JP2010512316A5 - - Google Patents
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- Publication number
- JP2010512316A5 JP2010512316A5 JP2009540296A JP2009540296A JP2010512316A5 JP 2010512316 A5 JP2010512316 A5 JP 2010512316A5 JP 2009540296 A JP2009540296 A JP 2009540296A JP 2009540296 A JP2009540296 A JP 2009540296A JP 2010512316 A5 JP2010512316 A5 JP 2010512316A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- alkyl
- solvent
- nhr
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 10
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- BWHDROKFUHTORW-UHFFFAOYSA-N tritert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)C(C)(C)C BWHDROKFUHTORW-UHFFFAOYSA-N 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 3
- 239000003446 ligand Substances 0.000 claims 3
- 229910052763 palladium Inorganic materials 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000006431 methyl cyclopropyl group Chemical group 0.000 claims 2
- 150000002825 nitriles Chemical class 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- KZPYGQFFRCFCPP-UHFFFAOYSA-N 1,1'-bis(diphenylphosphino)ferrocene Chemical compound [Fe+2].C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1 KZPYGQFFRCFCPP-UHFFFAOYSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- -1 1-adamantyl Chemical group 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- ANIAFEJRWQDKDV-UHFFFAOYSA-N bis(1-adamantyl)-benzylphosphane Chemical compound C1C(C2)CC(C3)CC2CC13P(C12CC3CC(CC(C3)C1)C2)CC1=CC=CC=C1 ANIAFEJRWQDKDV-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- JBGICSFDKZAWFJ-UHFFFAOYSA-N ditert-butyl(2,2-dimethylpropyl)phosphane Chemical compound CC(C)(C)CP(C(C)(C)C)C(C)(C)C JBGICSFDKZAWFJ-UHFFFAOYSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 0 *c1cnc(*2C(C(*c(c(CC=N)c3)c(*)cc3[Zn])=*)=CC(*O)=*2)c(*)c1 Chemical compound *c1cnc(*2C(C(*c(c(CC=N)c3)c(*)cc3[Zn])=*)=CC(*O)=*2)c(*)c1 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87305806P | 2006-12-06 | 2006-12-06 | |
| US60/873,058 | 2006-12-06 | ||
| PCT/US2007/025005 WO2008070158A1 (en) | 2006-12-06 | 2007-12-05 | Process for preparing 2-amino-5-cyanobenzoic acid derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010512316A JP2010512316A (ja) | 2010-04-22 |
| JP2010512316A5 true JP2010512316A5 (OSRAM) | 2011-01-13 |
| JP5398539B2 JP5398539B2 (ja) | 2014-01-29 |
Family
ID=39319697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009540296A Expired - Fee Related JP5398539B2 (ja) | 2006-12-06 | 2007-12-05 | ２−アミノ−５−シアノ安息香酸誘導体を調製するためのプロセス |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8748630B2 (OSRAM) |
| EP (1) | EP2102150B1 (OSRAM) |
| JP (1) | JP5398539B2 (OSRAM) |
| KR (1) | KR20090088428A (OSRAM) |
| CN (1) | CN101541740B (OSRAM) |
| AU (1) | AU2007328016B2 (OSRAM) |
| BR (1) | BRPI0717909A2 (OSRAM) |
| IL (1) | IL198330A (OSRAM) |
| TW (1) | TWI395728B (OSRAM) |
| WO (1) | WO2008070158A1 (OSRAM) |
| ZA (1) | ZA200902912B (OSRAM) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI415827B (zh) | 2006-12-21 | 2013-11-21 | Du Pont | 製備２-胺基-５-氰基苯甲酸衍生物之方法 |
| WO2010069502A2 (de) | 2008-12-18 | 2010-06-24 | Bayer Cropscience Ag | Tetrazolsubstituierte anthranilsäureamide als pestizide |
| CN101693725B (zh) * | 2009-10-15 | 2012-12-05 | 浙江省冶金研究院有限公司 | 一种二(三叔丁基膦)钯(0)的合成工艺 |
| KR20130052734A (ko) | 2010-04-16 | 2013-05-23 | 바이엘 크롭사이언스 아게 | 농약으로서의 트리아졸-치환된 안트라닐아미드 |
| TW201247631A (en) | 2011-04-28 | 2012-12-01 | Du Pont | Herbicidal pyrazinones |
| ES2653205T3 (es) | 2011-07-08 | 2018-02-06 | Bayer Intellectual Property Gmbh | Procedimiento de preparación de derivados de diamida del ácido antranílico sustituidos con tetrazol mediante la reacción de ácidos de pirazol con ésteres del ácido antranílico |
| US9169198B2 (en) * | 2011-07-08 | 2015-10-27 | Bayer Intellectual Property Gmbh | Method for the production of 2-amino-5-cyano-N,3-dimethylbenzamide |
| EP2812310A1 (de) | 2012-02-07 | 2014-12-17 | Bayer Intellectual Property GmbH | Verfahren zur herstellung von substituierten anthranilsäure-derivaten |
| WO2013136073A1 (en) * | 2012-03-13 | 2013-09-19 | Redx Pharma Limited | Agricultural chemicals |
| TWI678354B (zh) | 2014-05-29 | 2019-12-01 | 新加坡商艾佛艾姆希農業新加坡有限公司 | 藉空氣氧化製備３-甲基-２-硝基苯甲酸之製程 |
| WO2019123194A1 (en) | 2017-12-20 | 2019-06-27 | Pi Industries Ltd. | Anthranilamides, their use as insecticide and processes for preparing the same. |
