PL107832B1 - Sposob wytwarzania 1-azolilo-3,3-dwumetylo-1-fenokmethod of producing 1-azolylo-3,3-dimethylo-1-phensy-butanonow-2 oxy-butanones-2 - Google Patents
Sposob wytwarzania 1-azolilo-3,3-dwumetylo-1-fenokmethod of producing 1-azolylo-3,3-dimethylo-1-phensy-butanonow-2 oxy-butanones-2 Download PDFInfo
- Publication number
- PL107832B1 PL107832B1 PL1978205632A PL20563278A PL107832B1 PL 107832 B1 PL107832 B1 PL 107832B1 PL 1978205632 A PL1978205632 A PL 1978205632A PL 20563278 A PL20563278 A PL 20563278A PL 107832 B1 PL107832 B1 PL 107832B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- azolyl
- dimethyl
- producing
- wzdr
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- -1 alkyl radical Chemical class 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims 1
- ULSAJQMHTGKPIY-UHFFFAOYSA-N 1-chloro-3,3-dimethylbutan-2-one Chemical compound CC(C)(C)C(=O)CCl ULSAJQMHTGKPIY-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 230000002140 halogenating effect Effects 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
Przedmiotem wynalazku jest sposób wytwarzania l-azolilo-3,3-dwumetylo-l-fenoksy-butanonów-2 o wlasciwosciach grzybobójczych. , Znane jest wytwarzane l-az PL PL PL
Claims (4)
1. Zastrzezenia patentowe 1. Sposób wytwarzania l-azolilo-3,3-dwumetylo- -l-fenoksy-butanonów-2 o wzorze 1, w którym X oznacza atom azotu lub grupe CH, Y oznacza atom chlorowca, rodnik fenylowy, grupe fenoksylowa, ni¬ trowa, rodnik alkilowy, grupe alkoksylowa lub cy- kloalkilowa, a n oznacza liczbe calkowita 0—4, znamienny tym, ze l-chloro-3,3-dwumetylobutanon -2 (chloropinakoline) o wzorze 2 poddaje sie reak¬ cji z fenolami o wzorze 3, w którym Y i n maja znaczenie wyzej podane, w obecnosci weglowodo¬ rów aromatycznych albo chlorowanych weglowodo¬ rów alifatycznych i aromatycznych jako rozpusz¬ czalników i w obecnosci srodka wiazacego kwas w temperaturze 60—150°C, otrzymane eteroketony o wzorze 4, w którym Y i n maja znaczenie wyzej podane, w tym samym srodowisku poddaje sie re¬ akcji ze srodkami chlorowcujacymi w obecnosci tych samych rozpuszczalników w temperaturze 20— —60°C, po czym na otrzymane chlorowcoeteroketo- ny o wzorze 5, w którym Y i n maja znaczenie wyzej podane, a Hal oznacza atom chlorowca, zwla¬ szcza chloru lub bromu, równiez w srodowisku re¬ akcji dziala sie azolem o wzorze 6, w którym X ma znaczenie wyzej podane, w obecnosci tego sa¬ mego rozpuszczalnika i w obecnosci srodka wiaza¬ cego kwas w temperaturze 20—120°C.
