PL148102B1 - Method of obtaining acylated cyclic diketone compounds - Google Patents
Method of obtaining acylated cyclic diketone compounds Download PDFInfo
- Publication number
- PL148102B1 PL148102B1 PL1985256982A PL25698285A PL148102B1 PL 148102 B1 PL148102 B1 PL 148102B1 PL 1985256982 A PL1985256982 A PL 1985256982A PL 25698285 A PL25698285 A PL 25698285A PL 148102 B1 PL148102 B1 PL 148102B1
- Authority
- PL
- Poland
- Prior art keywords
- cyanide
- hydrogen
- formula
- rearrangement
- group
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- 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
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/403—Saturated compounds containing a keto group being part of a ring of a six-membered ring
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)
- Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Claims (11)
1. Zastrzezenia patentowe 1. Sposób wytwarzania acylowanych cyklicznych zwiazków dwuketonowych o ogólnym wzorze 1, w którym R^, R2, R,, R^, Re i Rc sa jednakowe lub rózne i oznaczaja atom wodoru lub grupe /C^-C^/-alkilowa, R« oznacza atom wodoru, atom chlorowca lub grupe nitrowa, a Rg, Rg i R-jQ sa jednakowe lub rózne i oznaczaja atom wodoru, atom chlorowca, grupe /C1-CA/-alkoksylowa lub /C^-C^Z-alkilosulfonyl, droga przegrupowywania odpowied¬ nich enoloestrów, znamienny tym, ze przegrupowanie prowadzi sie w obec¬ nosci cyjanowodoru lub substancji wydzielajacej w warunkach reakcji cyjanowodór i/albo anion cyjankowy.
2. Sposób wedlug zastrz. 1, znamienny tym, ze przegrupowanie prowa¬ dzi sie w obecnosci cyjanku metalu alkalicznego, cyjanohydryny ketonu metylowoalkiiowe¬ go o 1-4 atomach wegla w grupie alkilowej, cyjanku trójalkilosililowego o nizszych gru¬ pach alkilowych lub cyjanowodoru i w obecnosci zasady sredniej mocy, uzytej w molowym nadmiarze w stosunku do enoloestru. znamienny tym, znamienny tym, ze stosuje sie cyjanek ze stosuje sie cyjanek 2, znamienny tym, ze stosuje sie cyjano-
3. Sposób wedlug zastrz, sodowy.
4. Sposób wedlug zastrz. potasowy.
5. Sposób wedlug zastrz. hydryne acetonu.
6. Sposób wedlug zastrz. 2, znamienny tym, ze cyjanowodór lub sub¬ stancje wydzielajaca w warunkach reakcji cyjanowodór i/albo anion cyjankowy stosuje sie w ilosci od okolo 1 do okolo 10# molowych w stosunku do enoloestru.
7. Sposób wedlug zastrz. 2, znamienny tym, ze jako zasade sredniej mocy stosuje sie trzeciorzedowa amine lub weglan metalu alkalicznego.
8. Sposób wedlug zastrz. 7, znamienny tym, ze jako zasade sredniej mocy stosuje sie trójalkiloamine.
9. Sposób wedlug zastrz. 8, mocy stosuje sie trójetyloamine.
10. Sposób wedlug zastrz. 1, znamienny tym, znamienny tym, w ilosci od okolo 1 mola do okolo 4 moli na 1 mol enoloestru.
11. Sposób wedlug zastrz. 1, ze jako zasade sredniej ze zasade stosuje sie ze przegrupowanie pro- znamienny tym, wadzi sie w obecnosci stechiometrycznej wzgledem enoloestru ilosci cyjanku potasowego i katalitycznej ilosci cyklicznego eteru koronowego lub jego cyklicznego analogu.148 102 R3 R **0 0 R^R ^ 8 0 5 R, 6 Rio Wzór 1 0 pCR Wzór 2 -c o CH-CR / Schemat o o y°2 '/ W o Wzór 3 CH3 J0 ^ CH3W0 \=/ Wzór A PL PL
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US68388284A | 1984-12-20 | 1984-12-20 | |
| US79884285A | 1985-11-20 | 1985-11-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL256982A1 PL256982A1 (en) | 1987-03-09 |
| PL148102B1 true PL148102B1 (en) | 1989-09-30 |
Family
ID=27103213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1985256982A PL148102B1 (en) | 1984-12-20 | 1985-12-20 | Method of obtaining acylated cyclic diketone compounds |
