- (3 ' -C1-C4H4)-Thiazolyl-4
267 2- (2 ‘ -CI-C4H4) -Thiazolyl-4
268 N-CHj-l,2,4-Triazoly1-5
269 3-CHj-N-CHj-l,2,4-Triazoly1-5
270 3-C4H5-N-CH3-1,2,4-Triazclyl-5
271 3- (4' -CHj-CíHi ) -N-CHj-l, 2.4-Triazoly1-5
272 3- (3 ' -CH3-C4H41 -N-CHj-l ,2,4 -Triazoly 1-5
273 3-(21 -CH3-C4H4) -N-CHj-l, 2,4-Triazolyl-5
274 3- (4' -CHjO-CťH4)-N-CHj-l, 2.4-Triazoly 1-5
275 3- (3' -CHaO-CeH*) -N-CHj-l, 2.4-Triazoly 1-5
276 3- (2 ' -CH3O-C6H4 )-N-CHj-l,2,4-Triazolyl-5
277 3-14' -NO2-CíH4 1-N-CH3-1,2.4-Triazoly 1-5
278 3- (3'-NO2-C4H4 1-N-CH3-1,2,4-Triazclyl-5
279 3- (2' —NO2-C4H4)-N-CHj-l,2,4-Triazolyl-5
Číslo B
316 5- (4' -CN-C6H4 )-l, 2,4-Oxadiazolyl-3
317 5- (3' -CN-C6H4 )-1,2,4-Oxadiazolyl-3
318 5-12' -CN-C4H4 )-l, 2,4-Oxadiazclyl-3
319 5- (4 ' -CI-CíHí )—1, 2,4-Oxadiazolyl-3
320 5- (3 ’ -CI-C6H4)-1,2,4-Oxadiazolyl-l
321 5- {2 '-C1-C6B4)-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazoly1-5
323 3-CHj-l,2,4-Oxadiazoly1-5
324 3-C5H5-1,2 ,4-Oxadiazolyl-5
325 3- (4 ' -CHj-CíH41 -1,2,4-Oxadiazolyl-5
326 3- (3' -CHJ-C4H4) -1,2,4-Oxadiazoly 1-5
327 3-{2'-CHj-C4H4)-l,2,4-Oxadiazolyl-5
328 3- (4' -CHjO-C«H4 1-1,2,4-Oxadiazolyl-5
329 3- (3' -CH3O-C«H41-1.2,4-Oxadiazolyl-5
330 3- (2' -CE3O-C4H41-1.2,4-Oxadiazolyl-5
331 3- (4 ' -NO2-C4H4) -1,2,4-Oxadiazolyl-5
332 3- (3'-NO2-C4H4) -1,2,4-Dxadiazolyl-5
333 3- (2'-NOj-C4H4) -1,2 ,4-Oxadiazoly 1-5
334 3-(4'-CN-C6H4 )-l. 2,4-Oxadiazolyl-5
335 3-(3'—CN—C4H4)—1,2,4-Cxadia2olyl-5
336 3- (2 ' -CN-CíH4 )-l, 2,4-Oxadiazolyl-5
337 3-(4-C1-C$H4 )-l, 2,4-Oxadiazolyl-5
338 3-(3 *-C1-C6H< )-l, 2,4-Oxadiazolyl-5
339 3-(2'-C1-C6H41-1,2,4-Oxadiazolyl-5
340 1,2,4-Thiadiazoly1-3
341 5-CH3-l,2,4-Thiadiazolyl-3
342 5-C6H5-l,2,4-Tíúadiazolyl-3
343 5- (4 '-CKj-CgKí) -b 2,4-Thiadjazolyl-3
344 5- (3' -CHj-C6H4 )-1,2,4-Thiadiazoly 1-3
345 5- (2 ’-CHj-CeH^-l.Z, 4-Thiadiazoly 1-3
346 5- (4' -CH]O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5- < 3' -CHjO-CgH^ )-1,2,4-Thiadiazolyl-3
348 5- !2' -CHjO-CeM-l, 2,4-Thiadiazolyl-3
349 5-14' -NO2-C6H4 )-1,2,4-Thiadiazolyl-3
350 5- (3'-NO2-C6H4)-l,2,4-Thiadiazolyl-3
351 5-12’ -NO2-C4H4 )-1,2,4 -Thiadiazolyl-3
Číslo B
2B0 3- (4'-CN-C4H4)-N-CHj-l.2 ,4-Triazolyl-5
281 3- (3' -CN-CeHí )—N—CHj-1 ,2,4-Triazolyl-5
282 3- (2' -CN-C6H41 -N-CHj-1,2,4-Triazolyl-5
283 3- (4 *-Cl-CgHí 1-N-CHj-1,2,4-Tríazolyl-5
284 3- (3' -C1-C4H4 )-N-CH1-1,2,4-Triazolyl-5
285 3-(2'-Cl-C6H4)-N-CHj-1.2,4-Triazolyl-5
286 1.3,4-Oxadíazolyl-2
287 5-CHj-1,3,4-Oxadiazoly1-2
288 5-CeHj-l,3,4-Oxadiazoly1-2
289 5- (4 ’-CH3-C6H< )-1,3,4-Cxadia2olyl-2
290 5- (3 CHj-CgH4)-1,3,4-Oxadiazolyl-2
291 5- (2 '-CHj-C6H4 ) -1,3,4-Oxadiazolyl-2
292 5- (4 '-CHjO-C6H< )-l, 3,4-Oxadiazolyl-2
293 5- {3'-CH30-c4H4}-l,3,4-Oxadiazolyl-2
294 S- <2 ’-CHjO-CeHí )-l, 3,4-Oxadiazolyl-2
295 5- (4 ' -NO2-C4H4 )-1.3,4 -Oxadiazolyl-2
296 5-13' -NO2-C4H4 )-1.3 , 4-Oxadiazoly 1-2
29? 5- (2 ’ -NO2-CeH4) -1,3,4-Oxadiazolyl-2
298 5- 14 ’-CN-CéHi )-l, 3,4-Oxačiazolyl-2
299 5- 13 ’-CN-CíH* )-1.3,4-Oxadlazolyl-2
300 5- 12 '-CN-C4H4 )-l, 3,4-Oxadiazolyl-2
301 5-(4'-Cl-CgH4 )-1,3,4-Oxadiazoly1-2
302 5- (3' -C1-C4H4 1-1,3,4-Oxadiazoly 1-2
303 5- (2 '-CI-C6H41-1,3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazolyl-3
305 5-CKj-l ,2,4-Oxadiazoly1-3
306 5-CeHs-l,2,4-Oxadiazoly1-3
307 5- (4 '-CH3-C6H4 )-1,2,4-Oxadiazolyl-3
308 5-13 '-CH3-C6H4) -1,2,4-Oxadiazoly 1-3
309 5- (2' -CHj -C4H4 )-1,2,4 -Oxadiazoly 1-3
310 5- (4' -CH3O-C6H4 )-1,2,4 -Oxadiazoly 1-3
311 5- (3 ‘ -CHsO-CeHi )-1,2,4 -Qxadiazo ly 1-3
312 5- (2 ‘ -CH5O-C6H41-1,2,4-Oxadiazoly 1-3
313 5- (4' -NO2-CíH4 )-1,2,4-Oxadiazolyl-3
314 5-(3 '-NO2-C«H4)-1,2,4-Oxadiazolyl-3
315 5- (2' -NO3-C4H41-1,2.4-Oxadiazolyl-3
číslo B
352 5- (4 ' -CN-C4H4 )-1,2,4-Thiadiazolyl-3
353 5- !3 '-CN-C6H4 )-1,2,4-Thiadiazolyl-3
354 5- (2 '-GN-C6H4 )-1,2, 4-Thiadiazolyl-3
355 5- (4 '-C1-C4H41-1.2,4-Thiadiazolyl-3
356 5- (3' -CL-C6H4 )-1,2,4-Thiadiazoiyl-3
357 5- 12 '-C1-C6H4)-1,2,4-Thiadiazolyl-3
358 1,3,4-Thíadiazolyl-2
359 5-CH3-I. 3,4-Thiadiazolyl-2
360 S-CeHs-l,3,4-Thiadiazolyl-2
361 5- (4'-CHj-C6H4),-l,3, 4-Thiadia2olyl-2
362 5-(3'-CHj-CeH4 )-1,3,4-Thiadiazolyl-2
363 5- (2 '-CHj-CfiH4)-l, 3,4-Thiadiazolyl-2
364 5- (4 '-CHjO-C6H4 )-l, 3,4-Thiadiazolyl-2
365 5- (3'-CHjO-C4H4 )-1,3,4-Thiadiazolyl-2
366 5- (2' -CHjO-C4H4 )-1,3,4-Thiadiazolyl-2
367 5- (4 ' -NO2-C$H4 )-1,3,4-Thiadiazclyl-2
368 5-13' -NO2-CgH4 )-1,3,4-Thiadiazolyl-2
369 5- 12 '-NO2-C6H4 )-1.3,4-Thiadiazolyl-2
370 5- 14 '-CN-CťH<)-1,3,4-Thiadiazolyl-2
371 5- (3 ’-C4-C4H4) -1,3,4-Thiadiazolyl-2
372 5- (2 ’ -OJ-C4H4 )-1,3,4-Thiadiazoly 1-2
373 5- (4' -CI-C6H4) -1,3,4-Thiadiazolyl-2
374 5- (3 '-Cl-C4H4)-l,3,4-Thiadiazolyl-2
375 5-(2 '-C1-C4H4)-1,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyrídyl-4
378 Pyridazinyl-3
379 Pyridazinyl-4
3B0 Pyrida2inyl-2
381 Pyrimidinyl-4
3B2 Pyrinddinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
3B5 1-Naftyl
3B6 2-Naftyl
SK 283351 Β6
Tabuľka 26
I: R1 = CHj , X=CHj
II: R1 = CH2-CHj , X=CHj III: R1 = CHj . X=C1 IV: R1 = CH2-CH3 , X=C1
O
Číslo Ttt
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
B 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
15 3.4-C12
17 3,5-Cl2
IB 2,3,4-Clj
19 2.3.5-Clj
20 2,3,6-Clj
21 2,4,5-Clj
22 2.4,6-Clj
23 3,4,5-Clj
24 2,3,4,6-Cl4
25 2,3,5,6-Cl4
25 2,3 , 4,5,6-Cls
27 2-Br
2B 3-Br
číslo
65 2.6-Cl2, 4-Br
56 2-CHj
67 3-CH3
68 4-CHj
69 2,3- (CH3)2
70 2,4-(CH3)2
71 2,5-(CH3)2
72 2,6-(CH3)2
73 3,4-(CHj)2
74 3,5-(CH3)2
75 2,3,5-ICH3)j
76 2,3,4-(CH3)3
77 2,3,6-(CHj)3
78 2,4,5-(CH3)3
79 2,4,6-(CH3}3
80 3,4,5- (CH3) 3
81 2,3,4,6-(CHj)<
82 2.3 , 5,6-(CH3)4
83 2,3 , 4,5,6- (CHj}5
84 2-C2H£
85 3-C2H5
86 4-C2Hs
87 2.4-ÍC2Hä)2
88 2,5-(C2Hs)2
89 3,5-(C2H5)2
90 2,4,6-(CžHs )a
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-i-C3H7
95 3-i-C3H7
96 4-l-C3H7
97 2,4-(Í-CjH7)2
98 2,6- (Í-C3H7) 2
99 3,5-(Í-CjH7)2
100 2,4,6-(í-CjH7)j
Číslo Tm
29 4-Br
30 2,4-Br2
31 2.5-BX2
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
55 2-F, 4-C1
56 2-F, 5-C1
57 3-C1, 4-F
5B 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
Číslo
101 2-s-C4H9
102 3-s-C4Hj
103 4-S-C4H9
104 2-t-C4Hj
105 3-t-C4H9
106 4-t-C4H;
107 2,3-(t-C4H9>2
108 2,4-(t-C4H9)2
109 2.5-(t-C4Hj)2
110 2,6-(t-C4Kj)2
111 3 , 4-(t-C4K9)2
112 2,4,6-(t-C4H9) j
113 4-n-CgHjs
114 4-n-C12H;s
115 4-n-C15H3i
116 4- [1,1,3 .l-Tecra.-nethylbucyl)
117 4-[2,4,4-Trimethylprcpyl)
119 2-t-C4H«. 4-CH<
119 2-t-C4H9, 5-CHj
120 2,6-(t-C4H9)2, 4-CH3
121 2-CHj, 4-t-C4H9
122 2—CH3, 6-t-C4H9
123 2-CH3, 4-Í-C3H7
124 2-CH3, 5-í-C3H7
12 5 3-CH3, 4-í-C3H7
126 2-í-C3H7, 5-CHj
127 2,4-(t-C4H9)2, 6-i-C3H7
12 B 2-Allyl
129 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyklo-C6Hn
133 3-cyklo-C6Hu
134 4-cyklo-CgHn
135 2.4-(cyklo-C«Hu)2, 5-CH3
136 2-CHj, 4-cyklo-C6Hn
číslo Tff
137 2-CHj-CgHj
13B 3-CH2-C6H5
139 4-CH2-C6H5
140 2-CH2-C6Hs, 4-CHj
141 2-CH3, 4-CH2-C5H5
142 2-CíHs
143 3-C6H5
144 4-Cé«5
145 «- [í-i-CsHr-CsH.)
146 4-CsH5. 2,6-(CHj)2
147 2-CI. 4-CgHs
148 2-Br, 4-CgHs
14 9 2-CgHg, 4-C1
150 2-C6Hs. 4-Br
151 2-CH2CíH5, 4-C1
152 2-CH2C«H5. 4-Br
153 2-CI, 4-CH2C6H5
154 2-Br. 4-CH2CsH5
155 2-oyklo-C6Hjj, 4-C1
156 2-cyklo-C6H1:, 4-Br
157 2-CI, 4-cyklo-CgHu
156 2-Br, 4-cyklo-CjHjj
159 2-OCHj
160 3-OCHj
161 4-OCHj
162 2-OC2H5
163 3-O-C2H5
164 4-O-C3KS
165 2-O-n-CjH?
166 3-O-n-C3H7
167 4-O-n-C3H7
168 2-O-i-C3H7
169 3-O-i-C3H7
170 4-O-í-C3H7
171 2-O-n-C«Hj j
172 3-O-n-CgHu
číslo Tm
209 2-CI, 3-CHj
210 2-C1, 4-CHj
211 2-CI, 5-CH3
212 2-F, 3-CHj
213 2-F, 4-CHj
214 2-F. 5-CH3
215 2-Br, 3-CHj
216 2-Br. 4-CHj
217 2-Br, 5-CHj
218 3-CHj, 4-C1
219 3-CHj, S-Cl
220 3-CHj, 4-F
221 3-CHj, 5-F
222 3-CHj, 4-Br
223 3-CHj, 5-Br
224 3-F, 4—CHj
225 3-CI, 4—CHj
226 3-Br, 4-CHj
227 2-CI, 4,5-(CH3)2
228 2-Br. 4,5-(CHj)2
229 2-CI, 3,5-ICH3)2
230 2-Br, 3,5-ICH3)2
231 2,6-Cl2, 4-CH3
232 2,6-F2, 4-CHj
233 2,6-Br2, 4-CHj
234 2,4-Βγ2> 6-CH3
235 2,4-F2, 6-CHj
235 2,4-Brj, 6-CHj
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)j, 4-F
241 3,5-(CH3)2, 4-C1
242 3,5-{CHj]2, 4-Br
243 2,3.6-(CHj)j, 4-F
244 2,3,6-(CHj)j, 4-C1
Číslo Tir
173 4-O-n-CíHij
174 2-O-n-CeHi?
175 3-O-n-C8Hi?
176 4-O-n-CeHi?
177 2-O-CH2C6H5
178 3-O-CH2C6H5
179 4-O-CW2C6H5
180 2-0-(CH2) 2C$Hs
181 3-0- (CH2) 3CťH5
182 4-0- (CH2) jC6H5
183 2,4-(OCHíIi
184 2-CFj
185 3-CFj
186 4-CFj
187 2-OCFj
188 3-OCFj
189 4-OCFj
190 3-OCH2CHF2
191 2-NO2
192 3-NO2
193 4-NO2
194 2-CN
195 3-CN
196 4-CN
197 2-CHj, 3-CI
198 2-CHj. 4-C1
199 2-CHj. 5-C1
200 2-CHj, 6-CI
201 2-CHj, 3-F
202 2-CH3. 4-F
203 2-CHj, 5-F
204 2-CHj, 6-F
205 2-CHj, 3-Br
206 2-CHj, 4-Br
207 2-CHj, 5-Br
208 2-CHj, 6-Br
číslo Tm
245 2, 3 , 6-(CHj)j, 4-ΒΓ
246 2,4-1CH3)2, 6-F
247 2,4-(CHj)2. 6-CI
248 2,4-(CH3}2, 6-Br
249 2-i-C3H7, 4-C1, 5-CHj
250 2-C1, 4-NO2
251 2-NO2, 4-C1
252 2-OCHj, 5-NOj
253 2,4-Cl2, 5-NC2
254 2,4-Cl2, 6-NO2
255 2.6-C12, 4-NO2
256 2,6-Bx2, 4-NO2
257 2,6-J2» 4-NO2
25B 2-CH3, 5-Í-CjH7, 4-C1
259 2-CO2CHj
260 3-CO2CHj
261 4-CO2CH3
262 2-CO2(C2H&)
263 3-CO2(C2H&)
264 4-CO2(C2HS)
255 2-CO2(n-C]H7)
256 3-CO2(n-CjH7)
267 4-CO2(n-C3H7)
268 2-CO2(i-C3H7)
269 3-COz(Í-C3H7)
270 4-CO2(i-C3H7)
271 2-CO2 (n-CjHu)
272 3-CO2(n-C6Hu)
273 4-COj(Π-CíHij)
274 2-CH2-OCH3
275 3-CH2-OCHj
276 4-CH2-OCH3
277 2-CH2O(C2H5)
278 3-CH2O(C2H5)
279 4-CH2O(C2H5)
2S0 2-CH2O(n-CjH7)
Číslo Tm
281 3-CH2O(n-C3H7)
282 4-CH2O(n-CjHi)
283 2-CH20(i-C3H7)
284 3-CH2O(í-CjH7)
285 4-CHjO (i-CjH·?)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CH3
290 3-CO-CHj
291 4-CO-CHa
292 2-CO-CH2-CHj
293 3-co-ch2-ch3
294 4-CO-CH2-CHj
295 2-CO-CH2-CHJ-CH5
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CHj
298 2-CO-CH(CHj)-CHj
299 3-CO-CH(CH3)-CHj
300 4-CO-CHÍCHj)-CHj
301 2-Me-4-CHO
302 2-Me—4-CH3-CO
303 2-Me~4-CHj-CHj-CO
304 2-He-4-CHj-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-CHj-CH2-CO
309 2,5-Me2-4-CH3-CH2-CH2-CO
310 2,5-Me2-4-CH3-CH(CHj)-CO
311 2-C1-4-CHO
312 2-Cl-4-CH3-CO
313 2-CI-4-CK3-CK2-CO
314 2-Cl-4-CHj-CH(CH3)-C0
315 2,5-C12-4-CHO
316 2. S-Cl2-4-CH3-C0
Číslo TfD
353 2-CHj-4-CH=NO-Propargyl
354 2-CHi-4-CH=NO-n-C< Hs
355 2-CHj-4-CH=NO-CH2-CéH5
356 2-CHJ-4-(CHj~C=NOCHj)
357 2-CH3-4-(CH3-C=NOC2H5>
358 2-CHj-4-(CHj-C®NO-n-C3H7)
359 2-CHJ-4-(CH3-C=NO-í-C3H7)
360 2-CHj-4-(CHj-CsNO-Allyl)
361 2-CHj-4-(CHj-C=NO-trans-Chlorallyl)
362 2-CHj-4-(CH3-C=NO-Propargyl)
363 2-CHj-4-(CHj-C»NO-n-C4H9)
364 2-CHJ-4- (CH]-C8N0-CH2-CíH5)
365 2-CHj-4-(C2H$-C=NO-CH3)
366 2-CHj-4-(C2H5-C=NO-C2H5)
367 2-CH3-4-(C2H5-CmNO-h-C3H7 )
368 2-CH3-4-(C2H5-C=NO-Í-C3H7
369 2-CHj-4- (C2H5-C=NO-Allyl 1
370 2-CHj-4-(c2Hs-C=NO-trans-Chlorallyl)
371 2-CH3-4-(C2H<-C=bJO-Propargyl)
372 2-CHj-4- (C2H5-C»NO-n-C4Hs)
372 2-CH3-4- (C2H5-C=NO-CH2-CíHs)
374 2.5-(CHj)2-4-(CH3-C=NOCHj)
375 2,5- (CHj) 2-4 - í CH3-C=NOC2H j.)
