DD219775A5 - Verfahren zur herstellung von phosphorhaltigen cyanhydrinderivaten - Google Patents
Verfahren zur herstellung von phosphorhaltigen cyanhydrinderivaten Download PDFInfo
- Publication number
- DD219775A5 DD219775A5 DD84263574A DD26357484A DD219775A5 DD 219775 A5 DD219775 A5 DD 219775A5 DD 84263574 A DD84263574 A DD 84263574A DD 26357484 A DD26357484 A DD 26357484A DD 219775 A5 DD219775 A5 DD 219775A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- formula
- compounds
- radical
- preparation
- tert
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- -1 PHOSPHOROUS CYANHYDRIN DERIVATIVES Chemical class 0.000 title description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims abstract description 5
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000003999 initiator Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- DUVTXUGBACWHBP-UHFFFAOYSA-N methyl 2-(1h-benzimidazol-2-ylmethoxy)benzoate Chemical compound COC(=O)C1=CC=CC=C1OCC1=NC2=CC=CC=C2N1 DUVTXUGBACWHBP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- 150000002148 esters Chemical class 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 238000011084 recovery Methods 0.000 description 7
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 description 4
- UOGSWUJGNVJRKT-UHFFFAOYSA-N methyl(2-methylpropoxy)phosphinous acid Chemical compound CC(C)COP(C)O UOGSWUJGNVJRKT-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical class C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 3
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N Phosphinothricin Natural products CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- IAJOBQBIJHVGMQ-BYPYZUCNSA-N glufosinate-P Chemical compound CP(O)(=O)CC[C@H](N)C(O)=O IAJOBQBIJHVGMQ-BYPYZUCNSA-N 0.000 description 3
- PMVVRSKJCGEFIY-UHFFFAOYSA-N methylphosphonous acid Chemical compound CP(O)O PMVVRSKJCGEFIY-UHFFFAOYSA-N 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- MEHLEOUIWVWVBF-UHFFFAOYSA-N 1-cyanoprop-2-enyl acetate Chemical compound CC(=O)OC(C=C)C#N MEHLEOUIWVWVBF-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000007323 disproportionation reaction Methods 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- HTGOEGJIQYGQAG-UHFFFAOYSA-N methyl(3-methylbutoxy)phosphinous acid Chemical compound CC(C)CCOP(C)O HTGOEGJIQYGQAG-UHFFFAOYSA-N 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 description 1
- DCERHCFNWRGHLK-UHFFFAOYSA-N C[Si](C)C Chemical compound C[Si](C)C DCERHCFNWRGHLK-UHFFFAOYSA-N 0.000 description 1
- ZVLFTEXTYRDTHR-UHFFFAOYSA-N [1-cyano-3-[methyl(2-methylpropoxy)phosphoryl]propyl] acetate Chemical compound CC(C)COP(C)(=O)CCC(C#N)OC(C)=O ZVLFTEXTYRDTHR-UHFFFAOYSA-N 0.000 description 1
- QTENVVIJZGXCMT-UHFFFAOYSA-N [1-cyano-3-[methyl(3-methylbutoxy)phosphoryl]propyl] acetate Chemical compound CC(C)CCOP(C)(=O)CCC(C#N)OC(C)=O QTENVVIJZGXCMT-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZGPBOPXFOJBLIV-UHFFFAOYSA-N butoxycarbonyloxy butyl carbonate Chemical compound CCCCOC(=O)OOC(=O)OCCCC ZGPBOPXFOJBLIV-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- ZNGLGLXWTVMUCL-UHFFFAOYSA-N methyl(2-methylpropoxy)phosphinic acid Chemical compound CC(C)COP(C)(O)=O ZNGLGLXWTVMUCL-UHFFFAOYSA-N 0.000 description 1
- XXYFWGYZXJXNAZ-UHFFFAOYSA-N methyl(pentoxy)phosphinous acid Chemical compound CCCCCOP(C)O XXYFWGYZXJXNAZ-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3211—Esters of acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3319850A DE3319850C2 (de) | 1983-06-01 | 1983-06-01 | Verfahren zur Herstellung von phosphorhaltigen Cyanhydrinderivaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD219775A5 true DD219775A5 (de) | 1985-03-13 |
Family
ID=6200410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD84263574A DD219775A5 (de) | 1983-06-01 | 1984-05-30 | Verfahren zur herstellung von phosphorhaltigen cyanhydrinderivaten |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4599207A (xx) |
| EP (1) | EP0127877B1 (xx) |
| JP (1) | JPH0631274B2 (xx) |
| AT (1) | ATE35417T1 (xx) |
| AU (1) | AU562802B2 (xx) |
| CA (1) | CA1224475A (xx) |
| DD (1) | DD219775A5 (xx) |
| DE (2) | DE3319850C2 (xx) |
| HU (1) | HU190929B (xx) |
| IL (1) | IL71958A (xx) |
| ZA (1) | ZA844112B (xx) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3542645A1 (de) * | 1985-12-03 | 1987-06-04 | Hoechst Ag | Verfahren zur herstellung von l-homoalanin-4-yl(methyl)-phosphinsaeure sowie ihrer alkylester |
