EA201200246A1 - Процесс получения амидов пиразолкарбоновой кислоты - Google Patents
Процесс получения амидов пиразолкарбоновой кислотыInfo
- Publication number
- EA201200246A1 EA201200246A1 EA201200246A EA201200246A EA201200246A1 EA 201200246 A1 EA201200246 A1 EA 201200246A1 EA 201200246 A EA201200246 A EA 201200246A EA 201200246 A EA201200246 A EA 201200246A EA 201200246 A1 EA201200246 A1 EA 201200246A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- compound
- formula
- acid
- reacting
- pyrazolkarbonic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001408 amides Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 15
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- DXUYSHLNVLGMKN-UHFFFAOYSA-N 11-(dichloromethylidene)tricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-3-amine 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid Chemical compound CN1N=C(C(F)F)C(C(O)=O)=C1.NC1=C(C(CCC23)C2=C(Cl)Cl)C3=CC=C1 DXUYSHLNVLGMKN-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000001706 oxygenating effect Effects 0.000 abstract 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
- C07D231/14—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/44—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups being part of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
- C07C49/693—Unsaturated compounds containing a keto groups being part of a ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/743—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups having unsaturation outside the rings, e.g. humulones, lupulones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
- C07D251/44—One nitrogen atom with halogen atoms attached to the two other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/66—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Предметом изобретения является процесс получения (9-дихлорметилен-1,2,3,4-тетрагидро-1,4-метанонафталин-5-ил)амида 3-дифторметил-1-метил-1Н-пиразол-4-карбоновой кислоты путем а) реакции соединения формулы (II)с соединением формулы (III) в присутствии катализаторадо получения соединения формулы (IV)b) гидрирования соединения (IV) до соединения формулы (V) в присутствии металл-катализаторас) восстановления соединения формулы (V) до соединения формулы (VI) в присутствии восстанавливающего веществаd) денгидратации соединения формулы (VI) до соединения формулы (VII) в присутствии кислотые) реакции соединения формулы (VII) с гидроксиламином до получения соединения формулы (VIII)f) ацилирования кислорода оксима соединения формулы (VIII) в присутствии ацилирующего реагента и, наконец, путем реакции полученного продукта с соединением формулы (IX)или ff) реакции соединения формулы VIII с избытком соединения формулы (IX).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09167363 | 2009-08-06 | ||
| EP09169501 | 2009-09-04 | ||
| PCT/EP2010/059703 WO2011015416A1 (en) | 2009-08-06 | 2010-07-07 | Process for the preparation of pyrazole carboxylic acid amides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201200246A1 true EA201200246A1 (ru) | 2012-08-30 |
| EA019475B1 EA019475B1 (ru) | 2014-03-31 |
Family
ID=42670451
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201200246A EA019475B1 (ru) | 2009-08-06 | 2010-07-07 | Способ получения амидов пиразолкарбоновой кислоты |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US8507694B2 (ru) |
| EP (1) | EP2462108B1 (ru) |
| JP (1) | JP5667186B2 (ru) |
| KR (1) | KR101712083B1 (ru) |
| CN (1) | CN102574779B (ru) |
| AR (1) | AR077707A1 (ru) |
| AU (1) | AU2010280923B2 (ru) |
| BR (1) | BR112012002641B1 (ru) |
| CA (1) | CA2770144C (ru) |
| CL (1) | CL2012000272A1 (ru) |
| CO (1) | CO6430457A2 (ru) |
| CR (1) | CR20120056A (ru) |
| DK (1) | DK2462108T3 (ru) |
| EA (1) | EA019475B1 (ru) |
| EC (1) | ECSP12011647A (ru) |
| EG (1) | EG26957A (ru) |
| ES (1) | ES2417315T3 (ru) |
| GE (1) | GEP20146010B (ru) |
| IL (1) | IL217692A (ru) |