376 2,5- (CHj) 2-4- (CH3-C=NO-n-C3H7)
377 2.5-(CHj)2-4-(CH3-C=NO-i-CjH7)
378 2,5-(CHj)2-4-!CHj-C=NO-Älly1)
379 2.5- (CHj) 2-4- {CH3-CsNO-traňs-Chlorallyl)
380 2,5- ICHj >2-4- (CHj-OND-Proparyl)
381 2.5-(CHj í 2-4 - fCK3-C=NO-n-C4K9)
382 2,5- (CHj) 2-4- (CH3-C=NO-CH2-C6H.í)
383 2-C6H5
384 3-C6H5
385 4-C6H5
386 2- 12 -F-C6H4 )
387 2-(3'-F-CíH4)
388 2-(4'-F-CťH4)
Číslo
317 2. 5-C12-4-CHj-CH2-CO
318 2,5-C12-4-CHj-CH2-CH2-CO
319 2,5-CI2-4-CH3—CH <CH3) -CO
320 2-CI=NOCHj)-CH3
321 3-C(sNOCHj)-CHj
322 4-C(«NOCHj)-CHj
323 2-Cí=NOC2H5J-CHj
324 3-C 1=NOC2H5) -CHj
325 4-C(=NOC2H5)-CH3
326 2-C (=NO-n-CjH7) -CH3
327 3-C (=NO-n-C3H7) -CH3
328 4-C[-NO-n-C3H7)-CHj
329 2-C(=NO-i-CjH7)-CHj
330 3-C1=NO-í-CjH7 ) -ch3
331 4-C(=NO-i-C3H7)-CH3
332 2-C(=NO-Allyl)-CHj
333 3-C(=NO-Allyl)-CHj
334 4-C(=NO-A1ly1)-CHj
335 2-C1=NO-trans-Chlorallyl)-CHj
336 3-C(=NO-crans-Chlorallyl)~CH3
337 4-C(=NO-crans-chlorallyl)-ch3
338 2-C(=NO-Propargyl)-CH3
339 3-C(=NO-Propargyl)-CH3
340 4-Cl-NO-Prcpargyl)-CH3
341 2-C (=NO-n-C4H9) -CH31
342 3-C (=NO-n-C4H9)-CHj
343 4-C (=NG-n-C4H9)-CH3
344 2-C (=Ν0-0Η2-0ςΗ5)-CHj
345 3-C(»NC-CH2-CťH5)-CH3
346 4-C(=NC-CH2-C6H5)-CH3
347 2-CHj-4-CH=NCCHj
348 2-CHi-4-CH=NCC2H5
349 2-CHj-4-CH=NC-n-CjH7
350 2-CH3-4-CH=NO-i-CjH7
351 2-CHj-4-CH=NO-Allyl
352 2-CHj-4-CHsNO-(trans-Chlorallyl)
číslo Tp
389 3-(2'-F-CŕH<)
390 3-!3'-F-CSHJ
391 3-(4
392 4- (2 '-F-CfiHJ
393 4-(3'-F-C6H<)
394 4-(4'-F-CôH4 )
295 2-í2'-Cl-CsH<)
396 2-(3’-C1-C6H<)
397 2-(4’-C1-C6H4)
398 3- (2-C1-C6H4)
399 3-(3’-Cl-C6H4)
4C0 3-(4’-Cl-C5H4)
401 4-(2'-Cl-CfiH4)
4C2 4-(3'-C1-C6H4)
403 4-!4'-C1-C6H4)
405 2-(2'-CH3-CeH4)
406 2-(3'-CHj-C4H4)
4 07 2-(4'-CH3-CSH4)
408 3- (2' -CH3-CíH4 )
409 3-(3'-CH3-CíH4)
410 3-(4'-CHj-C6H4)
411 4-(2'-CHj-CsHí 1
412 4-(3'-CHj-C$H4)
413 4-(4'-CHj-C4H4)
414 2-(2'-CHj-CO-C4H4)
415 2-(3'-CHj-CO-C4H4 )
416 2-(4'-CHj-CO-CéH4 )
417 3-(2-CH3-CO-CťH4)
418 3-(3’-CHj-CO-C4H4)
419 3-(4'-CHj-CO-C6H4)
420 4-(2'-CHj-CO-CSH4)
421 4-(3'-CH3-CO-C$K4)
422 4- 14 *-CHj-CO-C5H4>
423 2-(2’-(CHj-C(-NOAllyl) }-C6H4)
424 2- (3 <CHj-C (sNOAllyl) > -C6H4)
425 2-(4'- (CHj-C (=NOA1 ly 1)) -C6H4)
číslo Τ»
426 3- 12(CHj-C 1 =NOAllyl i >-CeH4)
427 3- 13 ’ - (CHj -c («ΝΟΆ1 ly 1) ) -¾¾)
428 3- 14'-(CHj—C (=NOAllyl)) -CfiHí)
429 4-(2(CHj-C (=NOAllyl) i -CeH< J
430 4-13(CH3-C(=NOAllyl))-¾¾)
431 4- 14(CHj-C(=NCAllyl 1 ) -C«H<)
432 2-(2'-CH3O2C-CíH4)
433 2-l3’-CW-W
434 2- U'-CHjC^C-CíH^
435 3-l2'-CH3O2C-C^)
436 3-(3'-CHjO2C-C6H4)
437 3-(4'-CHjO2C-C«H4)
43B 4-12 *-CHjO2C-CjH4 )
439 4-(3'-CHjO2C-C^)
440 4- 14 '-CH3O2C-CíH4 )
441 2-(2’-CH3O-C6H4)
442 2-13’-CHjO-CgH*)
443 2-l4'-CH3O-C6H4)
444 3-(2^-0^0-¾¾)
445 3- 13 '-CH3O-CjH4 1
446 3-I4'-CHjO-CíK<)
447 4-(2 ,-01)0-¾¾)
448 4-(3,-0¾¾¾¾)
449 4-(4,-0¾¾¾¾)
450 2-!2'-O2N-C6H4)
451 2-(3 '-O2N-C6H4)
452 2-(4--0217-0^¾)
453 3-i 2'-OjN-CsH,)
454 3-13'-O2N-C4H4)
455 3- (4 ’-OjN-CsHi)
456 4-(2'-O3N-C6H4)
457 4-(3--0214-¾¾)
458 4-(4--0^-¾¾)
459 2-(2'-17¾¾¾)
460 2-<3'-NC-CeH4)
461 2-(4'-NC-C5H4)
Číslo T·.
496 4-0-(4'-Cl-CéH<)
497 2-O-(2'-CHj-C<H,)
498 2-C-(3'-CH3-CsH4)
499 2-0-(4’-CH3-C4H4)
500 3-0- (2 ’-CHj-CfH.)
501 3-0-(3'-CH3-C4H4)
502 3-0-(4’-CH3-C4H4)
503 4-O-(2’-CH3-C6H4)
504 4-0-(3’-CHj-CíHť)
505 4-O-(4'-CH3-CíH4)
506 2-0- (2 '-CH3-CO-C4H4)
507 2-0-(3 '-CHj-C0-06H4)
508 2-0- (4 '-CH3-CO-C6H4)
509 3-0- (2 '-CH3-CO-C6H4)
510 3-0-< 3'-cHj-co-Cjí:, 1
511 3-0-(4'-CHj-CO-C6H4)
512 4-0-12'-CH3-CO-C5H4)
513 4-0-(3'-CH3-CO-C6H4}
514 4-0-{4'-CHj-CO-CgH4)
515 2-0- (2 ’- ICH3-C(«NOAllyl) )-¾¾)
S16 2-0- (3 ’ - (CH3-C (sNOAlly 1)) -¾¾}
517 2-0-(4 ' - (CH3-C (sNOAllyl) )-¾¾)
516 3-0- I2‘- (CH3-C(aNOAllyl 1 )-¾¾)
519 3-0-(3 “ (CHj-C ! =NOAllyl) )-CsH<>
520 3-0- (4' - !CH3-C (sNOAlly 1)) -¾¾)
521 4-0- (2 ‘ - (CH3-C (sNOAlly 1) I-¾¾)
522 4-0- (3' - (CH3-C («NOAllyl)) -¾¾)
523 4-0- (4'- [CH3-C 1 sNOAlly 1)) -¾¾)
524 2-0- (2'-CH3O2C-C6H4)
525 2-0- (3 ’-CH3O2C-C6H4)
526 2-0- (4 '-CH3O2C-C6H4)
527 3-0- (2 '-CH3O2C-C$H4}
528 S-O-U'-CHjOjC-CeHd
529 3-0- (4 '-CH3O2C-C€H,)
530 4-0- (2^-0¾¾¾¾¾)
531 4-0-(3,-01302¾¾¾)
Číslo Tm
462 3-(2--770-¾¾)
463 3-(3’-14¾¾¾)
464 3-(4'-NC-CeHt)
465 4-(2'-NC-C6H4)
466 4-(3'-NC-CgH4)
467 4-(4’-NC-C6H<)
468 2-(2'-CF3-CeH4)
469 2-(3' -CF3-C6H4)
47C 2-(4'-CF3-C4H4)
471 3-(2'-CF3-CeH4)
472 3-(3--CF3-C6H4)
473 3-(4 '-CF1 Ce H* )
474 4-(2'-CF3-CeH<)
475 4-|3'-CF3-C6H<)
476 4-I4'-CF3-C6H4)
477 2-0-¾¾
475 3-0- c6H5
476 4-0- C6H5
478 2-0- (2'-F-C6H4)
479 2-0-(3'-F-CeHí)
480 2-¾ (4‘-F-C6H4)
481 3-0- (2 ’-F-CsHí )
482 3-O-(3'-F-C^I
4B3 3-O-(4'-F-C^I
484 4-O-(2'-F-CťH4)
485 4-0-(3'-F-C4H4)
486 4-0-(4'-F-C4H4)
487 2-0-(2--01-¾¾)
488 2-0-(3'-C1-C4H4)
489 2-0-(4--01-¾¾) i
490 3-0- (2'-Cl-C4H4)
491 3-0-(3,-01-¾¾)
492 3-0-(4'-C1-C4H4)
493 3-O-(4'-Cl-C4H4)
494 4-0-(2 --01-¾¾)
495 4-0-(3/-01-¾¾)
Čísla
532 4-0- (4 ’ -CH3O2C-C6H41
533 2-0-(2'-CH3O-C6H4)
534 2-0- (3 '-CH3O-C4H4)
535 2-0-(4'-CH3O-C6H4)
536 3-0-(2'-CH3O-C$H4)
537 3-0-(3,-0¾¾¾¾)
538 3-0-(4’-CH3O-C4H4)
539 4-0-(2'-CH3O-CíH4)
540 4-0-(3'-0¾¾¾¾)
541 4-O-I4'-CH3O-CsH4)
542 2-0- (2 *-O2N-C4H4)
54 3 2-O-(3'-OjN-C6H4)
544 2-0-(4'-O2N-C6H4)
545 3-O-(2‘-O2N-C6H4)
54 5 3-0-(3,-0277-¾¾)
54 7 3-0-14'-O2N-CeH4)
54 B 4-0-(2 '-O2N-C4H4)
549 4-0-(3'-02N-C6H, 1
550 4-O-(4'-O277-C6H4)
551 2-¾ (2'-NC-C4H4)
552 2-0-13’-NC-CíH4)
553 2-¾ 14 '-NC-C4H4)
554 3-O-|2*-NC-CíH4>
555 3-0-(3 *-NC-C4H4)
556 3-0-(4'-NC-C4H4)
557 4-0-(2,-71¾¾¾)
558 4-¾ (3'-NC-C4H4)
559 4-¾(4--71¾¾¾)
560 2-¾ (2 ’-CFj-CíHi)
561 2-0-(3‘-CF3-C6H4)
562 2-O-(4'-CF3-CjH4)
563 3-O-(2'-CFj-CťH<)
564 3-O-(3'-CF3-CíH4)
565 3-0-(4 '-CF3-C4H4)
566 4-0-(2'-CF3-C4H4)
567 4-¾ (3’-CFj-C4H4)
Číslo
568 4-0-(4’-CF3-C«H4)
569 2-Pyridyl-21
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‘
5Θ0 2-Pyrimidinyl-4'
581 3-Pynmidinyl-2'
5B2 3-Pyrínúdinyl-3'
5B3 3-Pyriniidinyl-4'
584 4-Pyriniidinyl-2'
585 4-Pyri.midinyl-3'
586 4-Pyriraidinyl-4'
587 2-Pyrazolyl-ľ ·
588 2-Pyrazolyl-3'
5B9 2-Pyra2olyl-4‘·
590 3-Pyrazolyl-l'
591 3-Pyrazolyl-31
592 3-Pyrazolyl-41
593 4-Pyra2olyl-l1
594 4-Pyrazelyl-3
595 4-Pyrazolyl-4·
596 2-isoxazolyl-3'
597 2-Isoxazolylť4'
59B 2-lsoxazolyl-5'
599 3-lsoxazolyl-3'
600 3-Isoxazolyl-4'
601 3-Isoxazolyl-5'
602 4-ieoxazolyl-3'
603 4-lsoxazolyl-4'
Číslo
640 4-Thlazolyl-5'
641 2-CHj-ä- (CH3-C.N-O-CH2-CH3-OCH;)
642 2-CH;-4- tC;H;-CiX-O-CH2-CH2-OCE3)
643 2.5-ICH})2-4-ICH3-C=N-O-CH2-CHj-CXľHj)
644 2—CH3-4-(n-C3H7-C=í;-OCH3)
645 2-CHj-4- (n-C3H7-CcN-OC7H5)
646 2-CHj-4- (n-C3H7-CxN-O-n-C3H3)
647 2-CH>-4- (n-Cjfb-CiN-O-l-CjH,)
648 2-CM3-4-(n-CjH7-C=N-O-Allyl)
649 2-CH]-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-C4Hj)
652 2-CHj-4- (n-C3H7-C=N-O-CH2-C6H5)
653 2-CH3-4-(Í-C3H7-C=N-OCH3)
654 2-CH3-4-(Í-C3H7-CsN-DC2H5)
655 2-CH3-4-(i-C3H7-C=N-O-n-C3H?)
656 2-CH3-4-(i-C3H7-CsN-O-Í-C3Hi)
657 2-CH3-4-(i-C3H7-C=N-D-Allyl)
658 2-CH3-4- (i-C3H7-C=N~D-trans-Ciilorallyl 1
659 2-CH3-4- (i-C3H7-C=N-O-Propargyl)
660 2-CH3-4- 1i-C3H7-C«N-O-n-C4H9)
651 2-CH3-4- (i-C3H7-C=N-O-CH2-CtHs)
662 2-O-n-C4H$
663 2-O-i-C4H5
664 2-0-s-C4H9
665 2-O-C-C4H9
666 2-Neopentyloxyskupina
667 3—O-n—C4H9
66B 3-O-í-C4H9
669 3-C*-S-C4H9
670 3-O-t-C4H9
671 3-Neopentyloxyskupina
672 4-o-n-C4H9
673 4-O-1-C4H9
674 4-O-6-C4H9
675 é-o-t-qHj
Číslo TT.
604 4-Isoxazolyl-5'
605 2-Isothiazolyl-3'
606 2-Isothiazolyl-4'
607 2-lsochiazolyl-5'
608 3-Isothiazolyl-3'
609 3-Isothiazolyl-4'
610 3-Isothiazolyl-5'
611 4-isothiazolyl-3'
612 4-Isothiazolyl-4'
613 4-Isochiazolyl-5'
614 2-Imidazolyl-l'
615 2-Imidazolyl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-l'
61B 3-Imidazolyl-2’
619 3-lmidazolyl-4‘
620 4-Imidažolyl-l'
621 4-Imidazolyl-2 ’
622 4-Imida2olyl-4 '
623 2-Oxazolyl-2'
624 2-Oxazolyi-4'
625 2-Oxazolyl-5’
626 3-Oxazolyl-2’
627 3-Oxazolyl-4'
628 3-Oxazolyl-5‘
629 4-0xazolyl-2'
630 4-0xazolyl-4'
631 4-Oxazolyl-5'
632 2-Tliiazolyl-2'
633 2-Thia201yl-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'
Číslo Tn
676 4-Neopentyloxyskupina
677 3-CH3-4-OCH3
678 3-CH3-4-OC2HS
679 3-CH3-4-O-n-C3H?
680 3-CH2-4-On-C4H5
681 3-CH2-4-O-i-C4H9
682 3~CH3”4-O-S-C4Hj
683 3-CHi-4-O-t-C4H9
684 3-CHi-4-Neopentyloxyskupina
685 2-CH3-3-OCH3
685 2-CH3-4-OCH3
687 2-CH1-5-OCH3
683 2-CH3-6-OCH3
699 3-CH3-4-OCH3
690 3-CH3-5-OCH3
691 3-CH3-6-OCH3
692 4-CH3-5-O~CHj
693 4-CH3-6-O-CH3
694 4-CN3-6-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-1-C3Hi
701 3-CH3-6-O-Í-CjH7
702 4-CH3-5-O-Í-C3H7
703 4-CH3-6-O-Í-C3H7
704 5-CHj-6-O-í-CjH7
705 2-C1-3-OCHj
706 2-Cl-4-OCH3
707 2-C1-5-OCH)
708 2-Cl-6-OCHj
709 3-Cl-4-OCHj
710 3-Cl-5-OCH3
711 3-CI-6-OCH3
Číslo
712 4-C1-5-OCH3
713 4-CI-6-OCH3
714 5-C1-6-OCH3
Ta bulka 27
I: Rí = CH3 , X=CHj
II: R· = CH2-CH3 , X=CHj
III; R1 = CH3 , X=C1
IV: R1 = CH2-CH3 . X=C1
Číslo B
1 Pyrroiyl-3
2 N-CHj-Pyrrolyl-3
3 N-CžH5-Pyrrolyl-3
4 N- (4' -CH3-C6H4)-Pyrrolyl-3
5 N- (3' -CH3-CbH4 )-Pyrrolyl-3
6 N-(2'-CH3-C6H4)-Pyrrolyl-3
7 N- (4' -CHjO-C6H< ) -Pyrrolyl-3
8 N- (3 ’ -CH3O-C5H4) -Pyrrolyl-3
9 N-(2‘-CH3O-C«Hť) -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-CgHi) -Pyrrolyl-3
14 N-(3'-CN-CfiH4) -Pyrrolyl-3
15 N- (2' -CN-C6H<) -fyrrolyl-3
16 N-(4'-C1-C4H4}-Pyrrolyl-3
17 N-(3'-C1-C4H4)-Pyrrolyl-3
18 N- 12 *-C1-C4H4) -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-C6K4) -Pyrrolyl-2
25 N- (4' -CH3O-C4H41-Pyrroly 1-2
26 N- (3 ’ -CM3O~C$h4 } -pyrrolyl-2
27 N- 12' -CH3O-C6H4) -Pyrrolyl-2
28 N- 14 '-NOj-CgHi) -Pyrrolyl-2
číslo B
65 4-(2 ’ -NOj-CgHí)-Furyl-2
66 4-(4'-CN-C4H4J-Furyl-2
67 4- (3' -CN-C4H4) -Furyl-2
68 4-12' -CN-C«H; 1 -Furyl-2
69 4- 14'-C1-C4H4)-Fúry 1-2
70 4- 13 '-C1-C4H4) -Furyl-2
71 4- (2'-Cl-CgHí)-Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 S-CeHs-Thienyl-2
75 5- (4 '-CHj-C6H4 )-Thienyl-2
76 S- (3'-CH3-C«H4)-Thienyl-2
77 5- (2 '-CM3-CeH4)-Thienyl-2
78 5- 14 ' -CH3O-CeH4)-Thienyl-2
79 5- í 3 ‘ -CH3O-C«H4) -Thienyl-2
80 5- (2 '-CH3O-C4H<)-Thienyl-2
81 5-(4'-NO2 -C 4)-Th!eny1-2
82 5-(3'-NO2-C$H4 )-Thíenyl-2
83 5- (2 '-NO2-C«H4) -Thienyl-2
84 5-14'-CN-C4H4)-Thienyl-2
85 5- (3 ’ -CN-C6H4) -Thieny 1-2
86 5- (2 '-CN-CíHJ-Thienyl-2
87 5-(4 ‘-C1-C{H4)-Thienyl-2
88 5-(3'-C1-CíH<)-Thienyl-2
89 5-(2'-C1-C4H4)-Thienyl-2
90 4-CH3-Thienyl-2
91 4-CťHs-7hienyl-2
92 4-1« '-CH]-CsH4 ) -Thienyl-2
93 4- (3'-CH3-CtH4)-Thienyl-2
94 4-12 '-CH3-CíH4 ) -Thienyl-2
95 4- í 4' -CH3O-CSH4) -Thienyl-2
96 4- (3 ' -CH3O-C6H4) -Thienyl-2
97 4- (2 '-CH3O-C6H4)-Thienyl-2
98 4- (4' -NO2-CíH4 I -Thienyl-2
99 4-(3'-NO2-CÉH<}-Thienyl-2
100 4- (2' -NOj-CíHí > -Thienyl-2
číslo B
29 N- (3 ,-NO2-C|H4> -Pyrrolyl-2
30 N- (2 ' -NO2-C6H4) -Pyrrolyl-2
31 N- (4' -CN-C6H4 )-Pyrrolyl-2
32 N- (3' -CN-CgHť) -pyrrolyl-2
33 N- (2 ’ -CN-c4H4 > -Pyrrolyl-2
34 N- (4 ' -Cl-CeH4) -Pyrrolyl-2
35 N-(3'-c1-C«h4 )-pyrrolyl-2
36 N-12' -C] -CíHí ) -Pyrrolyl-2
37 Furyl-2
38 5-CHj-Furyl-2
39 5-C6H5-Furyl-2
40 5- (4 ' -CH3-C&H4)-Furyl-2
41 5- (3 ’-CH3-C6K4)-Fuxyl-2
42 5-(2'-CH3-C$H4)-Furyl-2
43 5- (4' -CH3O-C4H<) -Furyl-2
44 5- (3' -CH3O-CSH<) - Furyl-2
45 5- (2' -CH3O-C4H4) -Furyl-2
46 5- (4' -NCh-CsHí) -Furyl-2
47 5-(3'-NO2-C«K<)-Fuiyl-2
48 5- (2' -NO2-CSH4) -Furyl-2
49 5-{4'-CN-C6H<)-Furyl-2
50 5- (3 ’-CN-CgH4)-Furyl-2
51 5- (2 ’ -CN-C6H4) -Furyl-2
52 5- <4 ’ -Cl-CťH4) -Furyl-2
53 5- (3' -C1-C6H,) -Furyl-2