2. Sposób wedlug zastrz. 1, znamienny tym, ze jako rozpuszczalnik stosuje sie toluen.
3. Sposób wedlug zastrz. 1, znamienny tym, ze jako rozpuszczalnik stosuje sie dwuchloroetan. 10 15 20 25 30 35 40 45107 832 jQ-0-CH-CO-C(CH3)3 N N !l wzo'r6 wzór1 ¦Cl-^-0-CH-C0-C(CH3)3 Cl-CH2-C0-C(CH3)3 /n-m wzdr 2 iS wzdr 7 *n n CI-^^-0-CH-C0-C(CH3)3 wzdr 3 " N J^-0-CH2-CO-C(CH3), wzdr
4. .0_ _O_CH_CO-C(CH3)3 ii jy-0-CH-CO-C(CH3)3 f Y^=^ I ft U ^n h wzdr9 wzdr 5 Hal CI-CH2-CO-C(CH3)3 + CI-Q-OH ^luen HCl -S02 a-@-0-CH-CO-C(CH,)3 + Hl4 H Cl zasada L 33 ^=n » Cl-^-0-CH-CO-C(CH3)3 -ho ^^ i N o Schemat PL PL PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2713777A DE2713777C3 (de) | 1977-03-29 | 1977-03-29 | Verfahren zur Herstellung von l-Azolyl-33-dimethyl-l-phenoxy-butan-2-onen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL205632A1 PL205632A1 (pl) | 1978-12-18 |
| PL107832B1 true PL107832B1 (pl) | 1980-03-31 |
Family
ID=6004962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1978205632A PL107832B1 (pl) | 1977-03-29 | 1978-03-28 | Sposob wytwarzania 1-azolilo-3,3-dwumetylo-1-fenokmethod of producing 1-azolylo-3,3-dimethylo-1-phensy-butanonow-2 oxy-butanones-2 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4229580A (pl) |
| JP (1) | JPS6053019B2 (pl) |
| AT (1) | AT358031B (pl) |
| BE (1) | BE865356A (pl) |
| BR (1) | BR7801867A (pl) |
| CH (1) | CH632501A5 (pl) |
| CS (1) | CS196229B2 (pl) |
| DD (1) | DD135383A5 (pl) |
| DE (1) | DE2713777C3 (pl) |
| DK (1) | DK142080C (pl) |
| FR (1) | FR2385704A1 (pl) |
| GB (1) | GB1572684A (pl) |
| HU (1) | HU176059B (pl) |
| IL (1) | IL54363A (pl) |
| IT (1) | IT1096156B (pl) |
| NL (1) | NL189512C (pl) |
| PL (1) | PL107832B1 (pl) |
| SU (1) | SU698529A3 (pl) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2816818A1 (de) * | 1978-04-18 | 1979-10-31 | Bayer Ag | Optisch aktive 1-aethyl-imidazole, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE2846127A1 (de) * | 1978-10-23 | 1980-04-30 | Basf Ag | 1,2,4-triazol-1-yl-verbindungen, ihre hersttellung und verwendung als fungizide |
| DE2920437A1 (de) * | 1979-05-19 | 1980-11-27 | Bayer Ag | Geometrische isomere von 4,4- dimethyl-1-phenyl-2-(1,2,4-triazol-1-yl)- 1-penten-3-olen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE2937595A1 (de) * | 1979-09-18 | 1981-04-02 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 1-azolyl-1-phenoxy-alkan-2-onen |
| DE3008477A1 (de) * | 1980-03-05 | 1981-09-17 | Bayer Ag, 5090 Leverkusen | 3,3-dimethyl-1-phenoxy-butan-2-ole, verfahren zu ihrer herstellung sowie ihre verwendung als zwischenprodukte |
| DE3035022A1 (de) | 1980-09-17 | 1982-04-22 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung und reinigung von phenoxyazolyl-butanon-derivaten |
| JPS6022076A (ja) * | 1983-07-15 | 1985-02-04 | Toshiba Corp | 水力機械 |
| IL86134A (en) * | 1987-05-02 | 1993-06-10 | Basf Ag | N-substituted azoles, their manufacture and their use as pesticides and compositions containing them |
| CN100532366C (zh) * | 2007-03-20 | 2009-08-26 | 盐城市绿叶化工有限公司 | 咪菌酮的合成方法 |
| CN107501189A (zh) * | 2017-08-28 | 2017-12-22 | 江苏绿叶农化有限公司 | 一种高纯度甘宝素的制备方法 |
