RU2015135184A - Способ получения соединения пиридазинона и промежуточных продуктов для его получения - Google Patents
Способ получения соединения пиридазинона и промежуточных продуктов для его получения Download PDFInfo
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- RU2015135184A RU2015135184A RU2015135184A RU2015135184A RU2015135184A RU 2015135184 A RU2015135184 A RU 2015135184A RU 2015135184 A RU2015135184 A RU 2015135184A RU 2015135184 A RU2015135184 A RU 2015135184A RU 2015135184 A RU2015135184 A RU 2015135184A
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- 150000001875 compounds Chemical class 0.000 title claims 17
- 238000004519 manufacturing process Methods 0.000 title 2
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 title 1
- 239000013067 intermediate product Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 12
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 8
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims 8
- 229910052731 fluorine Inorganic materials 0.000 claims 8
- 125000001153 fluoro group Chemical group F* 0.000 claims 8
- 230000003993 interaction Effects 0.000 claims 8
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 4
- 239000002841 Lewis acid Substances 0.000 claims 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 4
- 150000007517 lewis acids Chemical class 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 150000001639 boron compounds Chemical class 0.000 claims 2
- 239000003880 polar aprotic solvent Substances 0.000 claims 2
- 150000003609 titanium compounds Chemical class 0.000 claims 2
- 239000012320 chlorinating reagent Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
- C07D237/12—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
- C07D237/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/88—Unsaturated compounds containing keto groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Materials Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (40)
1. Способ получения соединения формулы (1);
где X означает атом водорода, атом фтора, атом хлора или атом брома, и Y означает атом водорода, атом фтора, атом хлора или атом брома;
включающий стадию 1 взаимодействия соединения формулы (2) и соединения формулы (3), в присутствии кислоты Льюиса, до получения аддукта;
где R означает атом водорода или С1-С4-алкильную группу и X имеет такое же значение, как определено выше,
где Y имеет такое же значение, как определено выше;
и стадию 2 взаимодействия аддукта, полученного на стадии 1, и гидразина.
2. Способ по п. 1, где аддукт представляет собой соединение формулы (5);
где X и Y имеют такие же значения, как определено выше.
3. Способ по п. 1, где взаимодействие соединения формулы (2) и соединения формулы (3) осуществляют в присутствии полярного апротонного растворителя.
4. Способ по любому одному из пп. 1-3, где кислота Льюиса представляет собой соединение титана или соединение бора.
5. Способ по пп. 1, 2 или 3, где взаимодействие на стадии 1 и на стадии 2 осуществляют в присутствии ароматического углеводородного растворителя.
6. Способ получения соединения, представленного формулой (1);
где X означает атом водорода, атом фтора, атом хлора или атом брома, и Y означает атом водорода, атом фтора, атом хлора или атом брома;
включающий взаимодействие соединения формулы (4) и гидразина;
где R означает атом водорода или С1-С4-алкильную группу и X и Y имеют такие же значения, как определено выше.
7. Способ по п. 6, где взаимодействие осуществляют в присутствии ароматического углеводородного растворителя.
8. Способ по пп. 1, 2 или 3, дополнительно включающий взаимодействие соединения формулы (1) с хлорирующим агкнтом с получением соединения формулы (6)
где X и Y имеют такие же значения, как определено для формулы (1).
9. Способ получения соединения формулы (4);
где X означает атом водорода, атом фтора, атом хлора или атом брома, и Y означает атом водорода, атом фтора, атом хлора или атом брома, и R означает атом водорода или С1-С4-алкильную группу;
включающий взаимодействие соединения формулы (2) и соединения формулы (3), в присутствии кислоты Льюиса, при температуре в диапазоне от 20°С до 80°С;
где X и R имеют такие же значения, как определено выше,
где Y имеет такое же значение, как определено выше.
10. Способ по п. 9, где кислота Льюиса представляет собой соединение титана или соединение бора.
11. Способ по п. 9 или 10, где введение во взаимодействие осуществляют в присутствии ароматического углеводородного растворителя.
12. Соединение формулы (4);
где X означает атом водорода, атом фтора, атом хлора или атом брома, и Y означает атом водорода, атом фтора, атом хлора или атом брома, и R означает атом водорода или С1-С4-алкильную группу.
13. Способ по п. 2, где взаимодействие соединения формулы (2) и соединения формулы (3) осуществляют в присутствии полярного апротонного растворителя.