54 5- (2 · -C1-C6H< 1 -Fúry 1-2
55 4-CHj-Furyl-2
56 4-C6H5-Furyl-2
57 4- (4 · -CH3-C6H4) -Furyl-2
58 4- (3 ’-CM3-C6H4)-Furyl-2
59 4- {2' -CH3-C4H4) -Furyl-2
60 4- U'-CHjC-CsH^-Furyl-a
61 4- (3 '-CHjO-CgH,}-Furyl-2
62 4- (2 ' -CH3O-C6H4) -Furyl-2
63 4-(4'-NO2-C6H4)-Furyl-2
64 4- (3 ’ -NO2-C«H4) -Furyl-2
číslo B
101 4- (4' -CN-C6H4) -Thienyl-2
102 4- í 3' -CN-C6H4) -Thienyl-2
103 4- (2 ' -CN-C$H4)-Thíenyl-2
104 4- {4 ' -Cl-CfiHf) -Thieny 1-2
105 4-(3’-Cl-C6H4)-Thienyl-2
106 4- (2 ’ -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CH3-Thienyl-3
109 5-C4H5-Thienyl-3
110 5-(4 '-CH3-CgH4)-Thienyl-3
111 5-(3'-ch3-c«h4)-Thienyl-3
112 5-(2 '-CH3-C6h4)-Thienyl-3
113 5- (4 ’ -CHaO-CgHí) -Thienyl-3
114 5- (3 ' -CH3O-CíH4 ) -Thienyl-3
115 5- (2 '-CH3O-CéH4 ) -Thienyl-3
116 5- (4' -NO2-CíH4 ) -Thienyl-3
117 5- < 3 ·-N0;-c,h4 1 -Thienyl-3
118 S- (2 '-KC2-C(H4> -Thienyl-3
119 5-14' -CN-C4H4) -Thienyl-3
120 5- < 3 ' -CN-CgH4) -Thienyl-3
121 5—42' -CN-CgH4) -Thienyl-3
122 5- {4 '-Cl-CjHd -Thienyl-3
123 5- (3 ' -C1-C6H4}-Thienyl-3
124 5- (2' -Cl-CgH4 I-Thienyl-3
125 Pyrazolyl-4
126 N-CH3-Pyrazolyl-4
127 N-CgHs-Pyrazolyl-4
12 B N- (4 ' -CH3-C(H4J -Pyrazolyl-4
129 N-(3 '-CH3-C4H4)-Pyra2olyl-4
130 N- (2 '-CH3-C«H4)-Pyrazolyl-4
131 N- (4 '-CH3O-C4R4)-Pyrazolyl-4
132 N-(3 '-CHaO-CgJ^)-lyrazolyl-4
133 N- (2 '-CH3O-C4H4) -Pyrazolyl-4
134 N- (4 ' -NO2-C4H4} -Pyrazolyl-4
135 N- (3 ' -NO2-C4H4) -Pyxazolyl-4
136 N- (2 ‘ -NO2-C4H4) -Pyrazolyl-4
Číslo S
137 N-(4 '-CN-CsH4)-Pyrazolyl-4
138 N- (3 '-CN-C6H4)-Pyrazolyl-<I
139 N- (21-CN-C6H4)-Pyrazolyl-4
140 n-(4'-Cl-C6H4)-Pyrazolyl-4
141 N-!3'-C1-C6H4)-Pyra201y1-4
142 N-(2‘-CI-C5H4)-Pyrazolyl-4
143 3-CH3-N-Methylpyrazolyl-4
144 3-C6H5-N-Methylpyrazolyl-4
145 3- (4 ’-CH3-C4H4l -N-Methylpyrazolyl-4
146 3- (3 ' -CH3-C6H41 -N-Methylpyražolyl-4
147 3- (2 '-CH3~C«H41 -N-Methylpyrazoly.1-4
148 3- (4 '-N-Methyljyrazolyl-4
149 3- (3 ’-CHtO-CgHi) -N-Methylpyrazolyl-4
150 3-(2'-CH3O-C6H4 ) -N-Methylpyrazolyl-4
151 3- (4 '-NO2-C4H41 -N-Methylpyrazolyl-4
152 3 - (3 '-NO2-CjH< 1 -N-Methylpyrazolyl-4
153 3- (2 '—NO2—C4H4 1 -N-Methylpyrazolyl-4
154 3- (4'-CN-C5H4)-N-Methylpyrazolyl-4
155 3- (3 ’-CN-C6H4) -N-Methylpyrazolyl-4
156 3- (2 ' -CN-C5H4) -N-Methylpyrazolyl-4
157 3- (4 ' -Cl-CelU) -N-Methylpyrazolyl-4
158 3-{3'-CI-C6H4 >-N-Methylpyrazolyl-4
159 3-(2’-Cl-C&H4)-N-Methylpyrazolyl~4
160 Isoxazolyl-5
161 3-CH3-lsoxazolyl-5 1
162 3-CíH5-Isoxazolyl-5
163 3-(41-CHJ-C4H4)-Isoxazolyl-5
164 3-(3 '-CHj-CjHJ-lsoxazolyl-5
165 3-(2'-CH3-CSH4)-Isoxazolyl-5
166 3-(4'-CH3O-CÍH4)-Isoxazolyl-5
167 3- (3'-CH3O-CíH4)-Isoxazolyl-5
168 3- (2' -CH3OC4H4) -lsoxazolyl-5
169 3-(4'-NO2-C4H4) -Isoxazolyl-5
170 3-(3NO2-C4H4) -Isoxazolyl-5
171 3-<2NO2-C4H4) -Isoxazolyl-5
172 3- (4' -CN-C6H4) -Isoxazolyl-5
číslo B
209 5- (3'-CN-CgHi)-isoxazolyl-3
210 5-(2'-CN-CôHí)-Isoxa201yi-3
211 5-(4'-Cl-CgHí j-lsoxazolyl-3
212 5-(3'-C1-C6H<)-isoxazolyl-3
213 5-(2'-ci-CgH4)-isoxa2olyl-3
214 lsothia2olyl-5
215 3-CH3-lsothiazolyl-5
216 3-CsH5-lsothiazolyl-$
217 3-(4'-CHj-c6H4)-isothiazolyl-5
218 3-(3'-CH3-C6H4)-Isothiazolyl-5
219 3-(2'-CH3-C5H4) -Isothiazolyl-5
220 3-(4'-CH30-C6H4)-lsothia2olyl-5
221 3-(3'-CH3O-C4H4)-Isothiazolyl-5
222 3- (2' -CH3O-CíH4) -Isothiazolyl-5
223 3- (4'-NO2-C6H4)-Isothiazolyl-5
224 3-(3'-NO2-C4H4)-Isothiazolyl-5
225 3-(2'-NO2-C4H4)-Isothiazolyl-5
226 3-(4'-CN-CgH4)-Isothiazolyl-5
227 3-(3'-CN-C5H4)-Isothiazolyl-5
228 3-(2'-CN-C^Hi)-lsothiazolyl-5
229 3-(4'-Cl- CgH4)-isothiazolyl-5
230 3-(3'-Cl-CeH4)-Isothia2olyl-5
231 3-(2'-Cl-CeH4)-Isothiazolyl-5
232 Oxazolyl-4
233 2-CHj-Oxazolyl-4
234 2-C6H5-0xa2olyl-4
235 2- 14 -CH3-CbH4) -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'-CH3O-C5H4)-Oxazolyl-4
241 2- (4'-no2-CeH4) -Oxazolyl-4
242 2-(3 ’ -NO2-CeH4) -Oxazolyl-4
243 2- (2 ' -NO2-C«H4) -Oxazolyl-4
244 2- (4 ’ -CN-CeH4} -Oxazolyl-4
Číslo B
173 3-(3'-CN-C6H<) -Isoxazolyl-5
174 3- (2' -CN-C6H4) -Isoxazolyl-5
175 3-(4'-C1-C4H4)-Isoxazolyl-5
176 3- (3 ’-CI-CíHí)-Isoxazolyl-5
177 3- (2' -Cl-CtH4) -Isoxazolyl-5
178 4-Chlorisoxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
180 3-CíH5-4-Chlorisoxa2olyl-5
181 3- 14 '-CH3-C6H4) -4-Chlorisoxazolyl-5
182 3- í 3 '-CH3-CÉH4)~4-Chlorisoxazolyl-5
183 3- (2 *-CH3-CeH4)-4-Chlorisoxazolyl-5
184 3- (4 CH3O-CgH4}—4-Chlorisoxasolyl-5
1B5 3- (3 '-CH3O-C6H4)-4-Chlorisoxazolyl-5
186 3- (2 ' -CHjO-C4H4 }-4-Chlorisoxa2olyl-5
187 3- 14 -N02-CeH<)-4-Chlorisoxazolyl-5
188 3- í3 ’-NOj-CéH* )-4-Chlorisoxazolyl-5
189 3-12' -NOj-CgHť) -4-Chlorisoxazolyl-5
190 3- 14 ’-CN-CgHí )-4-Chlorisoxazolyl-5
191 3- 13 '-CN-Cgfy)-4-Chlor isoxazolyl-5
192 3- 12 '-CN-C6H4)-4-Chlorisoxazolyl-5
193 3- 14 '-C1-CíH4 )-4-Chlorisoxazolyl-5
194 3-13 ’-Cl-C6H<)-4-Chlorisoxazolyl-5
195 3- (2 ‘-Cl-CfiHí >-4-Chlorisoxazolyl-5
196 Isoxazolyl-3
197 5-CH3-Isoxazolyl-3
198 5-C6Hs-lsoxazolyl-3
199 5- (4'-CH3-C6H4)-Isoxazolyl-3
200 5- (3'-CH3-C6H4)-Isoxazolyl-3
201 5- (2'-CH3-C6H4)-Isoxa2elyl-3
202 5- (4 '-CH3O-CgH4)-Isoxazolyl-3
203 5-(3’-CH3O-C6H4 )-Isoxazolyl-3
204 5-(2'-CH20-C6H4)-Isoxazolyl-3
205 5- (4 '-NO2-C6H4)-Isoxa2olyl-3
206 5- (3' -NC^-CgHi ) -lsoxazolyl-3
207 5-(2'-NOj-CgHJ-Isoxazolyl-3
208 5- (4 *-OJ-CíH4) -Isoxazolyl-3
Číslo B
245 2- {3' -CN-CeH* J -Oxazolyl-4
246 2- (2 * -CN-C6H41 -Oxazolyl-4
247 2-{4'-Cl-C6H4)-Qxazolyl-4
248 2- (3 ’-Cl-CeHť 1 -Oxazolyl-4
249 2- (2' -C1-C6H*) -Oxazolyl-4
250 Thiazolyl-4
251 2-CHj-Thiazolyl-4
252 2-C6Hs-Thiazolyl-4
253 2- (4'-CH3-C5H4)-Thiazolyl-4
254 2- (3 ’-CH3-C6H4) -Thiazolyl-4
255 2- (2·-CH3-CSH4I-Thiazolyl-4
256 2- (4-CH3O-CíH4)-Thiazolyl-4
267 2-(3'-CH3O-CsH4)-Thiazolyl-4
258 2- {2·-CH5O-C6H4)-Thiazolyl-4
259 2- (4 ’-no2-CjHJ -Thiazolyl-4
260 2-(3’-NO2-C6H4)-Thiazolyl-4
261 2-(2'-NO2-C*M4)-Thiazolyl-4
262 2- (4' -CN-CíH4)-Thiazolyl-4
263 2- (3' -CN-C6H4)-Thiazolyl-4
264 2- (2' -CN~C6H4) -Thiazolyl-4
265 2-14'-C1-C«H41 -Thiazolyl-4
266 2-(3'-C1-C6H4)-Thiazolyl-4
267 2-(2'-Cl-CsH4)-Thiazólyl-4
268 N-CHj -1.2,4 -Tr i azoly 1- 5
269 3-CHj-N—CH3-1,2,4-Triazolyl-5
270 3-C6H«-N-CHj-1,2,4-Triazolyl-5
271 3- (4'-CH3—C$H4) -N-CHj-1,2,4-Triazolyl-5
272 3- (3 ' —CH3—CgH4} —N—CH3—1,2,4-Triazolyl-5
273 3- (2' -CH3-CgB4) -N-CHj-1,2,4-Trlazolyl-5
274 3- (4' -CH3O-C4H4) -N-CH3-1,2,4~Tríazoly 1-5
275 3- (3' -CH3O-CgH4) -N-CHj-l, 2,4-Triazoly1-5
276 3- (2 ’ -CH3O-CeH4) -N-CH3-1.2,4-Tríazoly1-5
277 3- (4' -NO2-Cí«4 ) -N-CH3-1,2,4-Triazolyl-5
278 3- (3' -NOj-CjK.I-N-CHj-l, 2,4-Triaxolyl-5
279 3- (2' -NO2-C&H4) -N-CHj-1,2,4-Triazolyl~5
280 3- <4 '-CN-CjHjl -N-CHj-1,2,4-Triaxolyl-5
Číslo B
281 3- !3'-CN-C6H;)-N-CH.-l ,2,4-Triazolyl-5
282 3- (2' -CN-CgH; J -N-CHj-1,2,4-Triazolyl-5
283 3-(4'-Cl-CfiHí) -N-CHj-1,2,4-Triazolyl-5
284 3- (3'-Cl-CfH<)-N-CHj-1,2,4-Triazolyl-5
285 3- (2'-Cl-CsH4)-N-CHj-l,2,4-Tríazolyl-5
286 1,3,4-Oxadiazolyl-2
287 5-CHj-l,3,4-Oxadiazoly1-2
288 5-CjHj-l. 2,3-Oxadiazolyl-2
289 5- (4 ’ -CH3-C6H4)-1.3,4-Oxadiazolyl-2
290 5- (3 '-CH3—CgH4)-1,3,4-Oxadiazolýl-2
291 5- (2 '-CH3-CgH4)-l,3,4-Oxadiazolyl-2
292 5- (4 ’ -CHíO-CíHí )-1,3,4-Oxadiazoly1-2
293 5- (3 ’-CH3O-C5H4) -1, 3,4-Oxadiazolyl-2
294 5- (2' -CH3O-C«H4) -1, 3,4-Oxadiazolyl-2
295 5- «'-NOyCgHJ-l, 3 , 4-Oxadia2Olyl-2
296 5- (31 -NO2-C4H4)—1,3.4-Oxadiazolyl-2
297 5- (2' -NO2-C6H41-1,3,4-Oxadiazolyl-2
298 5- (4' -OJ-CgH, )-1,3,4-Oxadiazoly1-2
299 5- (3 ' -CN-CgH, 1-1,3,4-Oxadiazolyl-2
300 5- (2' -CN-C6H41-1,3,4-Oxadiazoly 1-2
301 5-(4'-C1-C$H41-1,3,4-Oxadiazoly 1-2
302 5-(3'-C1-C6H< 1-1,3,4-Oxadiazolyl-2
303 5- (2' -C1-C6H41-1.3,4-Oxadiazoly 1-2
304 1,2,4-Oxadiazoly 1-3
305 5-CHj-l,2,4-0xadiazolyl-3
306 5-C4H5-1,2,4-Oxadiazolyl-3
307 5- (4' -CH3-C6h4 )-1,2,4-oxadiazoly1-3
308 5- (3 '-CH3-CfiH4)-l, 2,4-Oxadiazolyl-3
309 5- 12'-CH3-CgH4 )-1,2,4-Oxadiazolyl-3
310 5-14' -CH30-C6H< )-1,2,4 -Oxadiazoly 1-3
311 5- (3 '-CH3O-CeH4)-l, 2,4-Oxadiazolyl-3
312 5- (2' -CH3O-CgH4 )-1.2.4-Oxadiazoly 1-3
313 5-(4 ’-NOj-CgH4)-l,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-C4H4 )-1,2,4-Qxadiazolyl-3
Číslo B
353 5-(3'-CN—£584}—1,2,4-Thiadiazoly1-3
354 5-(2'-CN-C5H4 )-1,2,4-Thiadiazolyl-3
355 5-(4'-C1-C4K4 >-1,2,4-Thiadiazolyl-3
356 5-(3'-C1-C6K4 )-1,2,4-Thiadiazoly1-3
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-CgH5-l,3,4-Thiadiazolyl-2
361 5-(4'-CH3-CgH4)-l ,3.4-Thiadiazolyl-2
362 5-(3'-CH3-CeH4)-1,3,4-Thiadiazolyl-2
363 5- (2 ‘-CH3-C4H4 )-1,3.4-Thiadiazolyl-2
364 5-(4'-CH3O-C6H4 )-1,3,4-Thiadiazoly1-2
365 5- (3'-CH3O-C6H4 )-1,3,4-Thiadiazoly1-2
366 5-[2‘-CH30-CíH4 1-1,3,4-Thiadiazoly1-2
367 5-(4'-N0j-C«H4) -1.3.4-rhiadiazolyl-2
368 5-13'-no2-CsH4) -l,3.4-Thiadíazolyl-2
369 5-(2'-NO2-C4H4) -1.3,4-Thiadiazoly1-2
370 5-(4'-CN-C6H4)-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 )-l, 3,4-Thiadiazoly1-2
374 5-(3'-C1-C6H<)-l, 3,4-Thiadiazolyl-2
375 5-(2’-C1-C6H4)-l,3,4-Thiadiazolyl-2
376 Pyridyl-2
377 Pyridyl-4
378 Pyridazinyl-3
379 J’yridazinyl-4
380 pyridazinyl-2
381 Pyrimidinyl-4
382 Pyrimidinyl-5
383 Pyrimidinyl-2
384 Pyridyl-3
385 1-Naftyl.
386 2-Naftyl.
Číslo B
317 5-(3'-CN-CbH4)-1,2,4-0xadiazoly1-3
31B 5- (2 '-CN-CsH4)-1,2,4-Oxadiazolyl-3
319 5- (4'-C1-C6H4)-1,2,4-Oxadiazoly1-3
320 5-(31-C1-C6H4) -1,2,4-Oxadiazolyl-3
321 5- <2 '-C1-CôH4J -1,2,4-Oxadiazolyi-3
322 1,2,4-Qxadiažolyl-5
323 3-CH3-l,2,4-Oxadiazolyl-5
324 3-C4H5-l, 2,4-Oxadiazolyl-5
325 3- (4 '-CH3-C6H4 (-1,2,4-Oxadiazoly 1-5
326 3- (3'-CH3-CíH4 )-1,2,4-Oxadiazolyl-5
327 3-12' -CH3-CťH4 )-1,2,4-Oxadiazolyl-5
328 3-14’ -CH3O-C6H< )-1.2,4 -Oxadiazoly 1- 5
329 3-(3 ’-CH3O-C6H4 )-1,2. 4-Oxadiazolyl-5
330 3-(2 '-CH3O-C6Ht)-1.2,4-Oxadiazoly 1-5
331 3- (4 ’-NC^-CeHí) -1,2,4-0xadiazoly 1-5
332 3-13' -NOj-ťíH. 1-1.2.4-Oxadiazolyl-5
333 3- [ 2 ’ -NO2-C6H< )-1.2,4-Oxadiazolyl-5
334 3-14 '-CN-CťHJ-l^.a-Oxadiazolyl-S
335 3-13'-CN-C4H4)-1,2,4-Oxadiazoly1-5
336 3-!2’-CN-C6h4)-1.2,4-0xadiazolyl-5
337 3-14 *—Cl—C4H4)-1,2.4-Oxadiazoly1-5
338 3-(3’-Cl-C4H4)-1,2,4-Oxadia»olyl-5
339 3-12'-C1-C«H4)-1.2,4-Oxadiazolyl-5
340 1.2,,4-Thiadiazolyl-3
341 5-CH3-1.2.4-Thiadiazolyl-3
342 5-CgHs-l, 2,4-Thiadiazolyl-3
343 5-14 '-CHi-CgH4 )-1,2,4-Thiadiazoly 1-3
344 5- (3' -ch3-c$h4 )-1,2,4 -Thiadiazolyi-3
345 5-12' -CHi -c6h< )-1,2,4-Thiadiazoly1-3
346 5-14' -CH3O-C6H4 )-1,2,4-Thiadiazolyl-3
347 5-13’ -CH3O-CgH4 )-1,2,4 -Thiadiazolyl -3
348 5- (2 '-CH3O-C6H41-1,2,4-Thiadiazolyl-3
349 5- [4 '-NO2-C«H4 )-1,2,4-Thiadiazoly 1-3
350 5- 13 ’-NO2-CfiH4 )-1,2,4-Thiadiazoly 1-3
351 5- 12' -NO2-CgH4 )-1,2,4-Thiadiazoly 1-3
352 5-[4 '-CN-C6H4)-1,2,4-Thiadiazolyl-3
I: R1 = CH3 . X=CH3
II: R- = CHj-CH3 , X=CH3 III: R1 = CH3 .
iv: r: - CH2-CH3 . X=C1
číslo Tn.
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-C12
13 2.4-C12
14 2,5-Cl?
15 2.6-CI2
16 3,4-Cla
17 3,5-Cl2
18 2,3,4-Clj
19 2,3,5-Cl3
20 2,3,6-Cl3
21 2,4,5-Cl3
22 2,4,6-Cls
23 3,4,5-Clj
24 2,3,4,6-Cl4
25 2,3,5,6-Cl.
26 2,3,4,5,6-Cls
27 2-Br
28 3-Br
Čislo
29 4-Br
30 2,4-Br;
31 2,5-Br2
32 2,6-Brj
33 2.4,6-Brj
34 2,3,4.5,6-ΒΓ5
35 2-J
36 3-J
37 4-J
38 2,4-Jj
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-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
Čislo Tm
1C1 2-s-C4Hs
102 3-S-C4H9
103 4-S-C4H?