Country Status (24)
| Country | Link |
|---|---|
| EP (1) | EP0186117B1 (pl) |
| JP (1) | JPH0710787B2 (pl) |
| KR (1) | KR920000907B1 (pl) |
| CN (1) | CN1003588B (pl) |
| AU (1) | AU592069B2 (pl) |
| BG (1) | BG45042A3 (pl) |
| BR (1) | BR8506421A (pl) |
| CA (1) | CA1317976C (pl) |
| DE (1) | DE3580657D1 (pl) |
| DK (1) | DK174911B1 (pl) |
| FI (1) | FI86542C (pl) |
| GE (1) | GEP19960642B (pl) |
| GR (1) | GR853110B (pl) |
| HU (1) | HU204753B (pl) |
| IL (1) | IL77350A (pl) |
| MX (1) | MX170385B (pl) |
| NO (1) | NO163402C (pl) |
| PL (1) | PL148102B1 (pl) |
| PT (1) | PT81730B (pl) |
| RO (1) | RO93561A (pl) |
| SU (1) | SU1697591A3 (pl) |
| TR (1) | TR23030A (pl) |
| YU (1) | YU45754B (pl) |
| ZW (1) | ZW23785A1 (pl) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL77349A (en) * | 1984-12-20 | 1990-07-12 | Stauffer Chemical Co | 2-(2'-nitrobenzoyl)-1,3-cyclohexanediones,their preparation and their use as herbicides |
| IL77348A (en) * | 1984-12-20 | 1991-05-12 | Stauffer Chemical Co | 2-(2'-substituted benzoyl)-1,3-cyclohexanediones,their preparation and their use as herbicides |
| TR22585A (tr) * | 1984-12-20 | 1987-12-07 | Stauffer Chemical Co | Bazi 2-(2'-alkilbenzoil)-1,3-sikloheksandion'lar |
| AU583089B2 (en) * | 1985-02-15 | 1989-04-20 | Ici Australia Limited | Process for the preparation of 2-acylcyclohexane-1,3-dione derivatives |
| US4724263A (en) * | 1986-06-09 | 1988-02-09 | Stauffer Chemical Company | Certain 2-phenylacetyl-1,3,5-cyclohexanetriones |
| US4808214A (en) * | 1986-10-16 | 1989-02-28 | Stauffer Chemical Company | Certain 2-(2-substituted benzoyl)-4-(substituted oxy or substituted thio)-1,3-cyclohexanediones |
| US4783213A (en) * | 1986-10-16 | 1988-11-08 | Stauffer Chemical Company | Certain 2-(2-substituted benzoyl)-4-(substituted oxy or substituted thio)-1,3-cyclohexanediones |
| KR890003680A (ko) * | 1986-10-16 | 1989-04-17 | 죤 알.페넬 | 2-(2-치환 벤조일)-4-(치환)-1,3-시클로헥산디온 및 그 제조방법과 이를 이용한 조성물 및 식물체의 억제방법 |
| DE3743695A1 (de) * | 1987-12-18 | 1989-06-29 | Schering Ag | 4-benzoyl-3-hydroxy-5-oxo-3-cyclohexencarbonsaeurederivate, verfahren zur herstellung dieser verbindungen und ihre verwendung als mittel mit pflanzenwachstumsregulierender wirkung |
| HUT50312A (en) * | 1988-02-01 | 1990-01-29 | Sandoz Ag | Herbicide composition containing new dion-compounds and process for producing these compounds |
| CN1038093A (zh) * | 1988-04-18 | 1989-12-20 | 山道士有限公司 | 对有机化合物和关于有机化合物的改进 |
| US4869748A (en) * | 1988-12-02 | 1989-09-26 | Ici Americas Inc. | Certain 3-(substituted benzoyl)-3:2:1-bicyclooctan-2,4-diones |
| US5336662A (en) * | 1989-04-25 | 1994-08-09 | Sandoz Ltd. | Heterocyclic diones as plant growth regulators |
| JPH05503106A (ja) * | 1990-10-25 | 1993-05-27 | サンド・リミテッド | 殺中剤および植物成長調節剤としての複素環式ジオン誘導体 |
| GB9501434D0 (en) * | 1995-01-25 | 1995-03-15 | Zeneca Ltd | Chemical process |
| GB9501433D0 (en) * | 1995-01-25 | 1995-03-15 | Zeneca Ltd | Chemical process |
| DE10113137C2 (de) * | 2001-03-17 | 2003-05-15 | Bayer Cropscience Gmbh | Verfahren zur Herstellung von substituierten 2-Benzoyl-1,3-cyclohexandionen |
| AU2003203482B2 (en) * | 2002-04-09 | 2005-06-02 | Syngenta Participations Ag | Process for the preparation of cyclic diketones |
| TWI348999B (en) * | 2003-10-02 | 2011-09-21 | Syngenta Participations Ag | Process |
| DE102004016496A1 (de) | 2004-04-03 | 2005-10-20 | Bayer Cropscience Gmbh | Herbizid wirksame 3-Amino-2-thiomethyl-benzoylpyrazole |
| DE102007026875A1 (de) | 2007-06-11 | 2008-12-24 | Bayer Cropscience Ag | 3-Cyclopropyl-4-(3-thiobenzoyl)pyrazole und ihre Verwendung als Herbizide |
