KR840005158A - N-포스포노 메틸글리신의 제조방법 - Google Patents

N-포스포노 메틸글리신의 제조방법 Download PDF

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KR840005158A
KR840005158A KR1019830002953A KR830002953A KR840005158A KR 840005158 A KR840005158 A KR 840005158A KR 1019830002953 A KR1019830002953 A KR 1019830002953A KR 830002953 A KR830002953 A KR 830002953A KR 840005158 A KR840005158 A KR 840005158A
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phosphonomethylglycine
producing
formyl
temperature
reacting
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KR1019830002953A
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KR870001334B1 (ko
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서브라마니언 엔.
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죤 마일즈 후우퍼
스타우퍼 케미칼 캄파니
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40Esters thereof
    • C07F9/4003Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006Esters of acyclic acids which can have further substituents on alkyl
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3808Acyclic saturated acids which can have further substituents on alkyl
    • C07F9/3813N-Phosphonomethylglycine; Salts or complexes thereof

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Saccharide Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)

Abstract

내용 없음

Description

N-포스포노메틸글리신의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. (a) 9∼10범위내의 pH로 포름알데히드를 포름아미드와 반응시켜 N-(히드록시메틸)포름 아미드를 형성하고; (b) N-(히드록시메틸) 포름아미드를 트리에틸 포스파이트와 반응시켜 디메틸, N-(포르밀) 아미노메틸포스포네이트를 형성하고; (c) 디에틸, N-(포르밀) 아미노메틸포스포네이트를 메틸클로로아세테이트와 반응시켜 N-(디에틸포스포노메틸), N-(포르밀) 글리신메틸 에스테르를 형성하고; (d) N-(디에틸포스포노메틸), N-(포르밀) 글리신메틸 에스테르를 가수분해제와 반응시켜 N-포스포노메틸 글리신을 형성하는 공정단계로 이루어지는 N-포스포노메틸글리신의 제조방법.
  2. 단계(a)는 약 20∼약 25℃ 범위내의 온도항에 반응이 완료되기에 충분한 시간동안 행하여지며, 포름알데히드에 대한 포름아미드의 분자비는 약 2-1인 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  3. 단계(b)는 약 120∼약 125℃ 범위내의 온도하에 반응이 완료되기에 충분한 시간동안 행하여지며, 트리에틸포스파이트에 대한 N-(히드록시메틸) 포름알데히드의 분자비는 약 1:1인 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  4. 단계(c)는 용제로서 수소화나트륨 및 테트라하이드로프란의 존재하에 행하여지며, 메틸클로로아세테이트에 대한 디에틸, N-(포르밀) 아미노메틸포스포네이트의 분자비는 약 1:1이고, 상기반응은 약 10∼약 25℃ 범위내의온도로 행하여지는 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  5. 단계(d)는 약 120∼약 125℃ 범위내의온도로 행하여지며, 염화수소산에 대한 N-(디에틸포스포노메틸), N-(포르밀) 글리신메틸 에스테르의 분자비는 약 1:5의 범위내인 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  6. 단계(c)에서 사용되는 용제는 테트라하이드로푸란, 톨루엔, 디메틸포름아미드 및 크실렌으로 구성되는 그루우프에서 선택되어지는 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  7. 단계(d)의 가수분해제는 염화수소산인 특허청구의 범위 1기재의 N-포스포노메틸글리신의 제조방법.
  8. (a) 유기용제 및 프로톤-추출염기의 존재하에 반응이 완료되기에 충분한 온도로 구조식.
    (식중, R은 포르밀, 아세틸, 메톡시카르보닐, 페닐옥시카르보닐, 및 벤질로 구성되는 그루우프에서 선택되며, R'은 메틸, 에틸, 프로필, 부틸, 펜틸 및 헥실로 구성되는 그루우프에서 선택된다)의 아미노메틸 포스포네이트를 메틸클로로아세테이트와 반응시켜 중간생성물, N-(디알킬포스포노메틸), N-(치환)글리신메틸에스테를 형성하고; (b) N-포스포노메틸글리신의 형성을 일으키기에 충분한 온도 및 충분한 반응시간동안, 상기 N-(디알킬포스포노메틸), N-(치환)-글리신메틸 에스테를 가수분해제와 반응시킴으로써 이루어지는 N-포스포노메틸글리신의 제조방법.
  9. 용제는 테트라하이드로푸란, 톨루엔, 메틸이소부틸케톤 및 디메틸포름아미드로 구성되는 그루우프에서 선택되는 특허청구의 범위 8기재의 N-포스포노메틸글리신의 제조방법.
  10. 프로톤-추출염기는 수소화나트륨인 특허청구의 범위 8기재의 N-포스포노메틸글리신의 제조방법.
  11. 가수분해제는 염화수소산인 특허청구의 범위 8기재의 N-포스포노메틸글리신의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830002953A 1982-06-30 1983-06-29 N-포스포노 메틸글리신의 제조방법 KR870001334B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/393,574 US4422982A (en) 1982-06-30 1982-06-30 Method for preparation of N-phosphonomethylglycine
US393574 1982-06-30