104 2-t-C4Hs
105 3-C-C4H9
106 4-t-C4H9
107 2,3-(t-C4H9)2
108 2,4-(t-C4H5 )2
109 2,5-(t-C4H9)2
110 2,6-(t-C4H9)j
111 3,4-(t-C4H9)2
112 2,4,6-!t-C4H9)3
113 4-n-C5H}9
114 4-n-Ci2H25
115 4-n-CisHji
116 4-(1,1,3,3-Tetrainethylbutyl)
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-CHj, 4-C-C<H9
122 2-CH3. 6-t-C4H9
123 2-CH3, 4-í-C3H7
124 2-CH3, 5-Í-C3H7
125 3-CH}, 4-i-C3H7
126 2-í-C3H7, 5-CH3
127 2,4-(t-C4H9)2, 6-i-C3H7
12 8 2-Allyl
12 9 3-Allyl
130 4-Allyl
131 2-Allyl, 6-CH3
132 2-cyclo-C4Hu
133 3-cyclo~C6Hu
134 4-cyclo-CeHn
135 2,4- (cyklo-CeHjj) j, 6—CH}
136 2-CH3, 4-cyklo-CeHn
Číslo Tfn
65 2,6-Clj, 4-Br
66 2-CHa
67 3-CHi
68 4-CHj
69 2,3-(CH3)2
70 2,4-(CH3)í
71 2,5-(CH3)2
72 2,6-(CHj>2
73 3,4-ICH3)2
74 3,5-(CH3)2
75 2,3,5-(CH3)3
76 2,3,4-(CH3)j
77 2,3,6-(CHj)3
78 2,4,5- (CH3I3
79 2,4,6-(CH3)3
80 3,4,5-(CH3)3
81 2,3,4,6-(CHj)<
82 2,3,5,6-ICH})4
83 2,3,4,5,6- |CH3)s
84 2-CjHs
85 a-CjH;
86 4-C2Hs
87 2,4-(C2HS)2
88 2,6-(C2H5)2
89 3,5-(C2Hs)2
90 2,4.6-IC2H5)j
91 2-n-C3H7
92 3-n-C3H7
93 4-n-C3H7
94 2-Í-CjH7
95 3-í-C3H7
96 4-í-C3H7
97 2,4-(l-C3H7)2
98 2,6-(Í-C3H7 )2
99 3,5-(i-C3H7 )2
100 2,4,6-(i-C3H7)3
Číslo T™
137 2-CH2-CsH5
138 3-CH2-C6Hs
139 4-CH2-C6Hs
140 2-CH2-CBH>, 4-CHj
141 2-CH}, 4-CH2-C4HB
142 2-C6H5
143 3-C6Hs
144 4-C6H5
145 4- (2-i-C3H7-C6H4)
146 4-C6H5. 2,6-(CH})2
147 2-C1, 4-C6H5
148 2-Br, 4-CeH5
149 2-C6H5, 4-C1
150 2-C6H5, 4-Br
151 2-CH2C6H5, 4-C1
152 2-CH2C6H5, 4-Br
153 2-C1, 4-CH2C6K5
154 2-Br, 4-CH2C6H5
155 2-cyklo-CGHn, 4-C1
156 2-cyklo-CgHn, 4-Br
157 2-C1, 4-cyklo-CíHu
158 2-Br, 4-cyklo-C6K11
15S 2-OCHi
160 3-OCH3
161 4-OCH3
162 2-OC2H5
163 3-O-C2H5
164 4-O-C2H5
165 2-O-n-C)H7
166 3-O-n-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-25Hi3
172 3-O-n-CíHu
Číslo Tff,
173 4-O-n-CeHu
174 2-O-n-CeHn
17S 3-0—n-C£Ki7
176 4-O-n-C8Hi7
177 2-O-CH2C6Hs
176 3-O-CH2C6Hs
179 4-0-CH2C6H5
180 2-0- (CHj) 3C«H5
181 3-0- (CHj) jCíHs
182 4-0- (CH2) jCíHj
183 2,4-(OCH3)2
184 2-CFj
185 3-CFj
186 4-CFj
187 2-OCFj
188 3-OCFj
189 4-OCFj
190 3-OCHjCHFj
191 2-NO2
192 3-NO j
193 4-NO2
194 2-CN
19S 3-CN
196 4-CN
197 2-0¾x 3-C1
198 2-CH3, 4-C1
199 2-CHj, 5-C1
200 2-CHj, 6-C1
201 2-CHj, 3-F
202 2-CH3, 4-F
203 2-CH3, 5-F
204 2-CHs, 6-F
205 2-CH3, 3-Br
206 2-CH3, 4-Br
207 2-CH3, 5-Br
208 2-CH3, 6-Br
číslo Tm
245 2, 3.6-(CHj}j, 4-Br
246 2,4-ICHjlj, 6-F
247 2,4-(CHjI2, 6-C1
24B 2,4-(CH3)j, 6-Br
249 2-Í-C3H7, 4-C1, 5-CHj
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-NOj
257 2,6-J2, 4-NO2
258 2-CH3. 5-Í-C3H?, 4-C1
259 2-CO2CH3
260 3-COjCHj
261 4-C02CHj
262 2-CO2(C2H5)
263 3-CO2 (C2H5)
264 4-CO2(CjH5)
265 2-CO2(n-C3H7)
266 3-CO2(n-C3H7)
267 4-CO2(n-C3H7)
26B 2-COj(i-CjH7)
269 3-CO2(í-CjH7)
270 4-CO2(1-CjH7)
271 2-002 (n-C$Hj3)
272 3-002 (n-CíHj3)
273 4-002 (n-C£H13)
274 2-CH2-OCH3
275 3-CH2-OCH3
276 4-CH2-OCHj
277 2-CH2O(CjH$)
278 3-CH2O(C2H5)
279 A-CHjOICjHs)
280 S-CHjOín-CjHi)
Číslo Tn
209 2-C1, 3-CH3
210 2-C1, 4-CH3
211 2-C1, 5-CH3
212 2-F, 3-CHj
213 2-F, 4-CH3
214 2-F, 5-CH]
215 2-Br, 3-CH3
216 2-Br, 4-CH3
217 2-Br, 5-CH3
218 3-CHj, 4-C1
219 3-CH3, 5-C1
220 3-CH3, 4-F
221 3-CH3. 5-F
222 3-CHj, 4-Br
223 3-CH3. 5-Br
224 3-F, 4-CH3
225 3-01, 4-CH3
226 3-Br, 4-CH3
227 2-C1, 4,5-(CH3l2
228 2-Br, 4,5-(CH3>2
229 2-C1, 3,5-(CH3)2
230 2-Br. 3,5-(CHj}2
231 2,6-CIí, 4-CHj
232 2,6-Fa, 4-CHj
233 2,6-Brj, 4-CH3
234 2,4-Br2. 6-CH3
235 2,4-Fj, 6-CH3
236 2,4-Br2, 6-CH3
237 2,6-<CHj)j, 4-F
238 2,6(CHjl2, 4-C1
239 2,6-(CH3) j, 4-Br
240 3,5-(CH3,'j, 4-F
241 3,5-(CHj}2, 4-C1
242 3,5-(CH3}2, 4-Br
243 2,3,6-(CH3)3, 4-F
244 2,3,6-(CHj)3, 4-C1
Číslo
281 3-CH2O(n-C3H7)
282 4-CH2O(n-C3H7)
283 2-CH2O(í-C3H7)
284 3-CH2O(i-C3H7)
285 4-CH2O(i-C3H7)
286 2-CHO
287 3-CHO
288 4-CHO
289 2-CO-CHj
290 3-CO-CH3
291 4-CO-CHj
292 2-CO-CH2-CHj
293 3-CO-CH2-CH3
294 4-CO-CH2-CH3
295 2-co-ch?-ch2-ch3
296 3-CO-CH2-CH2-CH3
297 4-CO-CH2-CH2-CH3
298 2-CO-CHtCH3)-CH3
299 3-CO-CH(CH3)-CHj
300 4-CO-CH(CH3)-CH3
301 2-Me-4-CHO
302 2-Me-4-CH3-CO
303 2-Me-4-CH3-CH3-CO
304 2-Me-4-CH3-CH2-CH2-CO
305 2-Me-4-CH3-CH(CH j} -CO
306 2,5-Me2-4-CH0
307 2,5-Me2-4-CHj-€O
308 2,5-Me2-4-CHj-CH2-CO
309 2,5-Me2-4-CHj-CH2-CH2-CO
310 2.5-Me2-4-CH3-CH (CHj) -CO
311 2-C1-4-CHO
312 2-Cl-4-CHj-CO
313 2-Cl-4-CH3-CH2-CO
314 2-CI-4-CH3-CH(CHj) -CO
315 2,5-Cl2-4-CHO
316 2-, 5-Clj—4—CHj-CO
Číslo Tn
317 2.5-C1j-4-CHj-CH2-CO
318 2,5-Cl2-4-CHj-CH2-CH2-CO
319 2,5-Cl2-4-CHj-CH{CHíJ-CO
320 2-C(»NOCHj)-CHj
321 3-C(=NOCH3)-CH3
322 4-CIsNOCHj)—CHj
323 2-C tsNOC2H5) -CHj
324 3-C (=NOC2H$) -CHj
325 4-C (=NOC2Hs) -CH3
326 2-C(«NO-n-C3K?)-CK3
327 3-C {=NO-n-CjH?) -CHj
328 4-C (sNO-n-C3H7) -CH]
329 2-C(=NO-Í-C3H7)-CH3
330 3-C(=NO-í-C3H7)-CH3
331 4~C(=2NO-i-C3H7)-CH3
332 2-C(=NO-A1lyl)-CHj
333 3-C(βΝΟ-Allyl)-CHj
334 4-C(=NO-Allyl]-CHj
335 2-c(sNO-txans-ChlorallyD-CHj
336 3-C(«NO-trans-Chlorallyl)-CHj
337 4-C(=NO-trans-Chlorallyl)-CHj
338 2-C(«ΝΟ-Prcpargy1)-CHj
339 3 -C (=NO-Prapargy1)-CHj
3-10 4-C < sNO-Prapargyl1-CHj
341 2-C(=NO-n-C4H9)-CH3
342 3-C(=NO-n-C4H9)-CH3
343 4-C (=NO-n-C4H9)-CHj
344 2 -C (sNO-CH2-C6H 5) -CH3
345 3-CUNO-CH2-C«H5)-CHj
346 4 -C (=NO-CH2-CíK5) -CH3
347 2-CH3-4-CHsNOCHj
348 2-CH3-4-CHsNOCjH5
349 2-CHj-4-CH«NO-n-CjH7
350 2-CH3-4-CH-NO-i-C3H7
351 2-CH3-4-CH=NO-Allyl
352 2-CH3-4-CH »NO-[t rans-Chlorally1)
Číslo T,.
389 3-(2'-F-CôH4)
390 3-(3’-F-CôH4 1
391 3-(4'~F-C6H<)
392 4-(2’-F-C$H<<
393 4-(3'-F-C6H4)
394 4-(4--F-C6H4J
395 2-(2'-C1-C$H4)
396 2-(3·-C1-C6H4)
397 2-(4'-Cl-C6H4)
398 3-í2--Cl-C6H4)
399 3-(3'-C1-C6H4)
400 3-l4'-Cl-C$H4)
401 4-{2'-Cl-CeH4>
402 4-!3'-CJ-C€H4)
403 4-(4'-Cl-C€H4)
405 2-(2'-CHj-C§H4)
406 Z-U'-CHj-C^)
407 2-(4'-CHj-C$H4)
408 3-(2'-CHj-CsH4)
409 3-(3'-CHj-C$H4)
41C 3-(4’-CH3-C6H4)
422 . 4-(2’-CH3-C6fí<)
412 4-(3'-CH3-C6H<)
413 4-(4'-CH3-C6H4)
414 a-IJ'-CHi-CO-CíH,!
415 2-(3*-CH3-CO-CíH<)
416 2- (4 '-CK3-CO-C6H4)
417 3-(2'-CHj-CO-C$H4 )
418 i-O'-CHj-CO-C.H,)
419 3-(4'-CHj-CO-C«H4)
420 4-(2'-CH3-CO-C4H4)
421 4- (3 · -CHj-CO-CcHí >
422 4-(4'-€H3-CO-CjH<2
423 2- (2 ’ - (CH3-C (eNOAllyl) ) -C6H4)
424 2- (3' - (CH3-C (-NOAllyl)) -C6H4)
425 2-(4’-(CH3-C(«NOAllyl))-C6H4)
Číslo
353 2-CHj-4-CH*NO-Propargyl
354 2-CH3-4-CH=NO-n-C4HS
355 2-CH3-4-CH»NO-CH2-C<>Hs
356 2-CH3-4-(CH3-C=NOCH3)
357 2-CHj-ť-(CHj-CaNOCjEg)
358 2-CH3-4- (CHj-C*NO-n-CjH7)
35S 2-CHj-4- (CHj-C=NO-i-CjK71
360 2-CHj-4- (CHj-C*NO-Allyl)
361 2-CH3-4-(CH3-c»NO-trans-Chlorallyl)
362 2-CH3-4- (CH3-C=NO-Propargyl)
363 2-CHJ-4-(CHj-C=NO-n-C4H9)
364 2-CH3-4-(CHj-C«NO-CHj-C6H5)
365 2-CH3-4-(C2Hs-C=NO-CH3)
366 2-CHj-4- (C2H$-C=ND-C2H«>)
367 2-CH3-4- (C2Hs-CsNO-n-C3H7)
368 2-CH3-4- (C2H5-C=NO-Í-C3H7
369 2-CH3-4-(C2H5-C=N0-Allyl)
370 2-CH3-4- IC2Hs~C=NO-trans-Chlorallyl)
371 2-CHj-4- (C2H5-CsNO-Propargyl)
372 2-CHj-4- (C2Hs-C=NO-n~C4H9)
373 2-CH5-4- (C2H5-CSNOCH3-CSH5}
374 2,5- (CHj) 2-4 - (CH3-CxNOCHj)
375 2.5- (CH3) 2-4“ (CH3-C«NOC2Hs)
376 2,5- (CHj)2-4-(CH3-C=N(>-n-CjH7)
377 2, S- (CH1) 2-4- < CHj-CdW- S-C.H,)
378 2,5- (CH3 J 3-4- (CHj-C=NO-Ally 1)
379 2,5- (CH3) 2-4-(CH3-CsNO-trans-Chlorallyl)
380 2,5- (CH3j2-4-(CH3--c=NO-Proparyl)
381 2,5- (CHj) 2-4- (CHj-CbNO-TI-C4Hs)
382 2,5- (CHj)2-4-(CH3-C«NO-CHí-C«H5>
383 2-CéH5
384 3-C6H5
385 ♦-Mž
386 2-(2'-F-C$H4)
387 2-(3'-F-C6H4)
388 2-(4‘-F-CsK«)
Číslo TB
426 3- (2 (CH3-C (=NOAllyl)) -C6H4 >
427 3- (3 ' - (CHj-C (aNOAlly 1)) -C6H4)
428 3- (4' - (CHj-C (=NOAllyl)) -CeH4)
429 4- (2 ' - (CHj-C (-NOA1 lyl 1 } -C6H4)
430 4- (3 ' - (CH3-C (xNCAllyl I) -C6H4)
431 4-(4'-(CHj-C(=NOAllyl)) -C6H4)
432 2- (2 '-CH3O2C-C{H4)
433 2-(3'-CHjO2C-C{H4 )
434 2- (4 '-CHjO2C-C6H4 )
435 3- (2'-CHjO2C-C6H4)
436 3-(3--CH3a2C-C6H4)
437 3-(4 ' -CHjO2C-C6H4 )
438 4-(2' -CHjO2C-C6H4 )
439 4-(3 1 -CHjO2C-CéH4 )
440 4- (4'-CHjO2C-CíH4)
441 2-(2'-CHjO-C6H4)
442 2-(3'-CH3O-C6H4)
443 2- (4 *-CH3O-C6H4)
444 3-(2'-CHjO-C6H4)
445 3-(3'-CHjO-C6H4 )
446 3-(4 *-CH3O-C6H4)
447 4-12'-CH3O-C6H4)
44B 4-(3 ’-CHjO-C6H4 I
449 4-(4'-CHjO-CgHx)
450 2-<2 '-O2N-C6H4)
451 2-(3'-O2N-C6H4)
452 2- 14 '-O2N-CjH4)
453 3-(2 '-O2N-CgH4)
454 3-(3'-O2N-CéH4 )
455 3-(4'-O2N-C6H4)
456 4-(2'-O2N-CéH4)
457 4-(3'-O2N-C«H4í
45B 4-(4’-O2N-CíH4)
459 2-(2'-NC-C«H4)
460 2-<3 ‘ -NC-C6H4)
461 2- (4 *-NC-C5H4)
Číslo
462 3-(2'-NC-CéH<)
463 3-(3'-NC-CgHi}
464 3-(4'-NC-C6H4J
465 4- (2 ' -NC-CeHí)
466 4-(3'-NC-CfiH4)
467 4- (4 ' -NC-C6H4)
468 2-(2'-CF3-C6H4)
469 2-(3'-CF3-CjH4 )
470 2-(4‘-CF3-C4H41
471 3-(2'-CF3-C«H4)
472 3-(3'-CFj-C6H4)
473 3-(4'-CF3-C6H4)
474 4-12*-CF3-CgH4 )
475 4-!3’-CFj-C6H4}
476 4-I4'-CFj-C6H41
477 Z-O-CgHs
475 3-0-CgHg
476 4-O-C6H5
478 2-O-(2'-F-C6H4)
479 2-0-(3’-F-CéH4 )
480 2-0-(4'-F-CgH4)
4B1 3-O-(2’-F-CíH4)
482 3-O-(3’-F-CíH4)
483 3-O-(4'-F-CeH4)
484 4-0-(2'-F-CíH4 )
485 4-0-(3’-F-CgHg)
486 4-0- (4'-P-CíH4 )
487 2-0-(2’-Cl-CeHg 1
488 2-0-(3'-Cl-CeHt)
489 2-O-(4'-Cl-C6H4)
490 3-0-(2*-Cl-C$H4}
491 3-O-(3’-C1-CíH<)
492 3-0-(4'-C1-CíH4)
493 3-0-(4'-Cl-CeH<)
494 4-0· (2' -Cl-CgH4)
495 4-0-<3'-C1-C$H4)
číslo Tm
532 4-0-(4’-CH3D2C-C6H4 J
533 2-0- (2 ' -CHjO-C«H4 )
534 2-0-(3 ’-CH3O-C4H4)
535 2-0- <4 '-CH3O-C6Ht;
536 3-0- (2 '-CH3O-CeH4)
537 3-0- (3 '-CH3O-CfiH4 J
538 3-O-(4'-CH3O-C6H4)
539 4-O-(2'-CHjO-C6H4I
540 4-0- (3 '-CHjO-CjH4)
541 4-0-(4'-CHj0-C4H4 )
542 2-0-(2'-OjN-C4H4 1
543 2-0-(3'-02N-C6H4)
544 2-0-(4'-OjN-CgH4)
545 3-0- 12 ' -O2N-C6tt4)
546 3-O-(3'-D2N-CeH4)
547 3-0- (4 ’-O2N-C4H<)
54 8 4-0- (2'-O2N-C«H4)
549 4-0- !3'-O2N-C6H4)
550 4-0- (4 '-O2N-CgH4)
551 2-0-(2'-NC-C$H4 )·
552 2-0- <3'-NC-C6H4)
553 2-0-(4'-NC-CgH4}
554 3-0-(2'-NC-CsH4J
555 3-0- (3 * -NC-C6H4}
556 3-O-(4'-NC-CgH4}
557 4-0-(2 '-NC-C4H4}
558 4-O-(3'-NC-CeH4)
559 4-0-(4'-NC“C$H41
560 2-O-(2'-CF3-C6H4)
561 2-0- (3' -CF3-CeH4)
562 2-O-(4'-CF]-C6H<)
563 3-0-(2 -CF]-C6H()
564 3-0- (3' -CF3-C6H4)
565 3-O-(4'-CF3-CíH4)
566 4-0- (2'-CF3-C4H4)
567 4-0-(3'-CF3-CjH4)
Číslo Tw
496 4-0-(4'-Cl-CgH4)
497 2-O-(2'-CH3-C4H4)
498 2-O-(3'-CH3-CsH4)
499 2-0-(4'-CH3-C4H4)
500 3-0- (2 ’-CH3-C4H4)
501 3-0-(3’-CH3-CíH4)
502 3-0-(4'-CH3-CgH4)
503 4-0-(2'-CH3-C6H4)
504 4-0- (3 ’-CH3-CtH4)
505 4-0- (4 '-CH3-C6H4|
506 2-0- (2 '-CH3-CO-C6H4)
507 2-0-(3 '-CH3-CO-C«H<>
508 2-D-(4'-CH3-CO-C6H4J
509. 3-0- (2 '-CH3-CO-C6H41
510 3-0- (3 '-CH3-CO-q6H4)
511 3-0-(4 '-CH3-CO-CfiH4)
512 4-O-(2‘-CH3-CO-C6H4)
513 4-0-(3 *-CH3-CO-CgH4)
514 4-O-(4'-CH3-C0-C6H4)
515 2-0- (2 (CHj-C («NCAllyl)) -C«H4 )
516 2-0- (3'- (CHj-C {aNCAlIyl)) -CíH4 )
517 2-0- (4 '- (CHj-C{«NOAllyl) J-CgHg)
518 3-0- (2(CHj-C(aNOAllyl) J -CgKg)
519 3-0- (3 ' - (CHj-C (cUOAllyl) 1 -CíK4!
