JP2001515084A5 - - Google Patents
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- JP2001515084A5 JP2001515084A5 JP2000509718A JP2000509718A JP2001515084A5 JP 2001515084 A5 JP2001515084 A5 JP 2001515084A5 JP 2000509718 A JP2000509718 A JP 2000509718A JP 2000509718 A JP2000509718 A JP 2000509718A JP 2001515084 A5 JP2001515084 A5 JP 2001515084A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- salt
- alkyl
- embedded image
- compound
- 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
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- 150000003839 salts Chemical class 0.000 description 24
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 17
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 16
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 16
- 229910021529 ammonia Inorganic materials 0.000 description 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- 235000019270 ammonium chloride Nutrition 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000007059 Strecker synthesis reaction Methods 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000012190 activator Substances 0.000 description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- -1 methylphosphorus compound Chemical class 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 125000005219 aminonitrile group Chemical group 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19736125A DE19736125A1 (de) | 1997-08-20 | 1997-08-20 | Verfahren zur Herstellung von Glufosinate und phosphorhaltige alpha-Aminonitrile als Zwischenprodukte |
| DE19736125.0 | 1997-08-20 | ||
| PCT/EP1998/005053 WO1999009039A1 (de) | 1997-08-20 | 1998-08-08 | Verfahren zur herstellung von glufosinate und zwischenprodukte dafür |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2001515084A JP2001515084A (ja) | 2001-09-18 |
| JP2001515084A5 true JP2001515084A5 (OSRAM) | 2006-01-05 |
| JP4519316B2 JP4519316B2 (ja) | 2010-08-04 |
Family
ID=7839559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000509718A Expired - Lifetime JP4519316B2 (ja) | 1997-08-20 | 1998-08-08 | グルホシネートおよびそのための中間体の製造法 |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US6359162B1 (OSRAM) |
| EP (1) | EP1005475B1 (OSRAM) |
| JP (1) | JP4519316B2 (OSRAM) |
| KR (1) | KR100674326B1 (OSRAM) |
| CN (1) | CN1261442C (OSRAM) |
| AR (1) | AR015932A1 (OSRAM) |
| AT (1) | ATE258180T1 (OSRAM) |
| AU (1) | AU756471B2 (OSRAM) |
| BR (1) | BR9811971B1 (OSRAM) |
| CA (1) | CA2301181C (OSRAM) |
| CO (1) | CO5031316A1 (OSRAM) |
| CZ (1) | CZ2000593A3 (OSRAM) |
| DE (2) | DE19736125A1 (OSRAM) |
| DK (1) | DK1005475T3 (OSRAM) |
| ES (1) | ES2214727T3 (OSRAM) |
| HU (1) | HUP0003501A3 (OSRAM) |
| IL (1) | IL134633A0 (OSRAM) |
| MY (1) | MY132853A (OSRAM) |
| PH (1) | PH11998002119A1 (OSRAM) |