| CN107739341A (zh) * | 2017-10-31 | 2018-02-27 | 江苏绿叶农化有限公司 | 一种甘宝素的制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2105490C3 (de) * | 1971-02-05 | 1979-06-13 | Bayer Ag, 5090 Leverkusen | 1 -Imidazolylketonderivate |
| US3912752A (en) * | 1972-01-11 | 1975-10-14 | Bayer Ag | 1-Substituted-1,2,4-triazoles |
| DE2401715C3 (de) * | 1974-01-15 | 1981-10-22 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von 1-(1,2,4-Triazol-1-yl)-1-phenoxy-3,3-dimethyl-butan-2-on-Derivaten |
| DE2429514A1 (de) * | 1974-06-20 | 1976-01-15 | Bayer Ag | Eckige klammer auf 1-imidazolyl-(1) eckige klammer zu- eckige klammer auf 1-(4'-(4''-chlorphenyl)-phenoxy eckige klammer zu-3,3-dimethyl-butan-2-on und seine salze, ein verfahren zu ihrer herstellung als arzneimittel |
| DE2431073A1 (de) * | 1974-06-28 | 1976-01-15 | Bayer Ag | Fungizides mittel |
| DE2455953A1 (de) * | 1974-11-27 | 1976-08-12 | Bayer Ag | Fungizide mittel |
| DE2455954A1 (de) * | 1974-11-27 | 1976-08-12 | Bayer Ag | Diaryloxy-imidazolyl-o,n-acetale, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE2604308A1 (de) * | 1976-02-05 | 1977-08-11 | Bayer Ag | 2,2'-ueberbrueckte biphenylyloxy- azolyl-o,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| DE2632601A1 (de) * | 1976-07-20 | 1978-01-26 | Bayer Ag | Antimikrobielle mittel |
| DE2635666A1 (de) * | 1976-08-07 | 1978-02-09 | Bayer Ag | 1-azolyl-4-hydroxy-butan-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und bakterizide |
| GB1533375A (en) * | 1976-07-20 | 1978-11-22 | Bayer Ag | Halogenated 1-azolyl-butane derivatives and their use as fungicides |
| DE2705677A1 (de) * | 1977-02-11 | 1978-08-17 | Bayer Ag | 2,4-dichlorphenyl-imidazolyl-aethanone(ole), verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
-
1977
- 1977-03-29 DE DE2713777A patent/DE2713777C3/de not_active Expired
-
1978
- 1978-03-09 US US05/885,053 patent/US4229580A/en not_active Expired - Lifetime
- 1978-03-18 SU SU782591203A patent/SU698529A3/ru active
- 1978-03-24 IT IT21624/78A patent/IT1096156B/it active
- 1978-03-27 DD DD78204419A patent/DD135383A5/xx unknown
- 1978-03-27 IL IL54363A patent/IL54363A/xx unknown
- 1978-03-28 HU HU78BA3643A patent/HU176059B/hu unknown
- 1978-03-28 PL PL1978205632A patent/PL107832B1/pl unknown
- 1978-03-28 JP JP53034964A patent/JPS6053019B2/ja not_active Expired
- 1978-03-28 BE BE186301A patent/BE865356A/xx not_active IP Right Cessation
- 1978-03-28 BR BR7801867A patent/BR7801867A/pt unknown
- 1978-03-28 CH CH330178A patent/CH632501A5/de not_active IP Right Cessation
- 1978-03-28 FR FR7808885A patent/FR2385704A1/fr active Granted
- 1978-03-28 GB GB12016/78A patent/GB1572684A/en not_active Expired
- 1978-03-28 DK DK134978A patent/DK142080C/da not_active IP Right Cessation
- 1978-03-29 AT AT221078A patent/AT358031B/de not_active IP Right Cessation
- 1978-03-29 NL NLAANVRAGE7803325,A patent/NL189512C/xx not_active IP Right Cessation
- 1978-03-29 CS CS781997A patent/CS196229B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK142080C (da) | 1981-01-19 |
| PL205632A1 (pl) | 1978-12-18 |
| US4229580A (en) | 1980-10-21 |