14. Способ по п. 4, где взаимодействие на стадии 1 и на стадии 2 осуществляют в присутствии ароматического углеводородного растворителя.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013-031766 | 2013-02-21 | ||
| JP2013031766 | 2013-02-21 | ||
| PCT/JP2014/054251 WO2014129612A1 (en) | 2013-02-21 | 2014-02-18 | Process for producing pyridazinone compound and production intermediates thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2015135184A true RU2015135184A (ru) | 2017-03-24 |
| RU2654058C2 RU2654058C2 (ru) | 2018-05-16 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2015135184A RU2654058C2 (ru) | 2013-02-21 | 2014-02-18 | Способ получения соединения пиридазинона и промежуточных продуктов для его получения |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US9650347B2 (ru) |
| EP (1) | EP2958899B1 (ru) |
| JP (2) | JP6311719B2 (ru) |
| KR (1) | KR102136440B1 (ru) |
| CN (1) | CN105008334B (ru) |
| AR (1) | AR094706A1 (ru) |
| AU (1) | AU2014219681B2 (ru) |
| BR (1) | BR112015019305A2 (ru) |
| CA (1) | CA2901586A1 (ru) |
| CR (1) | CR20150387A (ru) |
| EC (1) | ECSP15035268A (ru) |
| ES (1) | ES2648662T3 (ru) |
| GT (1) | GT201500225A (ru) |
| HU (1) | HUE035927T2 (ru) |
| IL (1) | IL239987A (ru) |
| MX (1) | MX359645B (ru) |
| PH (1) | PH12015501717A1 (ru) |
| PL (1) | PL2958899T3 (ru) |
| RU (1) | RU2654058C2 (ru) |
| TW (1) | TWI603959B (ru) |
| WO (1) | WO2014129612A1 (ru) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUE035883T2 (en) | 2013-03-26 | 2018-05-28 | Sumitomo Chemical Co | Process for the preparation of a pyridazinone compound |
| BR112015028992A2 (pt) * | 2013-05-24 | 2017-07-25 | Sumitomo Chemical Co | método para a produção de um composto de piridazina |
| TW201922682A (zh) | 2017-10-27 | 2019-06-16 | 日商住友化學股份有限公司 | 苯甲醯甲酸化合物及嗒化合物之製造方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS205592B1 (cs) * | 1978-11-27 | 1981-05-29 | Ervin Sohler | Spósob výroby 2-fenyl-4,5-dichlórpyridazín-3-ónu |
| ATE430736T1 (de) | 2004-06-09 | 2009-05-15 | Sumitomo Chemical Co | Pyridazinverbindung und deren verwendung |
| WO2007044796A2 (en) * | 2005-10-11 | 2007-04-19 | Nps Pharmaceuticals, Inc. | Pyridazinone compounds as calcilytics |
| JP2010006722A (ja) | 2008-06-25 | 2010-01-14 | Hokko Chem Ind Co Ltd | ピリダジン誘導体および殺菌剤 |
| BRPI0912587A2 (pt) | 2008-09-24 | 2015-07-28 | Du Pont | "composto, composição fungicida e método para o controle de doenças vegetais causadas por patógenos fúngicos de plantas" |
| JP5857511B2 (ja) | 2010-08-10 | 2016-02-10 | 住友化学株式会社 | 植物病害防除組成物およびその用途 |
| HUE035883T2 (en) | 2013-03-26 | 2018-05-28 | Sumitomo Chemical Co | Process for the preparation of a pyridazinone compound |
| BR112015028992A2 (pt) | 2013-05-24 | 2017-07-25 | Sumitomo Chemical Co | método para a produção de um composto de piridazina |
-
2014
- 2014-02-18 MX MX2015010352A patent/MX359645B/es active IP Right Grant
- 2014-02-18 CN CN201480009536.8A patent/CN105008334B/zh active Active
- 2014-02-18 KR KR1020157022457A patent/KR102136440B1/ko active Active
- 2014-02-18 PL PL14753644T patent/PL2958899T3/pl unknown
- 2014-02-18 CA CA2901586A patent/CA2901586A1/en active Pending
- 2014-02-18 US US14/767,533 patent/US9650347B2/en not_active Expired - Fee Related
- 2014-02-18 AU AU2014219681A patent/AU2014219681B2/en not_active Ceased
- 2014-02-18 EP EP14753644.5A patent/EP2958899B1/en not_active Not-in-force
- 2014-02-18 BR BR112015019305A patent/BR112015019305A2/pt active Search and Examination
- 2014-02-18 WO PCT/JP2014/054251 patent/WO2014129612A1/en not_active Ceased
- 2014-02-18 JP JP2015540943A patent/JP6311719B2/ja active Active
- 2014-02-18 RU RU2015135184A patent/RU2654058C2/ru not_active IP Right Cessation
- 2014-02-18 ES ES14753644.5T patent/ES2648662T3/es active Active
- 2014-02-18 HU HUE14753644A patent/HUE035927T2/en unknown
- 2014-02-19 TW TW103105450A patent/TWI603959B/zh not_active IP Right Cessation
- 2014-02-19 AR ARP140100519A patent/AR094706A1/es not_active Application Discontinuation
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2015
- 2015-07-16 IL IL239987A patent/IL239987A/en not_active IP Right Cessation
- 2015-07-22 CR CR20150387A patent/CR20150387A/es unknown
- 2015-08-04 PH PH12015501717A patent/PH12015501717A1/en unknown
- 2015-08-12 GT GT201500225A patent/GT201500225A/es unknown
- 2015-08-14 EC ECIEPI201535268A patent/ECSP15035268A/es unknown
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2017
- 2017-09-11 JP JP2017173777A patent/JP6436204B2/ja active Active
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Effective date: 20200219 |