| PL (1) | PL191587B1 (OSRAM) |
| PT (1) | PT1005475E (OSRAM) |
| RU (1) | RU2275376C2 (OSRAM) |
| TR (1) | TR200000456T2 (OSRAM) |
| TW (1) | TW530063B (OSRAM) |
| UA (1) | UA66806C2 (OSRAM) |
| WO (1) | WO1999009039A1 (OSRAM) |
| ZA (1) | ZA987465B (OSRAM) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2323223C2 (ru) * | 2002-03-21 | 2008-04-27 | Шеринг Акциенгезельшафт | Ингибиторы карбоксипептидазы b плазмы (крови) |
| US7795464B2 (en) | 2006-09-20 | 2010-09-14 | Meiji Seika Kaisha Ltd. | Method for producing α-amino acid including phosphorus and production intermediates thereof |
| BR112012026205A2 (pt) | 2010-04-14 | 2015-11-03 | Strategic Enzyme Applic Inc | processo para produção enzimática de um produto de fosfinotricina ou um precursor do mesmo |
| CN102372738B (zh) * | 2010-08-14 | 2017-11-10 | 武汉工程大学 | Lj反应在制备维蒂希试剂和草铵膦中的应用 |
| MY167395A (en) | 2011-09-30 | 2018-08-16 | Meiji Seika Pharma Co Ltd | Method for producing glufosinate p free acid |
| CN102372739B (zh) * | 2011-12-05 | 2017-06-16 | 河北威远生化农药有限公司 | 一种草铵膦的合成方法 |
| CN102399240A (zh) * | 2011-12-27 | 2012-04-04 | 江苏优士化学有限公司 | 一种改进的草铵膦及类似物的合成方法 |
| CN102399239A (zh) * | 2011-12-27 | 2012-04-04 | 江苏优士化学有限公司 | 一种草铵膦及类似物的合成方法 |
| CN103183707B (zh) * | 2011-12-30 | 2016-06-15 | 中化蓝天集团有限公司 | 一种草胺膦的制备方法 |
| CN102584893B (zh) * | 2012-02-07 | 2015-03-04 | 浙江工业大学 | 一种草铵膦的制备方法 |
| CN103374030B (zh) * | 2012-04-13 | 2016-03-23 | 浙江新安化工集团股份有限公司 | 一种制备草铵膦的方法及其中间体的制备方法 |
| CN103483379A (zh) * | 2013-09-26 | 2014-01-01 | 江苏辉丰农化股份有限公司 | 一种草铵膦酸的制备方法 |
| CN113264958A (zh) * | 2014-05-13 | 2021-08-17 | 拜耳作物科学股份公司 | 制备含磷羟腈的方法 |
| CN104558033B (zh) * | 2014-12-19 | 2016-05-18 | 浙江工业大学 | 一种l-草铵膦-n-羧酸酐及其制备和应用 |
| EP3288381A1 (en) | 2015-04-27 | 2018-03-07 | Bayer CropScience Aktiengesellschaft | Herbicide combinations comprising glufosinate and indaziflam |
| US10611785B2 (en) | 2015-09-02 | 2020-04-07 | Basf Se | Process for producing phosphorus-containing cyanohydrin esters |
| CN108026122B (zh) | 2015-09-02 | 2021-03-09 | 拜耳作物科学股份公司 | 制备含磷氰醇酯的方法 |
| CN108137628B (zh) | 2015-09-02 | 2020-10-09 | 拜耳农作物科学股份公司 | 制备含磷的氰醇酯的方法 |
| US10196410B2 (en) | 2015-09-02 | 2019-02-05 | Bayer Cropscience Aktiengesellschaft | Process for producing phosphorus-containing cyanohydrin esters |
| TWI721019B (zh) | 2015-09-29 | 2021-03-11 | 德商拜耳作物科學股份有限公司 | 製造膦酸酯之方法 |
| CN107236001A (zh) * | 2016-04-06 | 2017-10-10 | 四川省乐山市福华通达农药科技有限公司 | 一种膦醛的合成方法 |
| CN107417721B (zh) * | 2016-05-24 | 2019-05-28 | 四川福思达生物技术开发有限责任公司 | 一种氢氰酸加成工艺 |
| WO2018108797A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von l-glufosinat oder dessen salzen unter verwendung von ephedrin |
| WO2018108794A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von d-glufosinat oder dessen salzen unter verwendung von ephedrin |