| CH632501A5 (de) | 1982-10-15 |
| CS196229B2 (en) | 1980-03-31 |
| BE865356A (fr) | 1978-09-28 |
| DE2713777B2 (de) | 1979-03-15 |
| NL189512B (nl) | 1992-12-01 |
| DE2713777C3 (de) | 1979-10-31 |
| DE2713777A1 (de) | 1978-10-05 |
| FR2385704B1 (pl) | 1983-10-28 |
| DD135383A5 (de) | 1979-05-02 |
| SU698529A3 (ru) | 1979-11-15 |
| GB1572684A (en) | 1980-07-30 |
| IT1096156B (it) | 1985-08-17 |
| JPS53130667A (en) | 1978-11-14 |
| IL54363A (en) | 1981-05-20 |
| HU176059B (en) | 1980-12-28 |
| IT7821624A0 (it) | 1978-03-24 |
| NL189512C (nl) | 1993-05-03 |
| ATA221078A (de) | 1980-01-15 |
| AT358031B (de) | 1980-08-11 |
| IL54363A0 (en) | 1978-06-15 |
| FR2385704A1 (fr) | 1978-10-27 |
| DK142080B (da) | 1980-08-25 |
| BR7801867A (pt) | 1978-12-19 |
| DK134978A (da) | 1978-09-30 |
| JPS6053019B2 (ja) | 1985-11-22 |
| NL7803325A (nl) | 1978-10-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PL107832B1 (pl) | Sposob wytwarzania 1-azolilo-3,3-dwumetylo-1-fenokmethod of producing 1-azolylo-3,3-dimethylo-1-phensy-butanonow-2 oxy-butanones-2 | |
| GB1501607A (en) | Substituted n-phenyl-n'-benzoyl-ureas and their use as insecticides | |
| ES8400439A1 (es) | Un procedimiento para la produccion de un fenilurazol condensado. | |
| NL971020I1 (nl) | Azolylmethyloxiranen, de bereiding en toepassing ervan als geneesmiddelen en middelen voor het beschermen van planten. | |
| DK157679C (da) | N-benzoyl-n'-phenoxyphenylurinstoffer, skadedyrsbekaempelsesmiddel og fremgangsmaade til bekaempelse af skadelige organismer | |
| GB2081715A (en) | Novel 5-phenylcarbamoylbarbituric acid compounds | |
| ZA805885B (en) | Diphenyl ethers,processes for their preparation,herbicidal compositions thereof and methods for use | |
| BR8800473A (pt) | Processos para preparacao de compostos,e composicoes | |
| ES512925A0 (es) | Procedimiento analogo para preparar un derivado de tropil benzoato. | |
| IL89764A0 (en) | Phenoxy(phenylthio)nitriles and plant protection compositions containing the same | |
| KR840000172A (ko) | 살균용과 생장조절용 조성물 및 그 제조 | |
| KR830008983A (ko) | 히드록심산 에스테르의 제조방법 | |
| KR840000556A (ko) | 5,6,7,7a-테트라하이드로-4H-티에노(3,2-c)-피리딘-2-온 유도체의 제조방법 | |
| ES521624A0 (es) | Procedimiento para la obtencion de fenoxipropionatos sustituidos. | |
| ATE32723T1 (de) | Substituierte 6-aryl-1,2,4-triazolo(4,3b>pyridazine, ihre herstellung und verwendung. | |
| DK430586A (da) | Diphenyletherderivater | |
| ATE12039T1 (de) | Substituierte azolyl-glykolsulfonate, diese enthaltende fungizide und verfahren zu ihrer herstellung. | |
| YU45607B (sh) | Postupak za dobijanje pirimidintrionskih derivata | |
| KR830008484A (ko) | 제초 조성물 | |
| ATE9899T1 (de) | Pyridinderivate, ihre herstellung und verwendung. | |
| ES550424A0 (es) | Procedimiento para la obtencion de n-sulfonilo-n-(fosfonometilglicil)amina. | |
| GB1227295A (pl) | ||
| ATE5720T1 (de) | 2-pyridyloxyacetanilid-verbindungen, verfahren zu ihrer herstellung und ihre verwendung. | |
| ES460786A1 (es) | Procedimiento para preparar un colorante de antraquinona so-luble en agua. | |
| KR850006394A (ko) | 치환된 옥시란의 제조방법 |