520 3-0-(4(CH3-C («NCAllyl))-C6H4)
521 4-0- (2 ’-(CHj-C (sNOAllyl) )-C«H41
522 4-0- (3 (CH3-C («NOXllyl)) -C6H4)
523 4-0-14'- (CHj-C(=N0Allyl))-C6H4)
524 2-0-(2 *-CH3O2C-C$H4)
525 2-0- (3 '-CHjO2C-CeH4>
526 2-O-(4'-CHjO2C-C6H4)
527 3-0-(2'-CHj02C-C4H4)
528 3-0- (3 '-CHjO2C-CíH4)
529 3-O-(4’-CHj02C-CíH4)
530 4-0- (2CH3O2C-C4H4)
531 4-O-(3'-CH]O2C-CíH4)
ČÍ810 Tm
568 4-0- 14 ’-CF3-C6H4)
569 2-Pyridyl-2‘
S70 2-Pyridyl-3'
571 2-Pyrldyl-4'
572 3-Pyridyl-2‘
573 3-Pyridyl-3'
574 3-Pyridyl-4'
575 4-Pyridyl-2'
576 4-Pyridyl-3'
577 4-Pyridyl-41
578 2-Pyrimidinyl-2'
579 2-Pyriniidin,yl-3·
580 2-ľyriínidinyl-4'
581 3-Pyrimidinyl-2·
582 3-Pyxinú dinyl-3·
583 3-Pyrimidinyl-4'
584 4-Pyrimidinyl-2’
585 4-Pyrimidiny1-3 ‘
586 4-Pyriraidinyl-4
587 2-Pyrazolyl-l'
588 2-Pyrazolyl-3*
589 2-Pyrazolyl-4*
590 3-Pyrazolyl-ľ
S91 3-Pyrazolyl-3'
592 3-Pyrazolyl-4'
593 4-Pyrazolyl-ľ
594 4-Pyra201yl-3*
595 4-Pyrazolyl-4'
596 2-Isoxazolyl-3'
597 , 2-Jsoxazolyl-4·
59B 2-Isoxazolyl-5'
599 3-lsoxazolyl-3'
600 3-lsaxazolyl-4'
601 3-l80xazolyl-5'
602 4-isoxazolyl-3*
603 4-laoxazolyl-4'
Číslo Tr
604 4-Isoxazolyl-5'
605 2-Isochiazolyl-3’
606 2-Isothia2olyl-4'
607 2-Isothiazolyl-5'
608 3-lsochia2c>lyi-3’
609 3-Isochíazolyl-4'
610 3-Isochiazolyl-5'
611 4-lsochiazolyl-3'
612 4-Zsothiazolyl-4
613 4-lsothiazolyl-5'
614 2-Imidazolyl-ľ
615 2-ljnida201yl-2'
616 2-Imidazolyl-4'
617 3-Imidazolyl-ľ
618 3-Imidazolyl-2'
619 3-Imidazalyl-4'
62 D 4-ImidazQlyi-l'
621 4-lmidazolyl-2'
622 4-Imidazolyl-4'
623 2-Oxazolyl-2'
624 2-Oxazolyl-4'
62S 2-Dxazolyl-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 2-7Thiazolyl-4'
634 2-Thiazolyl-S'
635 J-Thiažôlyl-2'
636 3-Thiazolyl-4'
637 3-Thiazolyl-5'
638 4-Thiazolyl-2’
Číslo Tn>
639 4-Thiazclyl-4'
640 4-Thiazolyl-5'
čielo B
26 N-(3 '-CH3O-C4H4 )-pyrrolyl-2
27 N-(2‘-CH3O-CeH4)-pyrrolyl-2
28 N-14 ‘ -NO2-CéH4) -Pyrrolyl-2
29 N- (3' -NO2-CéH4 ) -Pyrrolyl-2
30 N- (2 ‘ -NO2-CfiH4) -Pyrrolyl-2
31 N-14 ' -CN-CíH4 > -Pyrrclyl-2
32 N- (3' -CN-CgH*) - Pyrrolyl-2
33 N-(2’-CN-CBH4)-Pyrrolyl-2
34 N-(4 '-Ci-CŕH4)-Pyrrolyl-2
35 N- (3' -C1-C6H41 -Pyrrolyl-2
36 N-(2’~C1-C6H4)-Pyrrolyl-2
37 Furyl-2
38 5-CHj-Fury 1-2
39 5-C6H5-Furyl-2
40 5-(4'-CH3-C4H4)-Furyl-2
41 5-(3‘-CH3-CéH4)-Furyl-2
42 5- <2'-CH3-CsH4) -Fúry 1-2
43 5- (4 ' -CH3O-CéK4) -Furyl-2
44 5- (3' -CH3O-C$H4) -Furyl-2
45 5-(2’-CH3O-C$H4) -Furyl-2
46 5- (4 ’ -NO2-C6H4) -Furyl-2
47 5- (3 ’ -NO2-C6H<)-Furyl-2
48 5- (2'-NO3-C6H4)-Furyl-2
49 5- (4 '-CN-CgHí J-Furyl-2
50 5- (3' -CN-C6H<) -Furyl-2
51 5-(2'-CN-C6H4)-Furyl-2
52 5-(4'-Cl-CeH4)-Furyl-2
53 5-(3'-Cl-C6H4l-Furyl-2
54 5-(2'-Cl-CeH|)-Furyl-2
55 4-CH3-Furyl-2
56 4-CeHs-Furyl-2
57 4- (4 ’-CHj-CíH)) -Furyl-2
58 4- (3 '-CHi-CsH< > -Furyl-2
59 4- (2 '-CH3-CeH4) -Furyl-2
60 4- (4 ‘ -CH3O-C6H<) -Fúry 1-2
61 4-<3 '-CHjO-CgHi)-Furyl-2
Tabuľka 29
HjC J C
O
I: R- = CHj . X=CHj
II: R- = CH2-CH3 , X=CHj
III: R’; = CHj . X=C1
IV: R- = CH2-CH3 , X=C1
číslo B
1 Pyrrolyl-3
2 N-CH3-Pyrrolyl-3
3 N-C$Hs-Pyrralyl-3
4 N- (4 ‘-CH3-C4Hť) -Pyrrolyl-3
5 N- (3'-CH3-CgH4! -Pyrrolyl-3
6 N- (2 ‘ -CH3-C6H4) -Pyrrolyl-3
7 N- (4 ' -CHjO-C^) -Pyrrolyl-3
8 N-{3'-CH3O-CéH< 1 -Pyrrolyl-3
9 N- (2' -CH3O-C6H4) -Pyrrolyl-3
10 N- (4 ’ -N02-CíH< 1 -Pyrrolyl-3
11 N- (3 ’ -NC2-CgH4 ) -Pyrrolyl-3
12 N- (2 ’ -NO2-CBH4) -Pyrrolyl-3
13 N- (4' -CN-CeHí J -Pyrrolyl-3
14 N- (3 ’ -CN-C6H4) -Pyrroly 1-3
15 N- (2' -CN-C4H4) -Pyrrolyl-3
16 N- (4 '-C1-C6M4) -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-CeHs-Pyrrolyl-2
22 N- (4'-CH3-C6h4) -Pyrrolyl-2
23 N- (3' -CH3-C6H4) -Pyrrolyl-2
24 N- (2'-CHí-C5H4)-Pyrrolyl-2
25 N- (4 '-CH3O-CsH<) -Pyrrolyl-2
Číslo B
62 4-(2 '-CH3O-C4H4)-Furyl-2
63 4- (4 '-KO2-CžH4 )-Furyl-2
64 4- (3' -NO2-C6Hť) -Furyl-2
65 4- (2 ' -NO2-C6H4) -Furyl-2
66 4- (4' -CN-C6K41 -Furyl-2
67 4- (3' -CN-CíH4 ) -Fúry 1-2
68 4-(2'-CN-CíH4)-Furyl-2
69 4-í4'-C1-CíH4) -Furyl-2
70 4-(3'-C1-CéH4)-Furyl-2
71 4-(2'-Cl-CsH4)-Furyl-2
72 Thienyl-2
73 5-CH3-Thienyl-2
74 5-C5Hs-Thienyl-2
75 5- (4 ' -CH3-C«H4) -Thienyl-2
76 5- (3 '-CH3-C$H4) -Thienyl-2
77 5-(2'-CH3-CťH4>-Thienyl-2
78 5- (4 ’ -CHjO-CeH!) -Thienyl-2
79 5- (3 ’ -CH3O-C6H4) -Thienyl-2
80 5- (2 ’-CH3O-C$H4) -Thienyl-2
81 5- (4 ’ -NO2-CtH4) -Thienyl-2
82 5- (3' -NO2-C$H4) -Thienyl-2
83 5- (2 ’ -NO2-CíH4 ) -Thienyl-2
84 5- (4' -CN-CeHí )-rhienyl-2
85 5- (3' -CN-CaH<) -Thienyl-2
86 5- (2' -CN-C6H4) -Thienyl-2
87 5- (4 '-Cl-CeHd-Thienyl-2
8B 5- (31 -C1-C6H4) -Thieny 1-2
89 5- (2 ’ -CI-C5H4) -Thienyl-2
90 4-CH3-Thienyl-2
91 4-CaH$-Thienyl-2
92 4- Í4 '-CH3-CíH4) -Thienyl-2
93 4- (3' -CHj-CeHt) -Thienyl-2
94 4- (2' -CH3-C6H4) -Thieny 1-2
95 4 - (4 ‘ -CHjO-CíH4 ) - Ihieny 1-2
96 4- <3' -CH3O-CsH4 ) -Thienyl-2
97 4-(2'-CHjO-CbH^)-Thienyl-2
ČUlo B
98 4- (4 ’-NO2-C4H41 -Thienyl-2
99 4- (3 ’ -NO2-C«H4) -Thienyl-2
100 4-(2 ' -N02-C«H«) -Thienyl-2
101 4- (4 ’ -CN-C6H4) -Thienyl-2
102 4—Í3 ’-®-C6H4)-Thienyl-2
103 4- (2 ’-CN-CbH4)-Thienyl-2
104 4- (4 - -C1-C6H4)-Thienyl-2
105 4- ť 3 ’ -C1-C6H4) -Thienyl-2
106 4- (2 ’ -C1-C6H4) -Thienyl-2
107 Thienyl-3
108 5-CHj-Thienyl-3
109 S-CgHs-Thi enyl-3
110 5- (4 · -CHj-CíH4) -Thienyl-3
111 5- (3' -CM3-C4H4 > -Thienyl-3
112 5- (2 '-CHj-CgHg) -Thienyl-3
113 5- {4 · -CH3O-C4H4> -Thienyl-3
114 5- (3' -CH3D-CjH4) -Thienyl-3
115 5- (2' -CH3D-C(H4) -Thienyl-3
116 5- (4 ’-NO2-CťK4) -Thienyl-3
117 5- (3'-NO2-C6H4) -Thienyl-3
118 5- (2 '-NO2“CsH4) -Thienyl-3
119 5- (4 '-CN-CeHí)-Thienyl-3
120 5- (3' -CK-CgH41 -Thienyl-3
121 5- (2' -CN-C6H4) -Thienyl-3
122 5-(4'-Cl-C6H4)-Thienyl-3
123 5-(3’-C1-CíH4 )-Tbienyl-3
124 5- (2' -C1-C«H4} -Thienyl-3
125 Pyražolyl-4
126 N-CH3-Pyrazolyl-4
127 N-c<Hs-Pyrazolyl-4
128 N-14' -CHj-CgHx) -Pyrazoly 1-4
129 N- (3 ’-CH3-C«H4)-Pyrazolyl-4
130 N- (2 '-CH3-C6H4) -Pyrazolyl-4
131 N- (4' -CH3O-C$H4) -Pyrazolyl-4
132 N- (3 '-CHjO-C6H4 )-Pyrazolyl-4
133 N- {2 '-CHjO-C6H4 }-Pyrazolyl-4
Číslo B
170 3» (3' -NO2—CjH4 I -Isoxazoly 1-5
171 3- (2 *-NO2-C0i4)-Isoxazoly 1-5
172 3- (4'-CN-C6H4)-Isoxazolyl-5
173 3- (3 '-Qi-C6H4)-Isoxazolyl-5
174 3-(2'-CN-C6H4)-Isoxazolyl-5
175 3- (4' -Cl-CeH4) -Isoxazolyl-5
176 3- (3' -C1-C6H4 )-Isoxazolyl-5
177 3-(21-C1-C6H4) -Isoxazolyl-5
178 4-Chlori soxazolyl-5
179 3-CH3-4-Chlorisoxazolyl-5
18C 3-C6H5-4-Chlorisoxazolyl-5
181 3- (4' -CH3-C6H4) -4-Chlorisoxazolyl-5
132 3- !3'-CH3-CfcH4)-4-Chlorisoxazolyl-5
183 3- (2'-CH3-CgH4)-4-Chlorisoxazolyl-5
184 3- (4' -CJbO-CfiHi) -4-Chlorisoxazolyl-5
185 3-|3'-CH3O-C4H4)-4-Chlorisoxazolyl-5
186 3- <2' -CH3O-C6H4) -4-Chlorisoxazolyl- 5
187 3- {4' -NO2-CftH4)-4-Chlorisoxazolyl-5
188 3- (3'-NO2-C$H4)-4-Chlcrisoxazolyl-5
189 3- (2 · -NO2-C6H4) -4-Chlorisoxazolyl-5
190 3- (4 ’ -QJ-CgH4) -4-Chlorisoxazolyl-S
191 3- (3' -CN-C6H<} -4-Chlorisoxazolyl-5
192 3- (2' -CN-CeH4) -4-Chlorisoxazoly 1-5
193 3- (4'-C1-CsH4 ) -4-Chlorisoxazolyl-5
194 3- (3 '-C1-C6h4 } -4-Chlorisoxazolyl-5
195 3- (2' -Cl-CeHí) -4-chlorisoxazoly 1-S
196 Isoxazolyl-3
197 5’'CH3-lsoxazolyl-3
198 5-C6H5-lsoxazolyl-3
199 5- (4 '-CHj-CeHg) -Isoxazolyl-3
200 5- ! 3' -CHj-CsH<) -Isoxazolyl-3
201 5- {2 '-CHj-CgHJ -Isoxazolyl-3
202 5- [4 ’-CHjO-C6H4)-lsoxazolyl-3
203 5- (3 '-CH 3O-CjH4 ) - Isoxazoly 1-3
204 5-(2'-CHjO~C$H4 )-Isoxazolyl-3
205 5- (4 '-NO2-CgH4} -isoxazoly 1-3
Číslo B
134 N- (4 -NO2-C4H4) -Pyrazolyl-4
135 N- ί 3' -NO2-Cííí4 ) -Pyrazoly 1-4
136 N- (2 '-NO2-C4H4) -Pyrazolyl-4
137 N- (4 ·-CN-Cgfy} -Pyrazolyl-4
138 N-13' -Qí-CgH4) -Pyrazolyl-4
139 N-(2'-CN-CeH4)-Pyrazolyl-4
140 N- (4 ’ -C1-C6H4 )-Pyrazolyl-4
141 N- (3 ’ -Cl-CgH4) -Pyrazolyl-4
142 N- (2 ’ -C1-C6H41 -Pyrazolyl-4
143 3-CH3-N~Methylpyrazolyl-4
144 3-CsH$-N-Methylpyrazolyl-4
145 3- {4 ' -CH3-CBH4) -N-Nethylpyrazolyl-4
146 3- (3' -CH3-CbH4 ) -N-Nethylpyrazolyl-4
147 3- (2' -CK3-CgH4} -N-Methylpyrazolyl-4
148 3- (4 ’ -CH3o-CsH4) -N-Methylpyrazolyl-4
149 3-13' -CH3O-CťH4) -N-Methy lpy razolyl-4
150 3- (2 ’ -CH3O-CbM4) -N-Methylpyrazolyl-4
151 3- (4' -NO2-C4H4) -N-Methylpyrazolyl-4
152 3- (3' -NO2-CbK4) -N-Methylpyrazolyl-4
153 3-(2'-NO2-CbH4) -N-Methylpyrazolyl-4
154 3- (4' -CN-CeH4) -N-Methylpyrazolyl-4
155 3- (3' -CN-C«H4) -N-Methylpyrazolyl-4
156 3- (2' -CN-CeH4) -N-Methylpyrazolyl-4
157 3- (4 ’ -Cl-CgH4) -N-Methylpyrazolyl-4
150 3- (3'“Cl-C6H4)-N-Methylpyrazolyl-4
159 3- (2' -Cl-CgH4) -N-Methylpyrazolyl-4
160 Isoxazolyl-5
161 3-CH3-Isoxazolyl-5
162 3-CeHs-Isoxazolyl-5
163 3- (4' -CH3-C$H4} -Isoxazolyl-5
164 3- (3 '-CH3-C6H4)-lsoxazolyl-5
165 3- (2' -CH3-CgH4 )-lsoxazolyl-5
166 3- (4 '-CHjO-Csjq)-isoxazoly 1-5
167 3- (3' -CH3O-CíH4 ) -lsoxazolyl-5
168 3- (2' “CHjO-CíH4 ) -izoxazolyl-5
169 3- (4' -NO2-CgH4) -isoxazoly 1-5
Číslo B
206 5- (3'-N02-CjB4)-lsoxazolyl-3
207 5- i2' -NOj-C6H4)-lsoxazolyl-3
208 5-(4'-CN-CeH;)-Isoxazolyl-3
209 5- (3' -CN-C«H4) -Isoxazolyl-3
210 5- (2' -CN-CgHj) -Isoxazolyl-3
211 5- (4 '-Cl-CsH< J -Isoxazolyl-3
212 5- (3' -Cl-CéH4) -Isoxazolyl-3
213 5-(2'-Cl-CgH4)-Isoxazolyl-3
214 Isothiazolyl-5
215 3-CH3-lsotbiazolyl-5
216 3-C6H5-lsoehlazclyl-5
217 3-14' -CH3-CgH4) -isothiazoly 1-5
218 3-13' -CH3-CíH4 ) -Isothiazolyl-5
219 3- 12CHj-CíH.) -Isothiazolyl-5
220 3-(4' -CH3O-CsH4 ) -isothiazolyl-5
221 3-13 '-CHjO-CsH< )-Isochiazolyl-5
222 3- (2'-CHjO-C4H4 ) -lsothiazolyl~5
223 3- [4 '-NOj-CsHíJ-Isothiazolyl-S
224 3- (3 ’-NO2-C«h4)-Isothiazolyl-5
225 3- (2 ’-NO2-C$H4) -isothiazolyl-5
226 3-(4 ’-CN-CíH4)-leothiazolyl-5
227 3 - (3' -CN-C«H4) - X s 01 háazoly 1-5
228 3- (2' -CN-CeK4)-Isothiazolyl-5
229 3-14’ -C1-C$H4) -isothiazolyl-5
230 3-(3'-Cl-CgH4) -Isothiazolyl-5
231 3-(2’-Cl-C6H4)-Isothiazolyl-5
232 oxazolyl-4
233 2-CHj-oxazolyl-4
234 2-C6H$-Oxazolyl-4
235 2- («· -CHj-CsH(> Loxazolyl-4
236 2- (3 '-CH3-CíK4) -Oxazolyl-4
237 2- (2' -CH3-CgH4) -Oxazolyl-4
238 2- (4' -CH3O-CeH4)-Oxazolyl-4
239 2- (3 '-CH3O-CjH4) -Oxazoly!- í
240 2- (2 · -CH jO-C4H4 ) -Oxazolyl-4
241 2- <4 * - Wh-CsHg} -Oxazolyl-4
Číslo B
242 2- (3 ·-NO2-C6H4)-Oxazoly1-4
243 2- (2' -NO2-C4H<) -Oxazoly1-4
244 2- (4 '-CN-C6H4)-Oxazolyl-4
245 2- (3' -CN-C4H4) -Oxazoly 1-4
246 2- (2' -CN-CgHí) -Oxazolyl-4
247 2- (4' -C1-C4H4) -Oxazolyl-4
248 2-(3'-C1-C4H4)-Oxazolyl-4
249 2-(2’-Cl-CťH4)-Oxazolyl-4
250 Thia2olyl-4
251 2-CH3-Thiazolyl-4
252 2-C«H5-Thiazolyl-4
253 2-(4'-CH0-C6H4)-Thiazolyl-4
254 2-(3'-CH3-C6H4)-Thiazolyl-4
255 2- (2 '-CHj-C6H4)-Thiazolyl-4
256 2- (4 '-CH3O-CíH4)-Thiazolyl-4
267 2- (3' -CH3O-C6H<) -Thiazolyl-4
258 2- (2'-CH3O-CsH4)-Thiazolyl-4
259 2-(4'-NOj-Cgfy)-Thiazolyl-4
260 2- (3' -NO2-C$H4) -Thiazolyl-4
261 2- {2 '-NO2-C6H4) -Thiazolyl-4
262 2- (4 '-CN-CgHí) -Thiazolyl-4
263 2 - (3' -CN-CgHi 1 -Thiazolyl-4
264 2- (2' -CN-C4H4 ) -Thiazolyl-4
265 2- (4 · -C1-C6H4} -Thiazolyl-4
266 2-(3'-Cl-C$H4)-Thíazolyl-4
267 2- (2' -C1-C6H4) -Thiazolyl-4
268 N-CH3-1.2,4-Triazolyl-5
269 3-CHj-N-CHj-l ,2,4-Triazolyl-5
270 3-C6H$-n-CH3-1,2,4-Triazolyl-5
271 3- (4' -CH5-C6H4) -N-CHj-l, 2,4-Tziazolyl-5
272 3- (3' -CH3-C4H4) -N-CH3-1,2,4-Triazolyl-5
273 3- (2 ’ -CH3-C6H4) -N-CH3-1,2,4-Triazoly 1-5
274 3- (4' -CH3O-C4H4) -N-CH3-1,2,4-Triazolyl-5
275 3 - (3' -CH3O-C4H4) -N-CH3-1,2,4-Triazclyl-5
276 3- (2' -CH3O-C6H4) -N-CH3-1,2,4-Triazolyl-5
277 3- (4' -NOj-Cglh) -N-CH3-1,2,4-Triazolyl-5
Číslo B
314 5- <3 '-NO2-C6H{J -1,2,4-Oxadiazclyl-3
315 5- (2 '-NO2-C$H4) -1,2,4-Oxadia2olyl-3
316 5- (4 '-CN-CgH4)-l, 2,4-Oxadiazoly1-3
317 5- (3'-CN-CťH4 )-1,2,4-Oxadiazoly 1-3
318 5- (2 '-CN-CgH4 1-1,2,4-Oxadiazoly 1-3
319 5- (4 ’ -Cl-CgH4 )-1,2,4-Oxadiazolyl-3
320 5- (3' -Cl-CťH< )-1,2,4-Oxadia2Olyl-3
321 5- 12' -CI-CíHí )-1,2,4-Oxadiazolyl-3
322 1,2,4-Oxadiazoly1-5
323 3-CHj-l,2,4-Oxadiazclyl-5
324 3-C6Hj-1,2,4-Oxadiazoly 1-5
325 3- (4 · -CH3-C6H4 >-1,2,4-Oxadiazoly 1 -5
326 3- (3' -CH3-C6H4 >-l, 2,4-Oxadiazolyl-5
327 3- (2' -CH3-C6H4 1-1,2,4 -Oxadiazoly1-5
328 3- (4 '-CH3O-C&H4)-1,2,4-Oxadiazolyl-5
329 3- (3 * -CH3O-CgH< )-1,2,4-Oxadiazoly 1-5
330 3- (2 '-CH3O-CgH4)-1,2,4-Oxadiazoly 1-5
331 3-14' -NOj-C.H.) -1,2,4-Oxadiazolyl-5
332 3- [3 '-NOí-CgHJ -1.2,4-Oxadiazolyl-5
333 3- (2' -NO2-CgH4 )-1,2,4-Oxadiazoly 1-5
334 3- (4 ’ -CN-CéHí )-l, 2,4-Qxadiazolyl-S
335 3- (3 ’-CN-CeHí )-1,2,4-Oxadiazoly 1-5
336 3- (2 ’-CN-CeHí >-l. 2. 4-Oxadiazoly 1-5
337 3-(4’-Cl-CsHg)-1,2, 4-Oxadiazolyl-5
338 3-(3'-Cl -CdU 1-1,2,4- Oxadiazoly 1-5
339 3- (2' -Cl-CgHí )-1,2,4-0xadiazolyl-5
