MD332C2 - Способ получения цис-2-(1Н-1,2,4-триазол-1-ил-метил)-2-(галогенфенил)-3-(галогенфенил)-оксирана - Google Patents
Способ получения цис-2-(1Н-1,2,4-триазол-1-ил-метил)-2-(галогенфенил)-3-(галогенфенил)-оксиранаInfo
- Publication number
- MD332C2 MD332C2 MD95-0016A MD950016A MD332C2 MD 332 C2 MD332 C2 MD 332C2 MD 950016 A MD950016 A MD 950016A MD 332 C2 MD332 C2 MD 332C2
- Authority
- MD
- Moldova
- Prior art keywords
- halogenphenyl
- triazole
- oxirane
- methyl
- restorer
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 229910000889 permalloy Inorganic materials 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000004140 cleaning Methods 0.000 abstract 1
- 238000010494 dissociation reaction Methods 0.000 abstract 1
- 230000005593 dissociations Effects 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- UJRJCSCBZXLGKF-UHFFFAOYSA-N nickel rhenium Chemical compound [Ni].[Re] UJRJCSCBZXLGKF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 abstract 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 abstract 1
- 235000019345 sodium thiosulphate Nutrition 0.000 abstract 1
- XIUROWKZWPIAIB-UHFFFAOYSA-N sulfotep Chemical compound CCOP(=S)(OCC)OP(=S)(OCC)OCC XIUROWKZWPIAIB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Изобретение касается способа получения цис-2-(1Н-1,2,4-триазол-1-ил-метил)-2-(галогенфенил)-3-(галогенфенил)-оксирана формулы (1)Целью изобретения является повышение выхода целевого продукта и уменьшение затрат на очистку.Способ осуществляется путем эпоксидирования Z-3-(1Н-1,2,4-триазол-1-ил)-2-(галогенфенил)-1-(галогенфенил)-пропена пермалеиновой кислотой с последующим восстановлением. В качестве восстановителя используется гидросульфит натрия, дитионит натрия или тиосульфат натрия или водород в присутствии никеля Ренея. Восстановительдобавляют к реакционной смеси в количестве,превышающем количество, необходимое для разрушения возможно имеющейся пермалеиновой кислоты.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3936821A DE3936821A1 (de) | 1989-11-04 | 1989-11-04 | Verfahren zur herstellung von cis-2-(1h-1,2,4-triazol-1-ylmethyl)-2- (halogenphenyl)-3-(halogenphenyl)-oxiran |
| SU904831490A RU2071473C1 (ru) | 1989-11-04 | 1990-11-02 | Способ получения цис-2-(1н-1,2,4-триазол-1-ил-метил)-2-(галогенфенил)-3-(галогенфенил)-оксирана |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD332B1 MD332B1 (ro) | 1995-11-30 |
| MD332C2 true MD332C2 (ru) | 1996-03-31 |
Family
ID=6392916
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD95-0016A MD332C2 (ru) | 1989-11-04 | 1994-12-13 | Способ получения цис-2-(1Н-1,2,4-триазол-1-ил-метил)-2-(галогенфенил)-3-(галогенфенил)-оксирана |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0427061B1 (ru) |
| JP (1) | JP2983054B2 (ru) |
| KR (1) | KR0157314B1 (ru) |
| AT (1) | ATE116315T1 (ru) |
| CA (1) | CA2028650C (ru) |
| DE (2) | DE3936821A1 (ru) |
| DK (1) | DK0427061T3 (ru) |
| ES (1) | ES2066089T3 (ru) |
| MD (1) | MD332C2 (ru) |
| RU (1) | RU2071473C1 (ru) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ272586A (en) * | 1995-07-17 | 1996-10-28 | Apotex Inc | Process for preparing fluconazole and triazolylepoxypropane precursors |
| EP1517906B1 (de) * | 2002-06-24 | 2007-03-28 | Basf Aktiengesellschaft | Verfahren zur herstellung von 1,2,4-triazolylmethyl-oxiranen |
| EP2746275A1 (en) | 2012-12-19 | 2014-06-25 | Basf Se | New substituted triazoles and imidazoles and their use as fungicides |
| CN103936723B (zh) * | 2013-01-23 | 2016-06-29 | 沈阳中化农药化工研发有限公司 | 一种催化三唑烯环氧化制备氟环唑的方法 |
| CN111848504A (zh) * | 2019-04-29 | 2020-10-30 | 沈阳中化农药化工研发有限公司 | 一种锰催化剂及其催化三唑烯环氧化制备氟环唑的应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2952755A1 (de) * | 1979-12-29 | 1981-07-02 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von oxiranen |
| CA1271764A (en) * | 1985-03-29 | 1990-07-17 | Stefan Karbach | Azolylmethyloxiranes, their preparation and their use as crop protection agents |
-
1989
- 1989-11-04 DE DE3936821A patent/DE3936821A1/de not_active Withdrawn
-
1990
- 1990-10-26 DK DK90120548.4T patent/DK0427061T3/da active
- 1990-10-26 AT AT90120548T patent/ATE116315T1/de not_active IP Right Cessation
- 1990-10-26 CA CA002028650A patent/CA2028650C/en not_active Expired - Lifetime
- 1990-10-26 EP EP90120548A patent/EP0427061B1/de not_active Expired - Lifetime
- 1990-10-26 ES ES90120548T patent/ES2066089T3/es not_active Expired - Lifetime
- 1990-10-26 DE DE59008135T patent/DE59008135D1/de not_active Expired - Lifetime
- 1990-11-02 RU SU904831490A patent/RU2071473C1/ru active
- 1990-11-02 JP JP2295569A patent/JP2983054B2/ja not_active Expired - Lifetime
- 1990-11-03 KR KR1019900017840A patent/KR0157314B1/ko not_active Expired - Lifetime
-
1994
- 1994-12-13 MD MD95-0016A patent/MD332C2/ru not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| Cererea nr. 3218129, DE, Int. Cl. C 07 D 405 /06, 1983. * |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2071473C1 (ru) | 1997-01-10 |
| EP0427061A3 (en) | 1992-01-02 |
| DE3936821A1 (de) | 1991-05-08 |
| JPH03153682A (ja) | 1991-07-01 |
| KR0157314B1 (ko) | 1998-11-16 |
| ES2066089T3 (es) | 1995-03-01 |
| CA2028650C (en) | 2003-09-30 |
| EP0427061A2 (de) | 1991-05-15 |
| ATE116315T1 (de) | 1995-01-15 |
| KR910009695A (ko) | 1991-06-28 |
| CA2028650A1 (en) | 1991-05-05 |
| JP2983054B2 (ja) | 1999-11-29 |
| DE59008135D1 (de) | 1995-02-09 |
| DK0427061T3 (da) | 1995-02-27 |
| MD332B1 (ro) | 1995-11-30 |
| EP0427061B1 (de) | 1994-12-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued | ||
| IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20101102 |
|
| KA4A | Patent for invention lapsed due to non-payment of fees (with right of restoration) | ||
| MM4A | Patent for invention definitely lapsed due to non-payment of fees |