| EP3392237B1 (de) | 2017-04-21 | 2019-10-02 | Evonik Degussa GmbH | Verfahren zur herstellung von acroleincyanhydrinen |
| CN111065270A (zh) * | 2017-07-18 | 2020-04-24 | 阿格里麦蒂斯有限责任公司 | L-草胺膦的生产方法 |
| KR102644410B1 (ko) | 2017-07-21 | 2024-03-06 | 바스프 에스이 | N-부틸(3-아미노-3-시아노프로필)메틸포스피네이트 및 (3-아미노-3-시아노프로필)메틸포스핀산 암모늄 염의 혼합물을 제공하기 위한 3-[n-부톡시(메틸)포스포릴]-1-시아노프로필 아세테이트의 반응에 의한 글루포시네이트의 제조 |
| US11220520B2 (en) | 2017-12-19 | 2022-01-11 | Basf Se | Method for preparing phosphorus-containing α-aminonitriles |
| CN109134534B (zh) * | 2018-08-08 | 2020-09-08 | 江苏好收成韦恩农化股份有限公司 | 一种3,3-二烷氧基丙基甲基膦酸酯简易制备方法 |
| KR102131687B1 (ko) * | 2018-09-10 | 2020-07-08 | 주식회사 휴런 | 파킨슨 병 진단 장치 및 방법 |
| BR112021013271B1 (pt) | 2019-01-11 | 2024-02-20 | Cj Cheiljedang Corporation | Método de preparação de intermediário de l-glufosinato e de lglufosinato |
| CN111662326B (zh) * | 2019-03-05 | 2023-03-24 | 利尔化学股份有限公司 | 一种制备l-草铵膦的方法 |
| CN111662325B (zh) * | 2019-03-05 | 2023-03-24 | 利尔化学股份有限公司 | 一种制备l-草铵膦的方法 |
| CN111662324B (zh) * | 2019-03-05 | 2023-02-24 | 利尔化学股份有限公司 | 一种制备l-草铵膦的方法 |
| CN110003269B (zh) * | 2019-04-29 | 2022-04-05 | 利尔化学股份有限公司 | 低能耗生产草铵膦的方法 |
| CN110590836B (zh) * | 2019-09-30 | 2022-07-26 | 江苏七洲绿色化工股份有限公司 | 一种草铵膦中间体的合成方法 |
| CN112898338A (zh) * | 2019-12-04 | 2021-06-04 | 利尔化学股份有限公司 | 草铵膦中间体及草铵膦的制备方法 |
| CN111659330B (zh) * | 2020-04-23 | 2021-05-07 | 河北威远生物化工有限公司 | 一种连续化生产草铵膦的工艺与设备 |
| CN112358499A (zh) * | 2020-11-12 | 2021-02-12 | 江苏春江润田农化有限公司 | 一种草铵膦的合成方法 |
| PE20241062A1 (es) | 2021-04-01 | 2024-05-13 | Evonik Operations Gmbh | Procedimiento enzimatico para la produccion de l-glufosinato y sus fosfoesteres |
| EP4105335A1 (en) | 2021-06-16 | 2022-12-21 | Evonik Operations GmbH | Enzymatic method for the production of l-glufosinate p-alkyl esters |
| HUE068217T2 (hu) * | 2021-07-20 | 2024-12-28 | Lier Chemical Co Ltd | Glufozinát vagy analógjának elõállítására szolgáló eljárás |
| EP4151643A1 (en) | 2021-09-16 | 2023-03-22 | Evonik Operations GmbH | Improved process for production of phosphoesters of glufosinate precursors |
| CN114163472B (zh) * | 2021-11-27 | 2024-08-09 | 永农生物科学有限公司 | 醇溶剂下合成α-氨基腈的方法及草铵膦的合成方法 |
| WO2023174511A1 (en) | 2022-03-14 | 2023-09-21 | Evonik Operations Gmbh | Enzymatic method for the production of l-glufosinate p-esters |
| CN116789695B (zh) * | 2022-11-17 | 2024-03-29 | 永农生物科学有限公司 | 一种草铵膦的制备方法 |
| WO2024175643A1 (en) | 2023-02-23 | 2024-08-29 | Basf Se | A process for preparing l-glufosinate from cyanhydrine or cyanhydrine derivatives |
| WO2024256370A1 (en) | 2023-06-13 | 2024-12-19 | Basf Se | Synthesis of glufosinate using an amidase-based process |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5484529A (en) * | 1977-12-19 | 1979-07-05 | Meiji Seika Kaisha Ltd | Production of d,l-2-amino-4-methylphosphinobutyric acid |
