公开(公告)号：EP0107464A1

公开(公告)日：1984-05-02

申请号：EP83306278.9

申请日：1983-10-17

Applicant: STAUFFER CHEMICAL COMPANY

Inventor： Bayer, Arthur Craig ,  Bowler, Donald Joseph ,  Robbins, Jeffrey Dean

IPC: C07F9/38

CPC classification number: C07F9/65061 ,  C07D233/78 ,  C07F9/3813

Abstract: A process for the production of N-phosphonomethylglycine characterised in that it comprises:

(a) reacting a hydantoin or a 3-substituted hydantoin corresponding to the following general formula:
wherein R represents hydrogen, C 1 -C 10 alkyl, C 6 -C 12 aryl, C 1 -C 10 alkyl-carbonyl and C 6 -C 12 aryl-carbonyl with paraformaldehyde in the presence of a low molecular weight carboxylic acid to produce a mixture of intermediate products including the 1-(hydroxymethyl) derivative of the starting hydantoin;
(b) converting the 1-(hydroxymethyl) derivative to the 1-phosphonomethyl derivative by thereafter adding to the reaction mixture either:

(i) a substituted phosphorus compound selected from phosphorus trichloride and phosphorus tribromide;
(ii) phosphorus acid and an anhydride selected from acetic anhydride, propionic anhydride, butyric anhydride

or a similar asymmetrical anhydride and continuing the reaction to cause completion of the reaction to form the 1-phosphonomethyl derivative;
(c) hydrolyzing the resulting 1-phosphonomethylhydantoin product with a base selected from alkali metal or alkaline earth hydroxides to produce a salt of N-phosphonomethylglycine; and
(d) neutralizing the salt witha strong acid to produce N-phosphonomethylglycine

is disclosed.
The present process provides advantages over the prior art.

Abstract translation: 一种N-膦酰基甲基甘氨酸的制备方法，其特征在于其包括：（a）使与下列通式相应的乙内酰脲或3-取代的乙内酰脲反应：其中R表示氢，C 1 -C 10烷基，C 6 -C 12 芳基，C 1 -C 10烷基羰基和C 6 -C 12芳基 - 羰基与低聚甲醛在低分子量羧酸的存在下反应以产生包括起始乙内酰脲的1-（羟基甲基）衍生物的中间产物的混合物; （b）将1-（羟甲基）衍生物转化为1-膦酰基甲基衍生物，然后向反应混合物中加入：（i）选自三氯化磷和三溴化磷的取代的磷化合物; （ii）磷酸和选自乙酸酐，丙酸酐，丁酸酐或类似的不对称酸酐的酸酐，并继续反应以使反应完成以形成1-膦酰基甲基衍生物; （c）用选自碱金属或碱土金属氢氧化物的碱水解所得的1-膦酰基乙内酰脲产物以产生N-膦酰基甲基甘氨酸的盐; 和（d）用强酸中和盐以产生N-膦酰基甲基甘氨酸。 本方法提供了优于现有技术的优点。

公开(公告)号：EP0107464B1

公开(公告)日：1986-01-08

申请号：EP83306278.9

申请日：1983-10-17

Applicant: STAUFFER CHEMICAL COMPANY

Inventor： Bayer, Arthur Craig ,  Bowler, Donald Joseph ,  Robbins, Jeffrey Dean

IPC: C07F9/38

CPC classification number: C07F9/65061 ,  C07D233/78 ,  C07F9/3813