| IN (1) | IN2012DN00289A (ru) |
| MX (1) | MX2012001480A (ru) |
| MY (1) | MY161666A (ru) |
| NZ (1) | NZ597576A (ru) |
| PL (1) | PL2462108T3 (ru) |
| TW (1) | TWI441812B (ru) |
| UY (1) | UY32835A (ru) |
| WO (1) | WO2011015416A1 (ru) |
| ZA (1) | ZA201200413B (ru) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI534126B (zh) | 2011-01-25 | 2016-05-21 | 先正達合夥公司 | 用於製備吡唑羧酸醯胺之方法 |
| TWI510472B (zh) * | 2012-02-15 | 2015-12-01 | Syngenta Participations Ag | 立體選擇性製備吡唑羧醯胺之方法 |
| GB201403438D0 (en) * | 2014-02-27 | 2014-04-16 | Syngenta Participations Ag | Polymorphs |
| KR102324523B1 (ko) | 2014-03-20 | 2021-11-09 | 미쓰이가가쿠 아그로 가부시키가이샤 | 식물 병해 방제 조성물 및 그것을 시용하는 식물 병해의 방제 방법 |
| KR20250036910A (ko) | 2022-07-22 | 2025-03-14 | 신젠타 크롭 프로텍션 아게 | 이종환식 아미드 유도체의 고체 형태 |
| CN120835879A (zh) * | 2022-10-11 | 2025-10-24 | 先正达农作物保护股份公司 | 用于制备吡唑羧酸酰胺的方法 |
| CN117362179B (zh) * | 2023-09-22 | 2025-07-08 | 浙江工业大学 | 一种苯并烯氟菌唑中间体9-二氯亚甲基-1,4-二氢-5-硝基-1,4-甲桥萘的制备方法 |
| WO2025157998A1 (en) | 2024-01-26 | 2025-07-31 | Syngenta Crop Protection Ag | Chemical process |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4370341A (en) * | 1980-12-11 | 1983-01-25 | Ayerst, Mckenna & Harrison, Ltd. | 6,7,8,9-Tetrahydro-3H-benz[E]indol-8-amine derivatives |
| JPS58194853A (ja) * | 1982-05-11 | 1983-11-12 | Showa Denko Kk | シクロヘキセン−アセチルオキシム誘導体 |
| US5093347A (en) | 1991-01-28 | 1992-03-03 | Monsanto Company | 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use |
| US5932752A (en) * | 1995-12-29 | 1999-08-03 | Council Of Scientific And Industrial Research | Process for the C-C bond forming reaction using solid acid catalysts |
| GB0224316D0 (en) * | 2002-10-18 | 2002-11-27 | Syngenta Participations Ag | Chemical compounds |
| CN1618783A (zh) * | 2004-04-22 | 2005-05-25 | 复旦大学 | 一种多取代苯醌的制备方法 |
| DK1940813T3 (da) * | 2005-10-25 | 2011-02-07 | Syngenta Participations Ag | Heterocykliske amidderivater, der kan anvendes som mikrobiocider |
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2010
- 2010-07-07 JP JP2012523260A patent/JP5667186B2/ja active Active
- 2010-07-07 EP EP10729880.4A patent/EP2462108B1/en active Active
- 2010-07-07 MY MYPI2012000229A patent/MY161666A/en unknown
- 2010-07-07 AU AU2010280923A patent/AU2010280923B2/en active Active
- 2010-07-07 PL PL10729880T patent/PL2462108T3/pl unknown
- 2010-07-07 WO PCT/EP2010/059703 patent/WO2011015416A1/en not_active Ceased
- 2010-07-07 EA EA201200246A patent/EA019475B1/ru not_active IP Right Cessation
- 2010-07-07 ES ES10729880T patent/ES2417315T3/es active Active
- 2010-07-07 CN CN201080034393.8A patent/CN102574779B/zh active Active
- 2010-07-07 MX MX2012001480A patent/MX2012001480A/es active IP Right Grant
- 2010-07-07 NZ NZ597576A patent/NZ597576A/xx unknown
- 2010-07-07 US US13/389,000 patent/US8507694B2/en active Active
- 2010-07-07 CA CA2770144A patent/CA2770144C/en active Active
- 2010-07-07 IN IN289DEN2012 patent/IN2012DN00289A/en unknown
- 2010-07-07 GE GEAP201012617A patent/GEP20146010B/en unknown
- 2010-07-07 BR BR112012002641-0A patent/BR112012002641B1/pt active IP Right Grant
- 2010-07-07 KR KR1020127005767A patent/KR101712083B1/ko active Active
- 2010-07-07 DK DK10729880.4T patent/DK2462108T3/da active
- 2010-08-04 AR ARP100102863A patent/AR077707A1/es active IP Right Grant
- 2010-08-04 TW TW099125901A patent/TWI441812B/zh active
- 2010-08-06 UY UY0001032835A patent/UY32835A/es active IP Right Grant
-
2012
- 2012-01-18 ZA ZA2012/00413A patent/ZA201200413B/en unknown
- 2012-01-22 EG EG2012010118A patent/EG26957A/xx active
- 2012-01-23 IL IL217692A patent/IL217692A/en active IP Right Grant
- 2012-02-01 CR CR20120056A patent/CR20120056A/es unknown
- 2012-02-02 CL CL2012000272A patent/CL2012000272A1/es unknown
- 2012-02-02 EC ECSP12011647 patent/ECSP12011647A/es unknown
- 2012-02-03 CO CO12019264A patent/CO6430457A2/es active IP Right Grant
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KG TJ TM |