340 i,2,4-Thiadiazolyl-3
341 5-CHj-l,2,4-Thiadiazolyl-3
342 5-CéHs-l, 2,4-Thiadiazolyl-3
343 5- (4' -CH3-CtH4 )-1,2,4 -Thiadiazoly1-3
344 5- (3' -CH3-C5H4 )-1,2.4 -Thiadiazoly 1-3
345 5- (2' -CH3-CSH4) -1.2, 4-Thiadiazoly 1-3
346 5- (4' -CH3O-CeH4 )-1,2.4-Thiadiazolyl-3
347 5- (3 '-CH3O-C4H4)-1,2,4-Thiadiazolyl-3
348 5- (2' -CH3O-C4H4 )-1,2,4-Thiadiazolyl-3
349 5 - (4 ' -NO2-CíH<) -1,2,4-Thiadiazoly 1-3
Číslo B
278 3- (3'-N02-C4H4) -N-CHj-1,2,4-Triazolyl-5
279 3- (2' -NO2-CíH4) -N-CH3-1.2 ,4-Triazolyl-5
280 3- (4' -ČN-C6H<) -N-CHj-l ,2.4 -Tiiazolyl-5
281 3- (3' -CN-C6H4) -N-CHj -1,2,4-Triazolyl-5
282 3- (2 ’-CN-C6H4)-N-CH3-l,2,4-Triazolyl-5
283 3- (4' -Cl-CeHg )-N-CH3-l, 2,4-Triazolyl-5
284 3-(3'-Cl-C6H4)-N-CH3-l,2,4-Triazolyl-5
285 3- (2' -Cl-CsH4)-N-CH3-1,2,4-Triazolyl-5
286 1,3,4-Oxadiazolyl-2
287 5-CHj-l,3, 4-Oxadiazolyl-2
288 5-CsHs-l, 2,3-Oxadiazolyl-2
289 5- (4 '-CH3-CíH4 )-1,3,4-Oxadiazolyl-2
290 5- (3' -CH3-CsH4 1-1,3,4-0xadiazolyl-2
291 5- (2 ’ -CH3-CgH4 1-1,3,4-Oxadiazolyl-2
292 5- (i'-CH3O-C4H<) -1,3,4-Oxadiazoly1-2
293 5- (3' -CH3O-C6H41-1,3,4-Oxadiazolyl-2
294 5- (2 ’ -CH3O-C6H41 -1,3,4-Oxadiazoly 1-2
295 5- (4' -NC2-C6H41-1.3,4 -Oxadiazolyl-2
296 5- {3 ' -NC2-CíH4) -1,3,4-Oxadiazolyl-2
297 5- [2 ' -NO2-C4H4) -1,3,4-Oxadiazolyl-2
298 5-{4'-CN-CgH4)-1, 3,4-Oxadiazolyl-2
299 5- (3 ' -CN-C5H4) -1,3,4-Oxadiazolyl-2
300 5- (2' -CN-CSH4 )-1,3,4-Oxadiazolyl-2
301 5- (4'-Cl-C6H4) -1,3,4-Oxadiazolyl-2
302 5- (3 ’-CI-C5H4)-1,3,4-Oxadiezoly1-2
303 5- (2' -Cl-CgH4 )-1,3,4-Oxadiazolyl-2
304 1,2,4-Oxadiazolyl-3
305 5-CH3-1,2,4-Oxadiazolyl-3
306 5-CgHs-l, 2,4-Oxadiazoly 1-3
307 5- (4' -ch3-c4H4 1-1,2,4-oxadiazolyl-3
308 5- (3' -CH3-CíH4 )-1,2.4-Oxadiazolyl-3
309 5- (2 ‘ -CH3-C4H4) -1,2,4-Oxadiazolyl-3
310 5- (4 - -CH3O-CíH4 )-1,2,4-Oxadiazolyl-3
311 5- (3 ' -CHiO-C6K. 1-1,2, 4-Oxidiazoly1-3
312 5- (2' -CH3O-C6H< )-1,2,4-Oxadiazolyl-3
313 5- (4 '-NCj-CíH. 1-1,2,4-Oxadiazoly 1-3
Číslo B
350 5- (3 ' -NO2-C6H4 )-1,2,4-Thiadiazoly1-3
351 5- (2' -NO2-C4H4 )-1,2,4 -Thiadiazoly 1-3
352 5-(4'-CN-CgH4 )-1,2,4-Thiadiazoly1-3
353 5- (3'-CN-CôHí 1-1,2,4-Thiadiazolyl-3
354 5- (2' -CN-CgH| )-1,2,4-Thiadiazoly 1-3
355 5- (4 · —cl—CftH4 )-1.2,4-Thíadíazolyi-3
356 5-(3’-Cl-CeH4 )-1,2,4-Thiadiazolyl-3
357 5-12 ’ -Cl-CgH4 )-1.2,4-Thiadiazolyi-3
358 1,3,4-Thiadiazolyl-2
359 5-CH3-I,3.4-Thiadiazolyl-2
360 5-CgHs-l,3,4-Thíadiazolyl-2
361 5- (4 '-CH3-C6H<)-1,3,4-Thiadiazolyl-2
362 5- (3 ’ -CH3-C6H4 )-1,3,4 -Thiadiazoly 1-2
363 5- (2' -CH3-C6H4) -1,3,4-Thiadiazclyl-2
364 5- (4 ’ -CE3O-CgH4)-l, 3.4-Thiadiazoly 1-2
365 5- (3 ’-CH3O-CíH4 )-1,3.4-Thiadiazolyl-2
366 5- (2 ’ -CH3O-C{H4 )-1,3.4-Thiadiazoly 1-2
367 5- (4 ’-NOj-CgHí)-1,3,4-Thiadiazolyl-2
368 5- (3 ’-NO2-C6H4) -1.3,4-Thiadiazoly 1-2
369 5- (2 '-NO2-CjH4) -1,3,4-Thiadiazolyl-2
370 5- (4' -CN-Cg«4 )-1.3,4 -Thiadiazolyl-2
371 5- (3 ' -CN-CtfU 1-1,3.4-Thiadiazolyl-2
372 5- (2' -CN-CpH4 )-l, 3,4-Thiadiazolyl~2
373 5-(4'-Cl-CgH4)-1,3,4-Thiadiazoly1-2
374 5- < 3 -Cl-CH. )-1,3,4-Thiadiazolyl-2
375 5-(2 '-Cl-CeH4)-l,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 Pyrinidinyl-2
384 Pyridyl-3
Tabuľka 30
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Čis. 2,/^čenina xOicnri) nebo AH-NMR (ppffll T.t. (•C)
1 .0. -A. HjC' γ O 81
2 .-Qk, Sr o 0 60
3 HlW 3,85 (e, Široký, 3H); 3.7 U, široký,3H)
4 α M W 1 3.05 (s. široký, 3H); 3.75 (S. široký,3H)
5 H:C IjCOjC 3,75 (2s, široký, Každý 3H)
6 v faCOjC j a 91
Cis. 2/z/čenina IČ(cnr-) nebo -H-NMR (ppm) T.t. (*C)
7 HjOhC 3.8 (s. 3H); 3.75 (s, široký, 3H)
8 xch3 HjCOjC 3,85 (S, 3H); 3.8 (s, široký, 3H)
Tabuixa 31
1: R1 « CH; , X-CH]
II: R1 = C,HS . X-CH, III: R1 = CH; . X«C1 IV: R> = C2H5 , X«C1
Číslo B
1 2-Pyridyl
2 3-Tri fluormet hy1-2-pyridy1
3 5-Trifluormethyl-2-pyridy 1
4 3,5-Bis-(trifluormethyl)-2-pyridyl
5 3.5-Dichlor -2-pyridyl
6 3-Chlor -5-trifluonnethyl-2-pyridyl
7 3,5-Dichlor -2-pyriáyl
8 2-Chlor-4-trifluornethylfenyl
9 2-Benzothiazolyl
10 5-ChlQX-l-jnethyl-2-benzimidazolyl
11 2-Benzoxazolyl
12 l-Metkyl-5-trifluormethylini(la20(5,4-a]-pyrldin-2-yl
13 5-Chlor -2-pyrimidinyl
14 4-Methyl-5-fenyl-2-thia201in-2-yl
15 4-Methyl -5-fenyl-2-oxazolin-2-yl
16 7-Trifluormethyl-4-chinolinyl
Tabuľka 57
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
HiCOjC'' ” ''OCHj
iís. x TB T.t. (®C) -H-NMR (ppm) nebo IČ (cm-1)
1 Cl 2-CHj 3,8 (s. široký,6hj
2 Cl 2 . S- (CH3) 2 3,8 (s. široký,6H)
3 Cl 2-CHj-4-CtCEj) «N-OCH3 4.0 (s, 3H); 3,8 (s, široký,6H)
4 Cl 2.5-(CHj)2-4-C(CKj)»N-OAllyl 3.8 (s, široký,6H)
5 CHj 2-CH3-4-C(CH3) =N-OCHj 4.0 (s. 3H); 3,75 (s,široký,8M>
6 CHj 2-CHj 3,75 (s, široký, 6H)
7 CHj 2,5-(CHj)2 3.75 (s, široký, 6H)
8 CHj 2,5-ICH3)2-4-C(CHj)«N-OAllyl 3.75 is, široký, 6H)
Príklad 11
2-(2'-Metylfenoxymetyl)trichlóracetaniIid (tabuľka 38, číslo 1)
a) 2-(2'-Metylfenoxymetyl)nitrobenzén g (0,347 mol) 2-nitrobenzylbromidu, 37 g (0,342 mol) o-krezolu a 56 g (0,405 mol) uhličitanu draselného v 500 ml dimetylformamidu sa mieša pri laboratórnej teplote (20 °C) počas 5 hodín. Reakčná zmes sa nakoniec zriedi vodou a vodná fáza sa trikrát extrahuje éterom. Éterové fázy sa vysušia a odparia. Kryštalický odparok sa rozmieša v metanole a odsaje. Získa sa 73 g (0,300 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 88 % teórie. Teplota topenia: 83 °C.
'H-NMR (CDClj): δ 8,15 (d, III, J = 8 Hz, aromát), 7,95 (d, IH, J = 8 Hz, aromát), 7,7 (t, IH, J = 8 Hz, aromát), 7,45 (t, IH, J = 8 Hz, aromát), 7,15 (m, 2H, aromát), 6,9 (m, 2H, aromát), 5,45 (s, 3H, O-CH2), 2,35 (s, 3H, CH3) ppm.
b) 2-(2'-Metylfenoxymetyl)anilín g (0,308 mol) 2-(2'-metylfenoxymetyl)nitrobenzénu (príklad 1 la) a 10 g 5 % platiny adsorbovanej na aktívnom uhlí (Pt/C)v 50 ml metanolu sa intenzívne mieša počas 2 hodín vo vodíkovej atmosfére. Potom sa k reakčnej zmesi pridajú ďalšie 2 g 5 % platiny na aktívnom uhlí a všetko sa mieša cez noc. Napokon sa katalyzátor odsaje a nahradí 10 g čerstvého katalyzátora. Reakčná zmes sa mieša cez noc, odsaje a filtrát sa odparí za zníženého tlaku. Odparok sa čistí stĺpcovou chromatografiou s použitím zmesi hexánu a etylacetátu ako elučného činidla. Získa sa 61 g (0,286 mol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 93 % teórie. Teplota topenia: 56 °C.
'H-NMR (CDClj): δ 7,2 (m, 4H, aromát), 6,95 (d, IH, J = 8 Hz, aromát), 6,9 (t, IH, J = 6 Hz, aromát), 6,7 (m, 2H, aromát), 5,0 (s, 2H, O-CH2), 4,05 (široký s, 211, NH2), 2,2 (s, 3H, CH3) ppm.
c) 2-(2'-Metylfenoxymetyl)trichlóracetanilid (tabuľka 38, číslo 1)
K zmesi 6,6 g (36 mmol) trichlóracetylchloridu a 3 g (38 mmol) pyridínu v 50 ml dichlórmetánu sa pri teplote 10 až 15 °C prikvapká roztok 6 g 2-(2'-metylfenoxymetyljanilínu (príklad lb) v 20 ml dichlórmetánu. Všetko sa mieša pri laboratórnej teplote počas 1 hodiny. Nakoniec sa reakčná zmes extrahuje vodou, vysuší síranom horečnatým a odparí. Odparok sa odsaje cez vrstvu silikagélu a získaný filtrát sa odparí. Odparok sa kryštalizuje a rozmieša s hexánom. Získa sa 7,9 g (22 mmol) zlúčeniny pomenovanej v nadpise, vo forme kryštalickej tuhej látky. Výťažok zodpovedá 78 % teórie.
Teplota topenia: 128 °C.
'H-NMR (CDClj): δ 9,6 (široký s, IH, NH), 8,1 (d, IH, J = = 8 Hz, fenyl), 7,5 (široký t, IH, fenyl), 7,4 (široký d, IH, fenyl), 7,2 (m, 3H, fenyl), 6,95 (m, 2H, fenyl), 5,1 (s, 2H, OCH2), 2,2 (s, 3 H, CH3) ppm.
Príklad 12 N-Metyl-N'-/2-(2'-metylfenoxymetyl)fenyl/močovina (tabuľka 7, číslo 2)
V laboratórnom autokláve sa k 2 g (5,5 mmol) trichlóracetanilidu z príkladu lc pridá približne 10 ml metylaminu. Potom sa laboratórny autokláv uzatvorí a reakčná zmes sa zahrieva pri teplote 80 °C počas približne 6 hodín. Napokon sa reakčná zmes ochladí a laboratórny autokláv sa otvorí. Metylamín sa nechá odpariť a pevný odparok sa zriedi s metyl-tere.-butyléterom. Nerozpustná tuhá látka sa odsaje a vysuší za zníženého tlaku. Získa sa 1,4 g (5,2 mmol) zlúčeniny pomenovanej v nadpise, vo forme kryštalickej tuhej látky. Výťažok zodpovedá 94 % teórie.
Teplota topenia: 144 °C.
'H-NMR (DMSO-de): δ 8,05 (s, IH, NH), 7,8 (d, IH, J = 8 Hz, fenyl), 7,4 (d, IH, J = 8 Hz, fenyl), 6,8 - 7,3 (m, 6H, fenyl), 6,7 (s, IH, NH), 5,1 (s, 2H, OCH2), 2,65 (d, 3H, J = 5 Hz, N-CHj), 2,2 (s, 3H, CH3) ppm.
Príklad 13
Anilid kyseliny 2-(2'-metylfenoxymetyl)propiónovej (tabuľka 38, číslo 3)
Zmes 3 g (14,1 mmol) anilínu z príkladu lb, 1,35 g (17 mmol) pyridínu a 1,4 g (15,5 mmol) chloridu kyseliny propiónovej v 30 ml metylénchloridu sa mieša pri laboratórnej teplote počas 1 hodiny. Reakčná zmes sa napokon premyje kyselinou chlorovodíkovou a vodou, vysuší síranom horečnatým a odparí. Ako odparok sa získa 3,8 g zlúčeniny pomenovanej v nadpise. Výťažok je kvantitatívny. 'H-NMR (COClj): δ 8,25 (široký s, IH, NH), 8,15 (d, IH, 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.
Príklad 14
Anilid kyseliny N-propionyl-2-(2'-metylfenoxymetyl)propiónovej (tabuľka 38, číslo 4)
K 3,8 g (14 mmol) anilidu kyseliny propiónovej z príkladu 13 v 40 ml dimetylformamidu sa po častiach pridá 0,41 g (17,1 mmol) nátriumhydridu. Po odoznení vývoja plynu sa k reakčnej zmesi pridá 1,4 g (15,9 mmol) chloridu kyseliny propiónovej a všetko sa mieša cez noc. Reakčná zmes sa nakoniec zriedi vodou a vodná fáza sa trikrát extrahuje metyl.-tere.-butyléterom. Spojené organické fázy sa extrahujú vodou, vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou pri použití zmesi hexánu a etylacetátu ako elučného činidla. Získa sa 2,6 g (8 mmol) zlúčeniny pomenovanej v nadpise, vo forme žltého oleja. Výťažok zodpovedá 57 % teórie.
'H-NMR (CDClj): δ 7,6 (m, IH, 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.
Príklad 15
Anilid kyseliny N-2-(2'-metylfenoxymetyl)propiónovej (tabuľka 38, číslo 5)
K 4,0 g (14,8 mmol) anilidu kyseliny propiónovej z príkladu 13 v 50 ml dimetylformamidu sa po častiach pridá 0,45 g (19 mmol) nátriumhydridu. Po odoznení vývoja plynu sa k reakčnej zmesi pridajú 3,0 g (21 mmol) metyljodidu a všetko sa mieša pri laboratórnej teplote počas 2 hodín. Reakčná zmes sa napokon zriedi vodou a vodná fáza sa trikrát extrahuje metyl-tere.-butyléterom. Spojené organické fázy sa extrahujú vodou, vysušia síranom horečnatým a odparia. Odparok sa kryštalizuje a rozmieša sa s hexánom. Získa sa 3,7 g (11,7 mmol) zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 90 % teórie.
Teplota topenia: 80 °C.
'H-NMR (CDClj): δ 7,7 (m, IH, 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-CHj), 2,2 (s, 3H, CH3), 2,0 (m, 2H, CH2), 1,0 (t, 3 H, J= 8 Hz, CH3)ppm.
Príklad 19 N-Metyl-2-(2'-metylfenoxymetyl)acetanilid
a) N-Metyl-2-(2'-metylfenoxymetyl)anilín
Zmes 5 g (23 mmol) 2-(2'-metylfenoxymetyl)anilínu (príklad lb), 5 g (36 mmol) uhličitanu draselného a 3,4 g (24 mmol) metyljodidu v 50 ml dimetylformamidu sa mieša pri laboratórnej teplote cez noc. Reakčná zmes sa napokon zriedi vodou a vodná fáza sa trikrát extrahuje metyl-terc.-butyléterom. Spojené organické fázy sa extrahujú vodou, vysušia síranom horečnatým a odparia. Odparok sa čistí stĺpcovou chromatografiou pri použití zmesi hexánu a metylénchloridu ako elučného činidla. Získa sa 3,0 g zlúčeniny pomenovanej v nadpise, s čistotou približne 70 %, vo forme žltého oleja. Výťažok zodpovedá približne 40 % teórie.
'H-NMR (CDClj): δ 6,6 - 7,4 (m, 8H, fenyl), 5,0 (s, 2H, OCH2), 4,6 (široký s, IH, NH), 2,9 (d, 3H, N-CH3), 2,2 (s, 3 H, CH3) ppm.
b) N-Metyl-2-(2'-metylfenoxymetyl)acetanilid (tabuľka 7, číslo 9)
Zmes 1,6 g (16 mmol) acetanhydridu a 1,3 g (16 mmol) pyridínu v 20 ml metylénchloridu sa uvedie do styku s 3 g (asi 9,3 mmol) N-metyl-2-(2'-metylfenoxymetyl)anilínu (z príkladu 5a). Reakčná zmes sa mieša pri laboratórnej teplote počas 1 hodiny a potom sa extrahuje zriedenou kyselinou chlorovodíkovou a vodou. Organická fáza sa odparí a odparok sa čistí stĺpcovou chromatografiou pri použití zmesi hexánu a etylacetátu ako elučného činidla.. Získajú sa 2 g zlúčeniny pomenovanej v nadpise, vo forme bezfarebnej tuhej látky. Výťažok zodpovedá 80 % teórie. Teplota topenia: 76 °C.
'H-NMR (CDClj): δ 7,7 (m, IH, 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, CH,), 2,25 (s, 3H, CH,), 1,8 (s, 3H, CH3) ppm.