| PT104664A (pt) * | 2009-07-07 | 2011-01-07 | Sapec Agro S A | Polimorfo cristalino estável de 2-(2-cloro-4-mesil-benzoil)- ciclo-hexano-1,3-diona e processo para preparar o mesmo |
| EP2536277B1 (de) | 2010-02-19 | 2016-01-20 | Bayer Intellectual Property GmbH | 3-aminocarbonyl substituierte benzoylcyclohexandione und ihre verwendung als herbizide |
| WO2012010573A1 (de) | 2010-07-21 | 2012-01-26 | Bayer Cropscience Ag | 4-(4-halogenalkyl-3-thiobenzoyl)pyrazole und ihre verwendung als herbizide |
| EP2731933B1 (de) | 2011-07-15 | 2015-09-30 | Bayer Intellectual Property GmbH | 2,3-diphenyl-valeronitrilderivate, verfahren zu deren herstellung und deren verwendung als herbizide und pflanzenwachstumsregulatoren |
| CN113845451B (zh) * | 2020-06-28 | 2023-07-14 | 沈阳中化农药化工研发有限公司 | 一种制备三酮类除草剂的方法 |
| CN113233998B (zh) * | 2021-05-24 | 2021-12-28 | 浙江新安化工集团股份有限公司 | 一种硝磺草酮的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4350705A (en) * | 1979-03-31 | 1982-09-21 | Eisai Co., Ltd. | Cyclohexane derivatives, process for preparation thereof and medicines containing these cyclohexane derivatives |
| DE3382601T2 (de) * | 1982-03-25 | 1993-01-07 | Stauffer Chemical Co | 2-(2-substituierte benzoyl)-1,3 cyclohexandione. |
| JPS59196840A (ja) * | 1983-04-22 | 1984-11-08 | Kumiai Chem Ind Co Ltd | シクロヘキサン誘導体および植物生長調節剤 |
| US4482727A (en) * | 1983-07-01 | 1984-11-13 | Stauffer Chemical Company | Certain 1,3-cyclohexanedione adducts of substituted phenoxyphenoxypropionic acids and their use as an herbicide |
| DE3568975D1 (en) * | 1984-05-21 | 1989-04-27 | Stauffer Chemical Co | Certain 2-(2-(substituted phenyl)acetyl)-1,3-cyclohexanediones |
| IL77349A (en) * | 1984-12-20 | 1990-07-12 | Stauffer Chemical Co | 2-(2'-nitrobenzoyl)-1,3-cyclohexanediones,their preparation and their use as herbicides |
| TR22585A (tr) * | 1984-12-20 | 1987-12-07 | Stauffer Chemical Co | Bazi 2-(2'-alkilbenzoil)-1,3-sikloheksandion'lar |
-
1985
- 1985-12-16 IL IL77350A patent/IL77350A/xx not_active IP Right Cessation
- 1985-12-17 KR KR1019850009490A patent/KR920000907B1/ko not_active IP Right Cessation
- 1985-12-17 AU AU51335/85A patent/AU592069B2/en not_active Expired
- 1985-12-18 FI FI855047A patent/FI86542C/fi not_active IP Right Cessation
- 1985-12-18 DE DE8585116161T patent/DE3580657D1/de not_active Expired - Lifetime
- 1985-12-18 EP EP85116161A patent/EP0186117B1/en not_active Expired - Lifetime
- 1985-12-19 CA CA000498209A patent/CA1317976C/en not_active Expired - Lifetime
- 1985-12-19 NO NO855163A patent/NO163402C/no not_active IP Right Cessation
- 1985-12-19 DK DK198505945A patent/DK174911B1/da not_active IP Right Cessation
- 1985-12-19 CN CN85109777.4A patent/CN1003588B/zh not_active Expired
- 1985-12-19 HU HU854874A patent/HU204753B/hu unknown
- 1985-12-19 SU SU853995138A patent/SU1697591A3/ru active
- 1985-12-19 ZW ZW237/85A patent/ZW23785A1/xx unknown
- 1985-12-19 PT PT81730A patent/PT81730B/pt unknown
- 1985-12-20 TR TR51032/85A patent/TR23030A/xx unknown
- 1985-12-20 YU YU200985A patent/YU45754B/sh unknown
- 1985-12-20 JP JP28758885A patent/JPH0710787B2/ja not_active Expired - Lifetime
- 1985-12-20 RO RO85121246A patent/RO93561A/ro unknown
- 1985-12-20 GR GR853110A patent/GR853110B/el not_active IP Right Cessation
- 1985-12-20 BR BR8506421A patent/BR8506421A/pt not_active IP Right Cessation
- 1985-12-20 PL PL1985256982A patent/PL148102B1/pl unknown
- 1985-12-20 BG BG072811A patent/BG45042A3/xx unknown
- 1985-12-20 MX MX001041A patent/MX170385B/es unknown
-
1994
- 1994-10-07 GE GEAP19942241A patent/GEP19960642B/en unknown
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