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KR840005158A true KR840005158A (ko) 1984-11-05
KR870001334B1 KR870001334B1 (ko) 1987-07-18

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US (1) US4422982A (ko)
EP (1) EP0098159B1 (ko)
JP (1) JPS5913795A (ko)
KR (1) KR870001334B1 (ko)
AT (1) ATE21903T1 (ko)
AU (1) AU555801B2 (ko)
BR (1) BR8303370A (ko)
CA (1) CA1205487A (ko)
CS (2) CS244939B2 (ko)
DD (1) DD212966A5 (ko)
DE (1) DE3365866D1 (ko)
DK (1) DK292283A (ko)
ES (2) ES523690A0 (ko)
HU (1) HU194256B (ko)
IL (3) IL69112A (ko)
PL (1) PL140912B1 (ko)
RO (1) RO86524B (ko)
ZA (1) ZA834740B (ko)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES534413A0 (es) * 1983-07-27 1986-01-01 Rhone Poulenc Agrochimie Procedimiento de preparacion de sulfonamidas con grupo ansinometilfosfonico
FR2560198B1 (fr) * 1984-02-23 1987-05-07 Rhone Poulenc Agrochimie Esters de la famille de la n-phosphonomethylglycine et leur utilisation pour la preparation d'herbicides connus
US4548758A (en) * 1984-08-30 1985-10-22 Stauffer Chemical Company Preparation of phosphonomethylated amino acids
US4548759A (en) * 1984-08-30 1985-10-22 Stauffer Chemical Company Preparation of phosphonomethylated amino acids
US4921991A (en) * 1985-02-22 1990-05-01 Guy Lacroix Preparation of esters of the N-phosphonomethylglycine and the N-phosphonomethyl glycines
FR2611204B1 (fr) * 1987-02-19 1989-05-05 Rhone Poulenc Agrochimie Composes intermediaires utiles pour la preparation d'herbicides
US4830788A (en) * 1987-11-20 1989-05-16 Crompton & Knowles Corporation Process for preparation of substituted-aminomethylphosphonic acids
IN2015DN01080A (ko) 2012-07-17 2015-06-26 Straitmark Holding Ag
CN104812766B (zh) 2012-07-17 2017-06-06 斯特雷特马克控股股份公司 用于合成氨基亚烷基膦酸的方法
EP2875038A1 (en) 2012-07-17 2015-05-27 Straitmark Holding AG Method for the synthesis of n-phosphonomethyliminodiacetic acid
US20150232493A1 (en) 2012-07-17 2015-08-20 Straitmark Holding Ag Method for the synthesis of alpha-aminoalkylenephosphonic acid
CN110771607A (zh) * 2019-10-09 2020-02-11 集美大学 一类n-羟甲基酰胺类抗菌剂及其制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE764270A (fr) * 1970-03-20 1971-08-02 Benckiser Gmbh Joh A Acide niril-tris-(methylenephosphonique) et son procede de preparation
US3853530A (en) * 1971-03-10 1974-12-10 Monsanto Co Regulating plants with n-phosphonomethylglycine and derivatives thereof
US4053505A (en) * 1976-01-05 1977-10-11 Monsanto Company Preparation of n-phosphonomethyl glycine
CH647528A5 (fr) * 1978-10-27 1985-01-31 Bcap Biolog Chem Act Pat Procede pour la preparation de n-phosphonomethylglycine.
HU184601B (en) * 1979-07-09 1984-09-28 Alkaloida Vegyeszeti Gyar Process for producing n-/phosphono-methyl/-glycine

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BR8303370A (pt) 1984-02-07
US4422982A (en) 1983-12-27
RO86524A (ro) 1985-03-15
ES8504209A1 (es) 1985-04-01
PL242729A1 (en) 1984-07-16
AU1631683A (en) 1984-01-05
DK292283D0 (da) 1983-06-24
IL80523A (en) 1987-10-20
DE3365866D1 (en) 1986-10-09
HU194256B (en) 1988-01-28
EP0098159B1 (en) 1986-09-03
ES8507565A1 (es) 1985-09-01
ES538163A0 (es) 1985-09-01
DD212966A5 (de) 1984-08-29
KR870001334B1 (ko) 1987-07-18
EP0098159A2 (en) 1984-01-11
IL80523A0 (en) 1987-02-27
ES523690A0 (es) 1985-04-01
IL69112A0 (en) 1983-10-31
JPS5913795A (ja) 1984-01-24
ATE21903T1 (de) 1986-09-15
ZA834740B (en) 1984-04-25
CS244939B2 (en) 1986-08-14
AU555801B2 (en) 1986-10-09
CA1205487A (en) 1986-06-03
RO86524B (ro) 1985-03-30
CS244948B2 (en) 1986-08-14
IL69112A (en) 1987-10-20
DK292283A (da) 1983-12-31
EP0098159A3 (en) 1984-03-21
PL140912B1 (en) 1987-06-30

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