Zodpovedajúcim spôsobom sa vyrobia zlúčeniny uvedené v ďalej zaradených tabuľkách
Zlúčenina z tabuľky 32, číslo 1, má napríklad tento štruktúrny vzorec
NH
I
COC2H5
Ako už bolo uvedené, zodpovedajúcim spôsobom sa môžu vyrobiť zlúčeniny, ktoré sú opísané v nasledujúcich tabuľkách.
Tabulka 38
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Čie. Z/nčenina IČ (Cm-1! á/ebo 1H-NMR (ppm) T.t J°C>
1 C13C^^NH T 0 128
2 h>c Y 0 144
3 Λ y™ h3c^ 0
4 Y^} CH3 0 0
ČÍS. Sloučenina IČ (cm-Jl a/ebo iH-NMR (ppm)
10 ci=c'>SX 'X Γ c»> 0 96
11 T ch3 0 3.3 (s, 3H); 2.25 (E. 3H)
Tabuľka 58
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
ČÍS. Z/účenina Ič (cm-·) 3/ebo ippm) T.t. (°c)
5 0 80
6 N 0 0 75
7 H2N.,NH T 0 188
8 γγ f113 CH3 N BH H3C Y 0 115
9 Ol y3 H3C γ\ | CH3 0 76
Čis, Xm R* IČ (cm-*) a/ebo lH-NMR (ppm) T.t. (°CI
1 2-CHj K 120
2 2-CH3 ch3 olej
3 2-CHj CíH. olej
4 2-CHj Allyl olej
5 2-CHj Propargyl olej
6 2-CHj CH2-OCK3 olej
7 2.5-(CHj)2 H 170
8 2,5-tCHj)3 CHj olej
9 2, 5-(CH3)2 c2h5 olej
10 2,5- (CH3) 2 . Allyl olej
11 2,5-!CHj)2 Propargyl olej
12 2. 5-(CHj)2 CHj-QCHj olej
13 2-CH3-4-C(CH3)=N-OCHj H 125
14 2-CH3-4-C(CH3)sN-OCH3 CHj olej
15 2-CHj-4-C< CH3}=N-OCH3 c2h5 olej
16 2-CHJ-4-C(CH3}sN-OCHj Allyl 87
17 2-CHj-4-C(CHj)=N-OCH3 Propargyl olej
18 2-CH3-4-C(CH3)=N-OCH3 CH2-OCH3 olej
19 2, 5- (CH3) 2-4-C (CHj ) sN-O-Allyl H 85
20 2, 5- (CHj) 2-4-C (CHj ) =N-O-Allyl CHj olej
21 2,5- (CHj) 2-4-C !CH]) «Ν-0-Allyl Ctfs olej
22 2,5- (CH j > 2-4-C 1 CHj ) -N-O-Al lyl Allyl 87
23 2,5-(CH3) 2-4-C (CHj ) =N-O-Allyl Propargyl olej
24 2, 5-(CHj) 2-4-C (CHj)sN-O-Allyl CHj-OCHj olej
Tabulka 59 vybrané fyzikálne hodnoty jednotlivých zlúčenín
ČÍS. Xm R1 IČ (an-:) g|gpc 1 H-NMR (ppm) T.t.‘°C)
1 4-CHj H 118
2 4-CHj CHj olej
3 4-CK3 c3hs olej
4 4-CHj Allyl olej
5 4-CH j Propargyl olej
6 4-CHj CH2-OCHj olej
7 3.5-C12 H 160
8 3.5-Clí CHj olej
9 3,5-Cl2 C2H5 olej
10 3,5-Cl2 Allyl 85
11 3,5-C12 Propargyl olej
12 3.5-C12 ch2-och3 olej
Tabuľka 47
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
čia. Xr. R- IČ (cnr2) nebo 2h-nmr (ppm) T.t. rc)
1 4-01 H 133
2 3,4-Clj H 109
•3 4-t-C4H9' H 86
4 4-CHj H 117
S 4-CFj K 103
6 3-Br H 99
7 3-C1 H 93
8 3-CFj H 88
9 3, S-C12 H 100
10 3,4-(CHJ2 H 127
11 3.4-Cl2 CHj 74
12 3,4-Clj Allyl 3.651S, 3H); 2,2(5, 6K}
13 3,4-Cl2 Propargyl 3,65(S, 3H); 2,3(S, 3H};‘ 2,2(S, 3H)
14 3,4-Cl2 CHj-OCHj 3,65(S. 3HJj 2.3(S, 3H): 2.2(8, 3H)
15 3,4-Cl2 CO-OCHj 137
16 4-ľ-C<H9 CHj 3,65(S, 3H); 2,25(5. 3H)$ 2,2(S, 3H)
17 4-t-C|H9 Allyl 69
18 4-t-C|Hs Propargyl 117
19 4-t-C4K9 CHj-OCHj 3,65(5, 3H); 2,25(S, 3H); 2.2(S. 3HJ 117
20 4-C-C4H9 CO-OCHj 3.65: 2,1 119
21 4-CHj CHj 69
22 4-CH] Allyl 3,65(8, 3H); 2,25(5, 3H); 2,2(S, 3H)
Čis ΧΛ R· IČ (cnr1} nebo ^-NMR (ppm) T.t. (’C)
23 4-CH3 Propargyl 3.65(5, 3H); 2,3(5. 3H); 2,2!S, 3H)
24 4-CHj CHj-OCHj 3,65(S, 3H); 2.3(5, 3H); 2,2(5, 3H)
25 4-CHj CO-OCHj 97
26 4-CFj CHj 76
27 4-CFj Allyl 3,65(S, 3H)j 2.3(5, 3H); 2,25(5, 3H)
28 4-CFj Propargyl 3,65(S, 3H); 2,3(S, 3H>; 2,25(S, 3H)
29 4-CF3 CH2-OCH3 3,65(5, 3H); 2,25(S, 6H)
30 4-CF] CO-OCHj 103
31 4-C1 ch3 106
32 4-C1 Allyl 3,65 (S, 3H); 2,2(2S, každý 3H)
33 4-C1 Propargyl 3,65(S, 3H); 2,3(S, 3H; 2,2(5, 3H)
34 4-C1 ch:-och3 3,65(S. 3H); 2.25ÍS, 3H; 2,2(5, 3HI
35 4-C1 co-och3 109
36 3-Br CHj 75
37 3-Br Allyl 3.65(5, 3H}; 2.2Í2S, každý 3H)
38 3-Br Propargyl 3.65IS. 3H); 2.3(5, 3H); 2,2(S. 3H1
39 3-Er ch2-och3 72
40 3-£r COOCHj 131
41 3-C1 CHj 84
42 3-C1 Allyl 3,65(S, 3H); 2.25(5, 3H); 2.21S, 3H)
43 3-C1 Propargyl 3.65ÍS, 3H); 2,3(S. 3H) 2,2(S, 3H)
44 3-C1 ch2-och3 66
45 3-C1 CO-OCHj 123
46 3-CFj CHj 63
47 3-CFj Allyl 64
48 3-CFj Propargyl 3,65(5. 3H); 2.31S, 3H); 2,25(5, 3H)
49 3-CFj CH2-OCH3 89
Cie \r. Rl IČ (cnr1) a/ebo 1H-NMR (ppm) T. t. CC)
50 3-CFj CO-OCH3 136
51 4-Br CO-OCHj 103
52 4-Br H 108
53 4-Br Propargyl 1710,1486,1469,1447,1376, 1299,1252.1026,100B,774
54 4-Br CH2-OCH] 1715,1468.1445,1370,1301, 1274,1090,1059,1008,775
55 3,4-ICHj)2 CHj olej
56 3.4-(CHj)j Allyl olej
57 3.4-(CHj)2 Propargyl olej
58 3,4-(CHj)j CH2-OCH3 olej
59 3,4-(CH3}2 CO-OCHj 135
60 3,5-Cl2 CHj 95
61 3,5-CIj Allyl 97
62 3,5-Cl2 Propargyl 100
63 3,S-C12 ch2-och3 112
64 3,5-Cl2 CO-OCH] 160
Tabulka 48
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Čis. Xff. R- IČ (cm-1) alebo 2Η-ΝΜΚ (ppm) T. t. (°C I
1 2-CHj-4-C(CH31 N-OCHj H 82
2 2.4-(CHj12 H 131
3 2. 5-(CHj)2 H 124
4 2-CHj-4-C (CHj) s n-oc2h5 H 102
5 2,5-(CHj)2-4-C(CHj) = N-OC2H5 H 116
6 2,5-(CHj)2-4-C(CHj) = N-OCH3 H 122
7 2-CHj-4-C(CHj) = n-och3 CHj 4,0(S, 3H); 3,65(5, 3H)
8 2-CHj-4-C (CHJ « N-OCT3 Allyl . 101
9 2-CHj-4-C(CH3)s N-OCHj Propargyl 4,0{S, 3H); 3,65{S, 3H)
10 2-CHj-4-C(CHJ = N-OCHj CH2-OCHJ 4,0(5, 3H); 3.65(5, 3H)
11 2-CH3-4-C(CHj} s N-QCHj CO-OCHj 122
12 2,4-(CHj)2 CH3 3,65(S, 3H)r 2.25(2s,každý 3H )
13 2,4-(CHj)2 Allyl 59
14 2,4-(CHj)2 propargyl 3,65{S, 3H); | 2,25(3s,každý 3H)
15 2,4-ICH3I2 CH2-OCHj 76
16 2.4-(CHj)2 CO-OCHj 133
ČÍ8. Xn R- IČ (an--) ebo (ppm) T.t. (°C)
17 2,5—(CHj >2 CH3 3.65(S, 3K); 2,3(5, 3H)
18 2.5-(CHj)2 Allyl 56
19 2,5-(CH})2 Propargyl 80
20 2.5-(CHj)j CH2-OCH3 3.65ÍS, 3H); 2,3(5, 3H) 80
21 2,5-(CHj)2 ch2-ock3 140
22 2-CHa h 107
23 2-CHj Propargyl olej
24 2-CH} CO-OCH} 135
25 2-CH} ch2-och3 olej
26 2-CH3-4-C(CH})=N-O- Allyl H 97
27 2-CH}-4-C(CH})=N-O- Allyl Propargyl olej
28 2-CH3-4-C(CHj)=N-O- Allyl CO-OCHj 130
29 2-CH3-4-C(CHj)«Ν-Ο- Allyl ch2-och3 olej
30 2-CH}-4-C(CH])=N- O-C2H5 CHj olej
31 2-CH3-4-C(CHj}=NO-CjHj . Allyl 75
32 2-CH3-4-C(CH])«NO-C2H5 Propargyl 77
33 . 2-CH3-4-C(CHj)=N- O-C2H5 ch2-och3 olej
34 2-CH3-4-C(CH3)-NO-C2H5 CO-OCH} olej
35 2,5-(CH3 )2.4-C(CH3) -N-OCH] CHj olej
36 2,5- (CH3) j.4~C(CH3) =1J-OCHj Allyl 104
37 2.5-(CH3) 2.4-C(CH3) -N-OCHj Propargyl olej
38 2,5- (CH3)2.4-C(CH3) -N-DCH] CH2-OCH3 olej
39 2,5“ (CH3 J J.4-C (CH3) «N-OCHj CO-OCH] 158
40 2,5-(CH3 J 2.4-C(CH3> >N-OC2Hs CHj olej
Tabuľka 51
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
Čis. Xn> R- IČ (cm--) j/ebo H-NMR (ppm) T.t. (°CJ
41 2,5-ICHj )2.4-C 1 CH]) «N-OC2Hk Allyl 71
42 2,5-(CHj);.4-C(CH31 xN-0C2H$ Propargyl olej
43 2.5- (CH3) J.4-C (Oh) «N-OC2H5 ch2-och3 olej
44 2,5-(CH3) 2-4-C (CHj ) «N-OC2Hj CO-OCH] 128
číslo X® Ič (cm-1) nebo lH-NMR Ippra) T.t. lcC)
1 4-C1 3,8 ls,3H); 3,75 (s,3H)
2 2-C1 3,8 IS.3H); 3,75 (s,3H)
3 2, 5- <CHj)2-4-C (C2H5)» N-O-Allyl 3.8 [s,3H)í 3,75 <S,3H)
4 2,5-(CHj )2-4-C (CjH$)« N-O-CHj 3,9 ís,3H>; 3.8 (b,3H); 3,75 (S.3H)
5 2-CH3-4-C (C2H5)aN-Otxans-Cl-Allyl 3,S (s,3H>; 3,75 ÍS.3H)
6 2-GI3-4-C(CjHS)®N-OAllyi 3,8 (s,3H>; 3,75 (s,3H)
7 2-€Hj-4-Cl 3,8 (S.3H); 3,75 (s,3H)
8 2-C1-4-CH] 3,8 (S,3H); 3,75 ís,3H)
9 2-C1-5-CH3 3,8 (s,3H); 3,75 (s,3H)
10 2-CHJ-4-C (C2H5)«NO-C2K5 4,2 (q.2H); 3,8 (».3K); 3,75 <s,3H)
11 2-CK3-4-C(C2H>)*No-ch3 3,95 ls,3H); 3,8 (S.3K); 3.75 I8.3H)
12 2,5- (CH3)2-4-C(GÍ3)® N-O-trans-Cl-Allyl 3.8 fs,3H),· 3,75 (s,3H)
13 2,5-(CHjlj-i-CICMj) a -N-O-C2H5 4,2 (t,2H); 3,8 (s,3H); 3,75 (»,3H)
14 2,5- (CHj)j-4-C(CH3)« N-O-CHj 3,95 ts.3H); 3,8 (s,3H); 3.75 (S.3H)
15 2-CH3-4-C (CHjlsN’Otrans-Cl-Allyl 3.8 (s,3H}i 3.75 (S.3H)
16 2-CHj-4*C (CHĺJeNO-C2H5 4,2 (t,2J1h 3.8 (S.3H); 3.75 ls.3H)
17 2,5- (CHj) j-l-CtCjHj)» N-O-C2K5 4,2 3,8 (8,3H); 3,75 !s»3H)
Tabuíka 60
Tabuľka 50
Vybrané fyzikálne hodnoty jednotlivých zlúčenín
čísle X® IČ (cm--) nebo ‘H-NMR (ppm) T.t4®C)
1 4-NO; 312
2 3,4-Cl2 3,8 (s,3H); 3,7S(s, 3H)
3 2,4-(CHj)2 3,75 <8.3H)í 3,7 (s,3H)
4 H 3.75 (2s, každý 3H)
5 4-I-C3H7 3,8 (S.3H); 3,75 (S,3H)
6 3,4-(CHaJ2 3,8 (s,3H)r 3,75 (s,3H)
7 3-CH3-4-OCH1 3,8$ (s,3H)f 3,8 (S,3H); 3,75 (s,3K)
B 3-CH3-4-Oi-C3H7 3,8 (2s, každý 3H)
9 4~CF3 3.8 ís,3H); 3.75 (S.3H)
10 3-CH3 3,8 (2s, každý 3H)
11 3-CF3 3,8 (5.3H); 3.75 (s,3H)
12 4-F 3,8 (s,3H); 3.75 (s,3H)
13 4-Bt 3,8 (S,3H)í 3,75 (S.3H)
14 3-Br 3,8 (s,3H)j 3,75 (6.3H)
15 4-C-Bu 3.8 (s,3H); 3,75 U,3H)
16 4-OCH3 3,85 (s,3H); 3.8 <s,3H); 3.75 (S.3H)
17 2-CKj 3,8 Ι5,3Η)] 3,75 (S.3H)
18 3-C1 3,8 ($,3H); 3,75 IS.3H)
19 4-CN 3.8 IS.3HH 3.75 tS,3H)
20 4-C,H5 3,8 (S.3H); 3.75 (s,3H)
Čí s. B
1 Fenyl
2 3-Fenoxyfenyl
3 3-(2-Kyanfenoxy)fenyl
4 4-Chlorfenyl
5 3-Trifluornethylf enyl
6 3-terc.-Butoxyfenyl
7 3,5-Dichlórfenyl
8 3,5-Diethylfenyl
9 2-Pyridyl
10 4-Pyrimidinyl
11 e-Fenoxypyriniidin-4-yl
12 6-Chlorpyrimidin-4-yl
13 6-(2-Fluorfenoxy)pyrimidin-4-yl
14 6*( 2-Methylfenoxy)pyriiildin-4-yl
15 6-(2-Kyanfenoxy)pyrimidin-4-yl
16 6-(2,6-Difluorfenoxy1)pyrlmidin-4-yl
Priemyselná využiteľnosť
Nové zlúčeniny sú vhodné ako fungicídne prostriedky. Fungicídne účinné zlúčeniny alebo prostriedky, ktoré takéto zlúčeniny obsahujú, podľa tohto vynálezu, sa môžu napríklad používať vo forme priamo rozstrekovateľných roztokov, práškov, suspenzií, taktiež vysoko percentných
SK 283351 Β6 vodných, olejových alebo iných suspenzií alebo disperzií, emulzií, olejových disperzií, pást, popraškov, posypov alebo granulátov postriekaním, vytvorením hmly, poprášením, posypaním alebo pokropením. Aplikačné formy sa riadia podľa účelu použitia, v každom prípade majú zabezpečiť čo najjemnejšie rozdelenie účinnej látky podľa tohto vynálezu.
Zvyčajne sa rastliny postriekajú alebo poprášia účinnými látkami, alebo sa týmito účinnými látkami ošetria semená rastlín.
Prostriedky sa vyrábajú vo všeobecnosti známym spôsobom, napríklad nadstavením účinnej látky rozpúšťadlami a/alebo nosnými látkami, prípadne s použitím emulgačného činidla a dispergačného činidla, pričom v prípade použitia vody ako riedidla sa môžu používať tiež iné organické rozpúšťadlá ako rozpúšťadlá pomocné. Ako pomocné látky na tieto účely prichádzajú v podstate do úvahy rozpúšťadlá, ako aromatické zlúčeniny (napríklad xylén), chlórované aromatické látky (napríklad chlórbenzén), parafinické zlúčeniny (napríklad frakcie z destilácie ropy), alkoholy (napríklad metanol alebo butanol), ketóny (napríklad cyklohexanón), arníny (napríklad etanolamín alebo dimetylformamid) a voda, nosné látky ako prírodné kamenné múčky (napríklad kaolíny, íly, mastenec alebo krieda) a syntetické kamenné múčky (napríklad vysoko disperzná kyselina kremičitá alebo kremičitany), cmulgačné činidlá, ako neionogénne alebo aniónové emulgátory (napríklad polyoxyetylénétery alifatických alkoholov, alkylsulfonáty a arylsulfonáty) a dispergačné činidlá, ako je lignín zo sulfitových výluhov a metylcelulóza.
Ako povrchovo aktívne látky prichádzajú do úvahy alkalické soli, soli alkalických kovov a amónne soli aromatických sulfónových kyselín, ako napríklad soli kyseliny lignínsulfónovej, kyseliny fenolsulfónovej, kyseliny naftalcnsulfónovcj a kyseliny dibutylnaftalénsulfónovej, rovnako ako mastných kyselín, alkylsulfonátov a alkylarylsulfonátov, alkylsulfátov, laurylétersulfátov a sulfátov alifatických alkoholov, ako i soli sulfátovaných hexadekanolov, heptadekanolov a oktadekanolov, rovnako ako soli glykoléterov alifatických alkoholov, kondenzačné produkty sulfónovaného naftalénu alebo naftalénsulfónových kyselín s fenolom a formaldehydom, polyoxyetylénoktylfenoléter, etoxylovaný izooktylfenol, oktylfenol alebo nonylfenol, alkylfenolpolyglykoléter, tributylfenylglykolctcr, alkylarylpolyéteralkoholy, izotridecylalkohol, kondenzačné produkty etylénoxidu s alifatickými alkoholmi, etoxylovaný ricínový olej, polyoxyetylénalkyléter alebo polyoxypropylén, acetát polyglykoléteru laurylakoholu, sorbitester, lignín zo sulfitových výluhov alebo metylcelulóza.
Práškové, posypové a poprašové prostriedky sa môžu vyrábať zmiešaním alebo spoločným zomletím účinných látok s pevnou nosnou látkou.
Granuláty, napríklad potiahnuté, napustené a homogénne granuláty, sa môžu vyrábať nanesením účinnej látky na pevnú nosnú látku. Pevné nosné látky sú minerálne hlinky, ako je silikagél, kyseliny kremičité, kremelíny kremičitany, mastenec, kaolín, vápenec, vápno, krieda, bolus, spraš, hlinka, dolomit, rozsievková zemina, síran vápenatý, síran horečnatý, oxid horečnatý, rozomleté plastické hmoty, umelé hnojivá, ako síran amónny, fosforečnan amónny, dusičnan amónny, močovina a rastlinné produkty, ako je múka z obilia, múčka z kôry stromov, dreva a orechových škrupín, celulózový prášok a iné pevné nosné látky.
Ako príklady takýchto prostriedkov je možné uviesť:
1. 90 dielov hmotnostných zlúčeniny číslo 1 z tabuľky 7 (7/1) sa zmieša s 10 dielmi hmotnostnými N-metyl-a-pyrolidónu za vzniku roztoku, ktorý je vhodný na použitie vo forme minimálnych kvapiek.
II. 20 dielov hmotnostných zlúčeniny 7/2 sa rozpustí v zmesi, ktorá pozostáva z 80 dielov hmotnostných xylénu, 10 dielov hmotnostných adičného produktu 8 až 10 mol etylénoxidu a 1 mol N-monoetanolamidu kyseliny olejovej, 5 dielov hmotnostných vápenatej soli kyseliny dodecylbenzénsulfónovej, 5 dielov hmotnostných adičného produktu 40 mol etylénoxidu a 1 mol ricínového oleja. Vyliatím tohto roztoku do vody a jemným rozptýlením sa získa vodná disperzia.