| US12024510B2 (en) | 2017-12-20 | 2024-07-02 | Pi Industries Ltd. | Pyrazolopyridine-diamides, their use as insecticide and processes for preparing the same |
| US12221436B2 (en) | 2018-01-30 | 2025-02-11 | Pi Industries Ltd. | Anthranilamides, their use as insecticide and processes for preparing the same |
| US12234217B2 (en) * | 2018-12-03 | 2025-02-25 | Fmc Corporation | Method for preparing N-phenylpyrazole-1-carboxamides |
| HUE069962T2 (hu) | 2019-02-18 | 2025-04-28 | Pi Industries Ltd | Eljárás antranil-diamidok és intermedierjeik elõállítására |
| CA3129950A1 (en) | 2019-02-22 | 2020-08-27 | Pi Industries Ltd. | A process for the synthesis anthranilic diamide compounds and intermediates thereof |
| KR20220157967A (ko) | 2020-03-25 | 2022-11-29 | 이시하라 산교 가부시끼가이샤 | 시클라닐리프롤의 제조 중간체의 제조 방법 |
| EP4165030A4 (en) * | 2020-06-08 | 2024-07-31 | Adama Makhteshim Ltd. | PROCESS FOR THE PRODUCTION OF ANTHRANILAMIDES |
| AR123593A1 (es) | 2020-09-26 | 2022-12-21 | Pi Industries Ltd | Un proceso para la síntesis de compuestos antranílicos de ácido / amida e intermedios de los mismos |
| WO2023012081A1 (en) | 2021-08-05 | 2023-02-09 | Syngenta Crop Protection Ag | Method for controlling diamide resistant pests & compounds therefor |
| WO2023073502A1 (en) * | 2021-10-28 | 2023-05-04 | Laurus Labs Limited | Methods for preparation of anthranilamide and pyrazole-carboxylate intermediate compounds |
| WO2024038436A1 (en) | 2022-08-16 | 2024-02-22 | Adama Makhteshim Ltd. | Process for preparing cyantraniliprole via amino-cyano-benzene derivative |
| WO2024116197A1 (en) * | 2022-11-30 | 2024-06-06 | Natco Pharma Limited | An improved process for the preparation of intermediate of cyantraniliprole |
| TW202440517A (zh) * | 2023-03-03 | 2024-10-16 | 美商富曼西公司 | 光化學系統和用於製備氰基苯甲醯胺之方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9509373A (pt) * | 1994-10-17 | 1998-07-07 | Novartis Ag | Processo para a preparação de 3- aminobenzonitrilas substituídas |
| JP2000344732A (ja) * | 1999-03-29 | 2000-12-12 | Nissan Chem Ind Ltd | ベンゾニトリル化合物の製造法 |
| DE10015280A1 (de) * | 1999-03-29 | 2001-01-04 | Nissan Chemical Ind Ltd | Verfahren zur Herstellung von Benzonitrilverbindungen |
| JP2001039938A (ja) * | 1999-07-26 | 2001-02-13 | Tosoh Corp | シアノ化剤及びそれを用いたシアノ化合物の製造方法 |
| ES2159488B1 (es) | 2000-03-07 | 2002-04-16 | Uriach & Cia Sa J | Procedimiento para la preparacion de derivados de pirimidona con actividad antifungica. |
| DE10133274A1 (de) * | 2001-07-09 | 2003-01-23 | Bayer Ag | Verfahren zur Herstellung von aromatischen Nitrilen |
| TWI325302B (en) | 2001-08-13 | 2010-06-01 | Du Pont | Benzoxazinone compounds |
| KR100921594B1 (ko) * | 2003-01-28 | 2009-10-14 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 시아노 안트라닐아미드 살충제 |
| MY140912A (en) | 2004-07-26 | 2010-01-29 | Du Pont | Mixtures of anthranilamide invertebrate pest control agents |
| BRPI0515221A (pt) * | 2004-08-17 | 2008-07-15 | Du Pont | composto, composição para controlar uma peste invertebrada, composições spray e de isca, dispositivo de armadilha, métodos para controlar uma peste invertebrada e métodos de controle |
| US20090133318A1 (en) | 2004-11-18 | 2009-05-28 | George Philip Lahm | Anthranilamide insecticides |
| TWI363756B (en) * | 2004-12-07 | 2012-05-11 | Du Pont | Method for preparing n-phenylpyrazole-1-carboxamides |
-
2007
- 2007-11-27 TW TW096145016A patent/TWI395728B/zh not_active IP Right Cessation
- 2007-12-05 AU AU2007328016A patent/AU2007328016B2/en not_active Ceased
- 2007-12-05 US US12/517,429 patent/US8748630B2/en active Active
- 2007-12-05 ZA ZA200902912A patent/ZA200902912B/xx unknown
- 2007-12-05 KR KR1020097013772A patent/KR20090088428A/ko not_active Abandoned
- 2007-12-05 WO PCT/US2007/025005 patent/WO2008070158A1/en not_active Ceased
- 2007-12-05 BR BRPI0717909-0A2A patent/BRPI0717909A2/pt not_active IP Right Cessation
- 2007-12-05 CN CN200780044115.9A patent/CN101541740B/zh active Active
- 2007-12-05 EP EP07862597A patent/EP2102150B1/en not_active Not-in-force
- 2007-12-05 JP JP2009540296A patent/JP5398539B2/ja not_active Expired - Fee Related
-
2009
- 2009-04-23 IL IL198330A patent/IL198330A/en not_active IP Right Cessation
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