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US4507250A
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Process for producing N-phosphonomethylglycine acid
Assignee: GESHURI LABORATORIES Ltd INDUSTRIAL ZONE TEL MOND ISRAEL A ISRAEL CORP
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Filing: 1984-05-11
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Granted: 1985-03-26
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Expires: 2004-05-11
Abstract
Abstract The invention provides a process for producing N-phosphonomethylglycine acid (NPMG) comprising (a) oxidizing an N-(phosphonomethyl) iminodiacetic acid (NPMIDA) derivative of the general formula I <IMAGE> (I) wherein n is 1 or 2 and R5, R5', R6 and R6'are independently H, NH2, <IMAGE> or an aryl, cycloalkyl or straight or branched chain alkyl or alkenyl group optionally substituted by hydroxy or halogen, or an alkylaryl group, provided that at least one of R5, R5', R6 or R6' is hydrogen, to produce a corresponding iminourea salt of NPMG and then (b) reacting the salt with an acid stronger than NPMG whereby NPMG is produced and there remains in solution the iminourea salt of the stronger acid.
Inventors
- 👤 Izhak Bakel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:08
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/44; C07F9/3804; C07F9/3808; C07F9/3813
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
126 words
A process for producing N-phosphonomethylglycine acid (NPMG) comprising (a) oxidizing an N-(phosphonomethyl) iminodiacetic acid (NPMIDA) derivative of the general formula I ##STR9## wherein n is 1 or 2 and R 5 , R 5' , R 6 and R 6' are independently H, NH 2 , ##STR10## or an aryl, cycloalkyl or straight or branched chain alkyl or alkenyl group optionally substituted by hydroxy or halogen, or an alkylaryl group, provided that at least one of R 5 , R 5 ', R 6 or R 6 ' is hydrogen, to produce a corresponding iminourea salt of NPMG and then (b) reacting said salt with an acid stronger than NPMG whereby NPMG is produced and there remains in solution the iminourea salt of said stronger acid.
Claim 2
Dependent Claim
126 words
A process for producing N-phosphonomethylglycine acid (NPMG) comprising (a) oxidizing an N-(phosphonomethyl) iminodiacetic acid (NPMIDA) derivative of the general formula I ##STR9## wherein n is 1 or 2 and R 5 , R 5' , R 6 and R 6' are independently H, NH 2 , ##STR10## or an aryl, cycloalkyl or straight or branched chain alkyl or alkenyl group optionally substituted by hydroxy or halogen, or an alkylaryl group, provided that at least one of R 5 , R 5 ', R 6 or R 6 ' is hydrogen, to produce a corresponding iminourea salt of NPMG and then (b) reacting said salt with an acid stronger than NPMG whereby NPMG is produced and there remains in solution the iminourea salt of said stronger acid.
Claim 3
Dependent Claim
26 words
The process of claim 1 comprising adding iminourea strong-acid salts to the solution of the NPMIDA derivatives of the general formula I before the oxidation thereof.
Claim 4
Dependent Claim
24 words
The process of claim 2 wherein said strong acid is an inorganic acid selected from the group consisting of hydrochloric acid and sulfuric acid.
Claim 5
Dependent Claim
39 words
The process of claim 1 comprising the recycling step of (c) reacting said resulting iminourea salt of said stronger acid with an NPMIDA alkali metal salt to produce a salt of formula I for use in process step (a).
Claim 6
Dependent Claim
28 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 1 wherein said acid is an inorganic acid selected from the group consisting of hydrochloric and sulfuric acid.
Claim 7
Dependent Claim
33 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 1 wherein the iminourea of said salt of formula I is selected from the group consisting of guanidine, aminoguanidine, diphenylguanidine and di-o-tolyl guanidine.
Claim 8
Dependent Claim
16 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 6 wherein said iminourea is guanidine.
Claim 9
Dependent Claim
16 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 6 wherein said iminourea is aminoguanidine.
Claim 10
Dependent Claim
25 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 4 wherein said alkali metal is selected from the group consisting of sodium and potassium.
Claim 11
Dependent Claim
27 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 1 wherein said aryl group is phenyl optionally substituted by one or more halogen or alkyl groups.
Claim 12
Dependent Claim
27 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 1 wherein said oxidation is carried out at a temperature of about 70° to about 120° C.
Claim 13
Dependent Claim
31 words
A process for producing N-phosphonomethylglycine acid (NPMG) according to claim 1 wherein said oxidation is carried out using molecular oxygen-containing gas in the presence of a metal or activated carbon catalyst.
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| 3.5 Years (Year 4) | 1988-03-25 | 1988-09-24 | 1989-03-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-25 | 1992-09-24 | 1993-03-26 | $3760.00 | Window Closed / Lapsed |
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