III. 20 dielov hmotnostných zlúčeniny 7/3 sa rozpusti v zmesi, ktorá pozostáva zo 40 dielov hmotnostných cyklohexanónu, 30 dielov hmotnostných izobutanolu a 20 dielov hmotnostných adičného produktu 40 mol etylénoxidu a 1 mol ricínového oleja. Vyliatím tohto roztoku do vody a jemným rozptýlením sa získa vodná disperzia.
IV. 20 dielov hmotnostných zlúčeniny 7/4 sa rozpustí v zmesi, ktorá pozostáva z 25 dielov cyklohexanolu, 65 dielov hmotnostných frakcie minerálneho oleja s teplotou varu 210 ž 280 °C a 10 dielov hmotnostných adičného produktu 40 mol etylénoxidu a 1 mol ricínového oleja. Vyliatím tohto roztoku do vody a jemným rozptýlením sa získa vodná disperzia.
V. 80 dielov hmotnostných zlúčeniny 7/5 sa dobre zmieša s 3 dielmi hmotnostnými sodnej soli kyseliny diizobutylnaftalén-a-sulfónovej, 10 dielmi hmotnostnými sodnej soli kyseliny lignínsulfónovej zo sulfitových odpadových výluhov a 7 dielmi hmotnostnými práškového silikagélu a vzniknutá zmes sa rozomelie na kladivkovom mlyne. Jemným rozptýlením tejto zmesi vo vode sa získa postreková suspenzia.
VI. 3 diely hmotnostné zlúčeniny 7/6 sa dôkladne premiešajú s 97 dielmi hmotnostnými jemne dispergovaného kaolínu. Týmto spôsobom sa získa poprašok, ktorý obsahuje 3 % hmotnostné účinnej látky.
VII. 30 dielov hmotnostných zlúčeniny 7/7 sa dôkladne zmieša so zmesou 92 dielov hmotnostných práškového silikagélu a 8 dielmi hmotnostnými parafínového oleja, ktorý bol nastriekaný na povrch tohto silikagélu. Týmto spôsobom sa získa účinný prostriedok s dobrou adhéziou.
VIII. 40 dielov hmotnostných zlúčeniny 7/8 sa dôkladne premieša s 10 dielmi hmotnostnými sodnej soli kondenzačného produktu kyseliny fenolsulfónovej, močoviny a formaldehydu, 2 dielmi hmotnostnými silikagélu a 48 dielmi hmotnostnými vody. Získa sa stabilná vodná disperzia, ktorá sa ďalej môže riediť vodou na vodnú disperziu.
IX. 20 dielov hmotnostných zlúčeniny 7/9 sa dôkladne zmieša s 2 dielmi hmotnostnými vápenatej soli kyseliny dodecylbenzénsulfónovej, 8 dielmi hmotnostnými polyglykoléteru alifatického alkoholu, 20 dielmi hmotnostnými sodnej soli kondenzačného produktu kyseliny fenolsulfónovej, močoviny a formaldehydu a 68 dielmi hmotnostnými parafmického minerálneho oleja. Získa sa stabilná olejová disperzia.
Nové zlúčeniny prejavujú vynikajúcu účinnosť proti širokému spektru rastlinných patogénnych húb, predovšetkým z triedy Ascomyceten a Basidiomyceten. Tieto zlúčeniny sú sčasti systémovo účinné a môžu sa používať ako listové a pôdne fungicídne prostriedky.
Zlúčeniny majú špecifický význam pri potláčaní celého radu húb na kultúrnych rastlinách, ako je pšenica, raž, jačmeň, ovos, ryža, kukurica, tráva, bavlna, sója, kávovník, cukrová trstina, vínna réva, ovocné stromy a okrasné rastliny a taktiež na zelenine, ako sú uhorky, fazuľa a tekvicovité rastliny, rovnako ako na semenách týchto rastlín.
Zlúčeniny sa uplatnia, keď sa fungicídne účinným množstvom zmesí týchto zlúčenín ošetrí osivo, rastliny, materiály alebo pôda, ktoré sa majú ochrániť pred hubami alebo napadnutím hubami.
Použitie sa uskutočňuje priamo alebo po infikovaní materiálov, rastlín alebo semien hubami.
Zlúčeniny sú predovšetkým vhodné na potláčanie týchto chorôb rastlín:
Erysiphe graminis na obilí, Erisiphe cichoraccarum a Sphaerotheca fuliginea na tekvicovitých rastlinách,
Podoshaera leucotricha na jabloniach, Uncinula necator na vinnej réve, druhy Pucinia na obilí, druhy Rhizoctonia na bavlne a trávnikových trávach, druhy Ustilago na obilí a cukrovej trstine, Venturia inaequalis na jabloniach, druhy Helminthosporia na obilí, Septoria nodorum na pšenici,
Botrytis cinereanajahodníku a vínnej réve, Cercospora arachidicola na podzemnici olejnej, Pseudocersporella herpotrichoides na pšenici a jačmeni, Pyricularia oryzae na ryži,
Phytophthora infestans na zemiakoch a rajčiakoch, druhy Fusaria a Verticillia na rôznych rastlinách, Plasmopara viticola na vínnej réve a druhy Alternaria na zelenine a ovocí.
Nové zlúčeniny sa môžu taktiež používať na ochranu materiálov (ochranu dreva), napríklad proti Paecilomyces variotii.
Fungicídny prostriedok vo všeobecnosti obsahuje od 0,1 do 95 % hmotnostných účinnej látky, výhodne od 0,5 do 90 % hmotnostných účinnej látky.
Používané množstvá sú vždy podľa druhu požadovaného účinku od 0,02 do 3 kg účinnej látky na hektár.
Pri ošetrovaní osiva je potrebné vo všeobecnosti používať množstvá účinnej látky od 0,001 do 50 g, výhodne od 0,01 do 10 g na každý kilogram osiva.
Prostriedok podľa tohto vynálezu môže byť vo forme účinnej na použitie tiež ako fungicídny prostriedok spoločne s inými účinnými látkami, napríklad s herbicídnymi prostriedkami, insekticídnymi prostriedkami, regulátormi rastu rastlín, inými fúngicídnymi prostriedkami alebo tiež s umelými hnojivami.
Pri zmiešaní takýchto látok s fúngicídnymi prostriedkami sa pritom v mnohých prípadoch dosiahne rozšírenie spektra íúngicídneho účinku.
Príklady použitia
Ako porovnávacia účinná látka sa používa izopropylester kyseliny N-fenylkarbámovej (A), známy z GB patentu č. 574 995, izopropylester kyseliny Ν-3-chlórfenylkarbámovej (B), známy z GB patentu č. 574 995 a metylester kyseliny N-3,4-dichlórfenylkarbámovej (C), známy z BE patentu č. 612 550.
Príklad použitia 1
Účinok proti múčnatke na pšenici
Listy semenáčikov pšenice odrody „Frúhgold“, ktoré sa pestujú v črepníku, sa postriekajú vodnou poslrekovou suspenziou, ktorá obsahuje v sušine 80 % hmotnostných účinnej látky a 20 % hmotnostných emulgátora. Za 24 hodín po obschnutí postrekovej vrstvy sa listy poprášia oidiami (spórami) múčnatky (Erysiphe graminis var. tritici). Pokusné rastliny sa potom udržiavajú v skleníku pri teplote od 20 do 22 °C pri relatívnej vlhkosti vzduchu 75 až 80 %. Po 7 dňoch sa posúdi rozsah, v akom sa vyvinula múčnatka.
Výsledky pokusov ukazujú, že účinné zlúčeniny z tabuľky 7, číslo 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, pri použití vo forme postrekovej suspenzie obsahujúcej 250 ppm účinnej látky, majú lepší fungicídny účinok (95 % potlačenia huby) ako známe porovnávané zlúčeniny A (45 % potlačenia huby), B (45 % potlačenia huby) a C (45 % potlačenia huby).
Príklad použitia 2
Účinok proti Pyricularia oryzae (protektívne ošetrenia)
Listy semenáčikov ryže odrody „Bahia“, ktoré sa pestujú v črepníkoch, sa do zmáčania postriekajú vodnou emulziou, ktorá v sušine obsahuje 80 % hmotnostných účinnej látky a 20 emulgátora a o 24 hodín neskôr sa naočkujú vodnou suspenziou spór Pyricularia oryzae. Napokon sa pokusné rastliny umiestnia do klimatických komôr, kde sa udržiava teplota od 22 do 24 °C a relatívna vlhkosť vzduchu od 95 do 99 %. Po 6 dňoch sa stanoví rozsah napadnutia hubou.
Výsledky pokusov ukazujú, že účinné zlúčeniny z tabuľky 7, číslo 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, pri použití vo forme vodnej disperzie obsahujúcej 250 ppm účinnej látky majú lepší fungicídny účinok (95 % potlačenia huby) ako známe porovnávané zlúčeniny A (30 % potlačenia huby), B (30 % potlačenia huby) a C (30 % potlačenia huby).
Príklad použitia 3
Účinok proti múčnatke na pšenici
Listy semenáčikov pšenice odrody „Frúhgold“, ktoré sa pestujú v črepníku, sa postriekajú vodnou postrekovou suspenziou, ktorá obsahuje v sušine 80 % hmotnostných účinnej látky a 20 % hmotnostných emulgátora. Za 24 hodín po obschnutí postrekovej vrstvy sa listy poprášia oidiami (spórami) múčnatky (Erysiphe graminis var. tritici). Pokusné rastliny sa potom udržiavajú v skleníku pri teplote od 20 do 22 °C pri relatívnej vlhkosti vzduchu 75 až 80 %. Po 7 dňoch sa posúdi rozsah, v akom sa vyvinula múčnatka.
Výsledky pokusov ukazujú, že účinné zlúčeniny z tabuľky 14, číslo 3, z tabuľka 21, číslo 3 a 4, z tabuľky 48, číslo 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 a44, z tabuľky 14, číslo 3, 7, 8, 9, 10, 11,
13, 14, 15, 16, 17, 18, 20 a 23, z tabuľky 52, číslo 1, 2, 3, 4,
5,6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 a 19 anapokon z tabuľky 53, číslo 1,2,3,4, 5,6,7,8, 9,10,11,12,13,
14, 15, 16 a 17, pri použití vo forme postrekovej suspenzie obsahujúcej 250 ppm účinnej látky, majú lepší fungicídny účinok (100 % potlačenia huby) ako známe porovnávané zlúčeniny A (15 % potlačenia huby), B (15 % potlačenia huby) a C (15 % potlačenia huby).
Príklad použitia 4
Účinok proti Pyricularia oryzae (protektivny účinok)
Listy semenáčikov ryže odrody „Bahia“, ktoré sa pestujú v črepníkoch, sa do zmáčania postriekajú vodnou emulziou, ktorá v sušine obsahuje 80 % hmotnostných účinnej látky a 20 % emulgátora a o 24 hodín neskôr sa naočkujú vodnou suspenziou spór Pyricularia oryzae. Napokon sa pokusné rastliny umiestnia do klimatických komôr, kde sa udržiava teplota od 22 do 24 °C a relatívna vlhkosť vzduchu od 95 do 99 %. Po 6 dňoch sa stanoví rozsah napadnutia hubou.
Výsledky pokusov ukazujú, že účinné zlúčeniny z tabuľky 14, číslo 3, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 20, 21, 22, a 24, z tabuľky 52, číslo 1, 2, 3, 4, 5, 6, 7, 8, 9, 10,
11, 12, 13, 14, 15, 16, 17, 18, 19 a 20, z tabuľky 53, číslo 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 a 17, z tabuľky 21, číslo 3 a 4, z tabuľky 38, číslo 4 a 5, z tabuľky 47, číslo 4, 7, 10, 16, 20, 21, 22, 23, 24, 25, 41, 42, 55, 56, 57, 58 a 59 a napokon z tabuľky 48, číslo 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, pri použití vo forme vodnej disperzie obsahujúcej 250 ppm účinnej látky majú lepší fungicídny účinok (100 % potlačenia huby) ako známe porovnávané zlúčeniny A (0 % potlačenia huby), B (0 % potlačenia huby) a C (0 % potlačenia huby).
Príklad použitia 5
Účinok proti Botryris cinerea
Semenáčiky papriky odrody „Neusiedler Ideál Elite“, po tom ako majú dobre vyvinutých 4 až 5 listov, sa postriekajú do zmáčania vodnou suspenziou, ktorá v sušine obsahuje 80 % účinnej látky a 20 % emulgačného prostriedku. Po obschnutí nastriekaného filmu sa rastliny postriekajú suspenziou konidií huby Botrytis cinerea a umiestnia do komory pri teplote 22 až 24 °C a vysokej vlhkosti vzduchu. Po 5 dňoch sa ochorenie vyvinie na neošetrených rastlinách tak silne, že vzniknutá nekróza listu pokryje prevažnú časť listov.
Účinná látka í plochy listov po použití vodného prípravku obsahujúceho 5OO ppm účinnej látky
tabuľka 30 účinná látka Č. 2 5
porovnávacia látka A 100
porovnávacia látky B 100
porovnávacia látka C 100
neošetrené 100
Príklad použitia 6
Účinok proti Plasmopara viticola
Listy vínnej révy odrody „Miiller Thurgau“, ktorá sa pestuje v črepníkoch, sa postriekajú vodnou postrekovou suspenziou, ktorá obsahuje v sušine 80 % hmotnostných účinnej látky a 20 % hmotnostných emulgátora. Aby bolo možné posúdiť čas trvania účinku účinných látok, umiestnia sa rastliny po obschnutí postrekovej vrstvy na 8 dní do skleníka. Až potom sa listy infikujú suspenziou zoospór perenospóry vínnej révy (Plasmopara viticola). Rastliny vínnej révy sa potom umiestnia najskôr na 48 hodín do komory nasýtenej vodnou parou pri teplote 24 °C a potom sa umiestnia do skleníka na 5 dní pri teplote 20 až 30 °C. Po tomto čase sa rastliny s cieľom urýchliť rast nosičov sporangií znovu umiestnia na 16 hodín do vlhkej komory. Potom sa vykoná posúdenie stupňa napadnutia hubou na spodných stranách listov.
Účinná látka * plochy listov po použití vodného prípravku obsahujúceho 500 ppm účinnej látky
tabulka 21, úč.látka č.3 5
tabulka 21, úč.látka č.4 0
tabulka 30, úč.látka ó.l 15
porovnávacia látka A 65
porovnávacia látky B 40
porovnávacia látka C 25
neošetrené 65

Claims (11)

  1. PATENTOVÉ NÁROKY
    1. Karbamáty všeobecného vzorca (I) v ktorom substituenty majú tieto významy:
    Z znamená metoxy, amino, metylamino, dimetylamino, metyl, etyl, trifluórometyl alebo trichlórometyl;
    X a Y atóm vodíka, fluóru, chlóru alebo brómu, trifluórometyl, kyano, nitro, CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, CrC6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkiny-loxy alebo môžu byť spolu kondenzované, aby vytvorili voliteľne substituovaný aromatický alebo heteroaromatický, alicyklický alebo heteroeyklický, čiastočne alebo úplne nasýtený kruh:
    R1 znamená voliteľne substituovaný Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, cyklopropyl, cyklopropylmetyl, cyklobutyl, CH2CN, CH2OCH3, COOCH3, SR5, C,-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy, C3-C1()-cykloalkoxy, C3-C10-cykloalkenyloxy alebo CrC6-alkoxy-karbonyloxy;
    A znamená priamu väzbu, atóm kyslíka, síry, CR2=CR3, CHR2O, CHR2S, chr:-on-cr4, cr2-no, on-cr4, (X. CHR2-CHR3, CHR2O-CO alebo OCHR2;
    R2, R3 nezávisle od seba atóm vodíka, C|-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C|-C6-alkoxy alebo C3-Clo-cykloalkyl;
    R4 atóm vodíka, kyano, C|-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, CrC6-alkoxy alebo C3-C10-cykloalkyl;
    B znamená atóm vodíka, voliteľne substituovaný CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C|o-cykloalkyl, C3-Cjo-cykloalkenyl, C3-C|0-cykloalkinyl, C$-, Clo- alebo CIA-aryl, 5 až 14-členný hetarylový kruh obsahujúci 1 až 4 heteroatómy vybrané zo skupiny N, O alebo S, 5 až 14-členný heterocyklylový kruh obsahujúci 1 až 4 heteroatómy vybrané zo skupiny N, O alebo S, C6-, C-lo alebo C14-aryl-Cj-C^alkyl, 5 až 14-členný hetaryl-Cj-Q-alkylový kruh, Cj-Qo-cykloalkyl-CrCj-alkyl alebo C3-C10-cykloaIkenyl-CrCô-alkyl;
    R5 Cj-Cjj-alkyl, cyklopropyl, cyklopropylmetyl alebo cyklobutyl; kde B nie je atóm vodíka, keď A znamená priamu väzbu;
    okrem karbamátov všeobecného vzorca (1), v ktorom substituenty majú tieto významy:
    (i) X a Y atóm vodíka,
    Z metyl,
    R1 metoxy,
    A atóm kyslíka a
    B metyl a (ii) X a Y atóm vodíka,
    Z amino,
    R1 etoxykarbonyloxy,
    A priamu väzbu a
    B metyl a (iii) X, Y 4-metyl, 6-metyl,
    Z metyl,
    R1 metoxy,
    A priamu väzbu a
    B metyl;
    a jeho adičné produkty s kyselinami a adičné produkty s bázami, ktoré sú akceptovateľné pre rastliny.
    100
  2. 2. Karbamáty všeobecného vzorca (I) podľa nároku 1, kde X a/alebo Y znamená atóm vodíka.
  3. 3. Karbamáty všeobecného vzorca (I) podľa nároku 1, kde substituenty X a Y majú tieto významy:
    X, Y atóm vodíka, fluóru, chlóru alebo brómu, trifluórometyl, kyano, nitro, CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, Q-Q-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy, alebo
    X, Y sú spolu kondenzované, aby vytvorili voliteľne substituovaný aromatický alebo heteroaromatický, alicyklický alebo heterocyklický, čiastočne alebo úplne nasýtený kruh.
  4. 4. Karbamáty všeobecného vzorca (I) podľa nároku 1, kde R2, R3 a R4 majú tieto významy:
    R2, R3 znamená atóm vodíka, CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl alebo C3-C|0-cykloalkyl; a
    R4 znamená atóm vodíka, kyano, CrC6-alkyl, C2-Cd-alkenyl, C2-Cs-alkinyl, C]-C6-alkoxy alebo C3-C|0-cykloalkyl.
  5. 5. Karbamáty všeobecného vzorca (I) podľa nároku 1, kde R1 má tento význam:
    R1 C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkinyloxy, C3-C10-cykloalkoxy, C3-C]0-cykloalkenyloxy alebo Cj-Q-alkoxykarbonyloxy.
  6. 6. Karbamáty všeobecného vzorca (VIII) δ
    v ktorom substituenty X, Y, A a B majú významy uvedené v nárokoch 1 alebo 2 a R1 znamená CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C10-cykloalkyl, C3-C10-cykloalkenyl alebo C-C6-alkoxykarbonyl
  7. 7. Fungicídny prostriedok, vyznačujúci sa t ý m , že obsahuje inertnú nosnú látku a fúngicídne účinné množstvo karbamátu podľa nárokov 1 až 6, alebo jeho adičné produkty s kyselinami alebo adičné produkty s bázami, ktoré sú akceptovateľné pre rastliny.
  8. 8. Spôsob potláčania húb, vyznačujúci sa t ý m , že sa huby alebo rastliny, osivo, materiály alebo pôda ohrozené napadnutím hubami ošetria fúngicídne účinným množstvom zlúčeniny podľa nárokov 1 až 6, alebo jeho adičnými produktmi s kyselinami alebo adičnými produktmi s bázami, ktoré sú akceptovateľné pre rastliny.
  9. 9. Zlúčeniny vzorca (A) v ktorom substituenty X, Y, R1 a R2 majú významy uvedené v nároku 1 a Rx znamená atóm vodíka, brómu alebo chlóru alebo jednu z týchto skupín:
    [(C6H5)3 + Cľ], [(C6H5)3+ Br] alebo PO(OAlkyl)2, ako medziprodukt na prípravu zlúčeniny všeobecného vzorca (I) podľa nároku 1.
  10. 11. Zlúčeniny vzorca (31), v ktorom substituenty X, Y, Z a R2 majú významy uvedené v nároku 1 a R1 je definované v nároku 6, ako medziprodukt na prípravu zlúčeniny všeobecného vzorca (I) podľa nároku 1.
  11. 12. Zlúčeniny vzorca (C) v ktorom substituenty X, Y, A a B majú významy uvedené v nároku 1, a veličiny R a V znamenajú:
    R atóm vodíka alebo skupinu R1, kde R1 je definovaná v nároku 6; a
    V trichlóromctoxy, fenoxy alebo p-nitrofenoxy, ako medziprodukt na prípravu zlúčeniny všeobecného vzorca (I) podľa nároku 1.
    Koniec dokumentu (A), v ktorom B má význam uvedený v nároku 1 a:
    A znamená -CH2-O- alebo -CH2-ON=C(CH3)-; a
    Q znamená NHOH a N(OH)-CO-Z, kde Z znamená metoxy; okrem zlúčenín vzorca A, kde
    A znamená -CH2-O-;
    B znamená atóm vodíka a
    Q znamená NHOH, ako medziprodukt na prípravu zlúčeniny všeobecného vzorca (I) podľa nároku 1.
SK907-94A 1992-01-29 1993-01-18 Karbamáty a fungicídne prostriedky s ich obsahom SK283351B6 (sk)

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DE4202386 1992-01-29
DE4221007 1992-06-26
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
PCT/EP1993/000104 WO1993015046A1 (de) 1992-01-29 1993-01-18 Carbamate und diese enthaltende pflanzenschutzmittel

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SK283351B6 true SK283351B6 (sk) 2003-06-03

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US5824705A (en) 1998-10-20
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