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US5155257A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of acylaminomethanephosphonic acids

Assignee: Hoechst AG
•
Filing: 1991-10-08
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Granted: 1992-10-13
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Expires: 2011-10-08
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Abstract

Abstract Acylaminomethanephosphonic acids are useful intermediates for the preparation of the herbicide N-phosphonemethylglycine and its salts. According to the invention, acylaminomethanephosphonic acids of the formula (I) R.sup.1 --CO--NHCH.sub.2 P(═O) (OH).sub.2 (I) in which R 1 is H, C 1 -C 6 -alkyl, benzyl or optionally substituted phenyl, can be prepared in a process which can be employed industrially, which comprises the reaction of the compound of the formula R 1 --CO-NH--CH 2 OH with P 2 O 3 and then hydrolysis with water.

Inventors

  • 👤 Hans-Jerg Kleiner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 18:48
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3808

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 87 words
A process for the preparation of a compound of the formula I ##STR2## in which R 1 is H, C 1 -C 6 -alkyl, benzyl or phenyl, which is unsubstituted or substituted by one or more radicals from the group comprising C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy and halogen, which comprises reacting a compound of the formula II R.sup.1 --CO--NH--CH.sub.2 --OH (II) in which R 1 has the abovementioned meaning, with diphosphorus trioxide (P 2 O 3 ) and then hydrolyzing with water.
Claim 2
Dependent Claim 87 words
A process for the preparation of a compound of the formula I ##STR2## in which R 1 is H, C 1 -C 6 -alkyl, benzyl or phenyl, which is unsubstituted or substituted by one or more radicals from the group comprising C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy and halogen, which comprises reacting a compound of the formula II R.sup.1 --CO--NH--CH.sub.2 --OH (II) in which R 1 has the abovementioned meaning, with diphosphorus trioxide (P 2 O 3 ) and then hydrolyzing with water.
Claim 3
Dependent Claim 20 words
The process as claimed in claim 1, wherein R 1 is H, C 1 -C 3 -alkyl, benzyl or phenyl.
Claim 4
Dependent Claim 16 words
The process as claimed in claim 1, wherein R 1 is hydrogen, methyl, ethyl or phenyl.
Claim 5
Dependent Claim 12 words
The process as claimed in claim 1, wherein R 1 is methyl.
Claim 6
Dependent Claim 12 words
The process as claimed in claim 1, wherein R 1 is phenyl.
Claim 7
Dependent Claim 33 words
The process as claimed in claim 1, wherein the compound of the formula II and P 2 O 3 are reacted in a molar ratio II:P 2 O 3 of at most 2:1.
Claim 8
Dependent Claim 16 words
The process as claimed in claim 6, wherein the molar ratio is from 2:1 to 1.5:1.
Claim 9
Dependent Claim 24 words
The process as claimed in claim 1, wherein the reaction temperature for the reaction with P 2 O 3 is 60° to 200° C.
Claim 10
Dependent Claim 40 words
The process as claimed in claim 1, wherein the hydrolysis is carried out with water in a molar ratio of water to P 2 O 3 employed of at least 1:1 and at a temperature of 10° to 200° C.
Claim 11
Dependent Claim 32 words
The process as claimed in claim 1, wherein the reaction of the compound of the formula II and P 2 O 3 is carried out in the presence of an organic solvent.
Claim 12
Dependent Claim 19 words
The process as claimed in claim 10, wherein the solvent is an inert polar protic or aprotic organic solvent.
Claim 13
Dependent Claim 20 words
The process as claimed in claim 6, wherein R 1 is H, C 1 -C 3 -alkyl, benzyl or phenyl.
Claim 14
Dependent Claim 16 words
The process as claimed in claim 12, wherein the molar ratio is from 2:1 to 1.5:1.
Claim 15
Dependent Claim 25 words
The process as claimed in claim 12, wherein the reaction temperature for the reaction with P 2 O 3 is 60° to 200 ° C.
Claim 16
Dependent Claim 25 words
The process as claimed in claim 13, wherein the reaction temperature for the reaction with P 2 O 3 is 60° to 200 ° C.
Claim 17
Dependent Claim 41 words
The process as claimed in claim 12, wherein the hydrolysis is carried out with water in a molar ratio of water to P 2 O 3 employed of at least 1:1 and at a temperature of 10° to 200 ° C.
Claim 18
Dependent Claim 25 words
The process as claimed in claim 16, wherein the reaction temperature for the reaction with P 2 O 3 is 60° to 200 ° C.

References Cited (Backward Citations)

US2304156A Cited
US2328358A Cited
US4851159A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-10-13 1996-04-13 1996-10-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-10-13 2000-04-13 2000-10-13 $3760.00 Window Closed / Lapsed
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