| DE2849003A1 (de) * | 1978-11-11 | 1980-08-21 | Hoechst Ag | Phosphorhaltige cyanhydrinderivate und verfahren zu ihrer herstellung |
| DE3508573A1 (de) * | 1985-03-11 | 1986-09-11 | Hoechst Ag, 6230 Frankfurt | Phosphorhaltige (alpha)-aminonitrile und verfahren zu ihrer herstellung |
| JP2615777B2 (ja) * | 1987-05-26 | 1997-06-04 | 日産化学工業株式会社 | ホスフィニルアミノ酸誘導体の製造方法 |
| RU2024536C1 (ru) * | 1992-01-09 | 1994-12-15 | Институт элементоорганических соединений РАН | 4-триметилсилоксиметилфосфинил -2- триметилсилокси -2-бутеннитрил в качестве полупродукта синтеза 4-метилгидроксифосфинил-2- кетобутановой кислоты, обладающей гербицидной активностью, и способы его получения |
-
1997
- 1997-08-20 DE DE19736125A patent/DE19736125A1/de not_active Withdrawn
-
1998
- 1998-08-08 PL PL338855A patent/PL191587B1/pl not_active IP Right Cessation
- 1998-08-08 WO PCT/EP1998/005053 patent/WO1999009039A1/de not_active Ceased
- 1998-08-08 BR BRPI9811971-0A patent/BR9811971B1/pt not_active IP Right Cessation
- 1998-08-08 AT AT98945195T patent/ATE258180T1/de not_active IP Right Cessation
- 1998-08-08 US US09/486,031 patent/US6359162B1/en not_active Expired - Lifetime
- 1998-08-08 EP EP98945195A patent/EP1005475B1/de not_active Expired - Lifetime
- 1998-08-08 CN CNB988082616A patent/CN1261442C/zh not_active Expired - Lifetime
- 1998-08-08 JP JP2000509718A patent/JP4519316B2/ja not_active Expired - Lifetime
- 1998-08-08 CZ CZ2000593A patent/CZ2000593A3/cs unknown
- 1998-08-08 ES ES98945195T patent/ES2214727T3/es not_active Expired - Lifetime
- 1998-08-08 DK DK98945195T patent/DK1005475T3/da active
- 1998-08-08 AU AU92598/98A patent/AU756471B2/en not_active Ceased
- 1998-08-08 PT PT98945195T patent/PT1005475E/pt unknown
- 1998-08-08 RU RU2000107139/04A patent/RU2275376C2/ru not_active IP Right Cessation
- 1998-08-08 CA CA002301181A patent/CA2301181C/en not_active Expired - Fee Related
- 1998-08-08 IL IL13463398A patent/IL134633A0/xx not_active IP Right Cessation
- 1998-08-08 DE DE59810636T patent/DE59810636D1/de not_active Expired - Lifetime
- 1998-08-08 HU HU0003501A patent/HUP0003501A3/hu unknown
- 1998-08-08 UA UA2000031510A patent/UA66806C2/uk unknown
- 1998-08-08 TR TR2000/00456T patent/TR200000456T2/xx unknown
- 1998-08-08 KR KR1020007001687A patent/KR100674326B1/ko not_active Expired - Lifetime
- 1998-08-18 MY MYPI98003746A patent/MY132853A/en unknown
- 1998-08-18 CO CO98046950A patent/CO5031316A1/es unknown
- 1998-08-18 AR ARP980104072A patent/AR015932A1/es active IP Right Grant
- 1998-08-18 TW TW087113567A patent/TW530063B/zh not_active IP Right Cessation
- 1998-08-19 ZA ZA987465A patent/ZA987465B/xx unknown
- 1998-08-19 PH PH11998002119A patent/PH11998002119A1/en unknown
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