| ES2751462T3 (es) | 2014-05-13 | 2020-03-31 | Basf Se | Procedimiento para la preparación de cianhidrinas que tienen fósforo |
| CA2983763C (en) | 2015-04-27 | 2023-10-10 | Jorg Oeser | Herbicide combinations comprising glufosinate and indaziflam |
| CN104860988B (zh) * | 2015-05-11 | 2017-01-11 | 石家庄瑞凯化工有限公司 | 一种草铵膦的分离纯化方法 |
| MX2018002726A (es) | 2015-09-02 | 2018-04-13 | Bayer Cropscience Ag | Proceso para producir esteres de cianhidrina que contienen fosforo. |
| JP2018526380A (ja) | 2015-09-02 | 2018-09-13 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | リンを含んでいるシアノヒドリンエステルを製造する方法 |
| MX2018002731A (es) | 2015-09-02 | 2018-04-13 | Bayer Cropscience Ag | Proceso para la elaboracion de esteres de cianohidrina que contienen fosforo. |
| MX2018002729A (es) * | 2015-09-02 | 2018-04-13 | Bayer Cropscience Ag | Proceso para la elaboracion de esteres de cianohidrina que contienen fosforo. |
| ES2754603T3 (es) | 2015-09-29 | 2020-04-20 | Basf Se | Procedimiento para la preparación de fosfinatos |
| 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 |
| TW201840578A (zh) | 2017-02-22 | 2018-11-16 | 以色列商亞當阿甘公司 | 製備甲基膦酸丁基酯的方法 |
| EP3392237B1 (de) | 2017-04-21 | 2019-10-02 | Evonik Degussa GmbH | Verfahren zur herstellung von acroleincyanhydrinen |
| BR112020001209B1 (pt) | 2017-07-21 | 2023-04-11 | Basf Se | Processos para preparar uma mistura e para preparar glufosinato e uso de uma mistura |
| WO2019121362A1 (de) | 2017-12-19 | 2019-06-27 | Basf Se | VERFAHREN ZUR HERSTELLUNG VON PHOSPHORHALTIGEN α-AMINONITRILEN |
| CN110386950A (zh) * | 2019-07-18 | 2019-10-29 | 石家庄瑞凯化工有限公司 | 一种草铵膦铵盐的合成方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3726847A (en) * | 1968-05-01 | 1973-04-10 | Argus Chem | Polymerization method employing t-alkyl peresters of t-hydroperoxides |
| US4057567A (en) * | 1968-05-01 | 1977-11-08 | Argus Chemical Corporation | Polymerization method and t-alkyl peresters of t-hydroperoxides for use therein |
| US4001352A (en) * | 1973-01-19 | 1977-01-04 | Hoechst Aktiengesellschaft | Process for the preparation of ethane-1,2-diphosphinic acid diesters |
| DE2504333A1 (de) * | 1975-02-01 | 1976-08-05 | Bayer Ag | Substituierte cyclische phosphinoxide |
| US4185031A (en) * | 1978-09-27 | 1980-01-22 | The United States Of America As Represented By The Secretary Of The Air Force | Fluorinated phosphinic acids |
| DE2849003A1 (de) * | 1978-11-11 | 1980-08-21 | Hoechst Ag | Phosphorhaltige cyanhydrinderivate und verfahren zu ihrer herstellung |
| JPS56132330U (xx) * | 1980-03-07 | 1981-10-07 | ||
| JPS58138222A (ja) * | 1982-02-10 | 1983-08-17 | Hitachi Ltd | 排気タ−ビン過給機 |
| JPS60212623A (ja) * | 1984-04-09 | 1985-10-24 | Hitachi Ltd | 排気タ−ビン過給機 |
-
1983
- 1983-06-01 DE DE3319850A patent/DE3319850C2/de not_active Expired
-
1984
- 1984-05-25 HU HU842046A patent/HU190929B/hu unknown
- 1984-05-29 IL IL71958A patent/IL71958A/xx not_active IP Right Cessation
- 1984-05-29 US US06/614,846 patent/US4599207A/en not_active Expired - Lifetime
- 1984-05-30 EP EP84106149A patent/EP0127877B1/de not_active Expired
- 1984-05-30 ZA ZA844112A patent/ZA844112B/xx unknown
- 1984-05-30 DE DE8484106149T patent/DE3472407D1/de not_active Expired
- 1984-05-30 DD DD84263574A patent/DD219775A5/de not_active IP Right Cessation
- 1984-05-30 AT AT84106149T patent/ATE35417T1/de not_active IP Right Cessation
- 1984-05-31 CA CA000455523A patent/CA1224475A/en not_active Expired
- 1984-05-31 AU AU28916/84A patent/AU562802B2/en not_active Expired
- 1984-05-31 JP JP59109760A patent/JPH0631274B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE3319850C2 (de) | 1985-05-09 |
| EP0127877B1 (de) | 1988-06-29 |
| CA1224475A (en) | 1987-07-21 |
| HU190929B (en) | 1986-12-28 |
| ZA844112B (en) | 1984-12-24 |
| IL71958A0 (en) | 1984-09-30 |
| JPH0631274B2 (ja) | 1994-04-27 |
| ATE35417T1 (de) | 1988-07-15 |
| IL71958A (en) | 1987-11-30 |
| JPS59227891A (ja) | 1984-12-21 |
| AU562802B2 (en) | 1987-06-18 |
| DE3319850A1 (de) | 1985-01-17 |
| HUT34510A (en) | 1985-03-28 |
| DE3472407D1 (en) | 1988-08-04 |
| EP0127877A3 (en) | 1985-08-28 |
| AU2891684A (en) | 1984-12-06 |
| EP0127877A2 (de) | 1984-12-12 |
| US4599207A (en) | 1986-07-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |