NZ335649A - Method of preparing amino carboxylic acids, such as N-(phosphonomethyl)glycine, via a carboxymethylation step - Google Patents

Method of preparing amino carboxylic acids, such as N-(phosphonomethyl)glycine, via a carboxymethylation step

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Publication number
NZ335649A
NZ335649A NZ335649A NZ33564998A NZ335649A NZ 335649 A NZ335649 A NZ 335649A NZ 335649 A NZ335649 A NZ 335649A NZ 33564998 A NZ33564998 A NZ 33564998A NZ 335649 A NZ335649 A NZ 335649A
Authority
NZ
New Zealand
Prior art keywords
hydrocarbyl
hydrogen
carboxymethylation
amino carboxylic
phosphonomethyl
Prior art date
Application number
NZ335649A
Inventor
Michael K Stern
Todd J Johnson
Michael D Rogers
Yvette M Fobian
Jeffrey A Levine
David A Morgenstern
Original Assignee
Monsanto Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Monsanto Co filed Critical Monsanto Co
Priority claimed from PCT/US1998/002882 external-priority patent/WO1998035930A1/en
Publication of NZ335649A publication Critical patent/NZ335649A/en

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Abstract

Process for the preparation of an N-acyl amino carboxylic acid by means of a carboxymethylation reaction. In this reaction, a reaction mixture is formed which contains a base pair, carbon monoxide, hydrogen and an aldehyde with the base pair comprising a carbamoyl compound and a carboxymethylation catalyst precursor. In a preferred embodiment, the carbamoyl compound and aldehyde are selected to yield an N-acyl amino carboxylic acid which is readily converted to N-(phosphonomethyl)glycine, or a salt or ester thereof. The carbamoyl compound has the general formula as seen above wherein: R1 is hydrogen, hydrocarbyl, substituted hydrocarbyl, -NR3R4, -OR5, or -SR6; R2 and R2a are independently hydrogen, hydrocarbyl, or substituted hydrocarbyl; R3 and R4 are independently hydrogen, hydrocarbyl, or substituted hydrocarbyl; R5 and R6 are independently hydrogen, hydrocarbyl, substituted hydrocarbyl, or a salt-forming cation; provided, however: (1) at least one of R2 and R2a is hydrogen, hydroxymethyl, amidomethyl, or another substituent which, under the carboxymethylation reaction conditions, is capable of producing an N-H bond, or (2) R1 is -NR3R4 and at least one of R3 and R4 is hydrogen, hydroxymethyl, amidomethyl, or another substituent, which, under the carboxymethylation reaction conditions, is capable of producing an N-H bond.
NZ335649A 1997-02-13 1998-02-12 Method of preparing amino carboxylic acids, such as N-(phosphonomethyl)glycine, via a carboxymethylation step NZ335649A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US73777597A 1997-02-13 1997-02-13
PCT/US1998/002882 WO1998035930A1 (en) 1997-02-13 1998-02-12 Method of preparing amino carboxylic acids

Publications (1)

Publication Number Publication Date
NZ335649A true NZ335649A (en) 2001-01-26

Family

ID=24965266

Family Applications (1)

Application Number Title Priority Date Filing Date
NZ335649A NZ335649A (en) 1997-02-13 1998-02-12 Method of preparing amino carboxylic acids, such as N-(phosphonomethyl)glycine, via a carboxymethylation step

Country Status (1)

Country Link
NZ (1) NZ335649A (en)

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