Patent US4684483A successfully refreshed from Google Patents.
US4684483A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of N-substituted amino acids
Assignee: Monsanto Co
•
Filing: 1985-09-23
•
Granted: 1987-08-04
•
Expires: 2005-09-23
Abstract
Abstract An N-substituted amino acids can be prepared by the steps of: bringing together under reaction condition glyoxal and a source of sulfur dioxide in an aqueous medium to produce a sulfonated intermediate; and introducing into said medium a nitrogen compound selected from the group consisting of ammonia, a primary amine, and a secondary amine, into said medium containing said intermediate to produce said N-substituted amino acid.
Inventors
- 👤 Thomas J. Richard
- 👤 William H. Miller
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 00:58
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3808; C07F9/3813
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
84 words
A process which comprises: bringing together under reaction conditions glyoxal, in a medium comprising a polar solvent, with a source of sulfur dioxide and a primary amine represented by the formula: R--NH.sub.2 where R is an alkyl group, to produce an N-substituted amino acid represented by the formula: ##STR7## contacting said N-substituted amino acid with formaldehyde and phosphorous acid in a strongly acid system under reaction conditions to produce an N-alkyl-N-phosphonomethylglycine, and dealkylating under alkaline conditions said N-alkyl N-phosphonomethylglycine to produce a N-phosphonomethylglycine salt.
Claim 2
Dependent Claim
84 words
A process which comprises: bringing together under reaction conditions glyoxal, in a medium comprising a polar solvent, with a source of sulfur dioxide and a primary amine represented by the formula: R--NH.sub.2 where R is an alkyl group, to produce an N-substituted amino acid represented by the formula: ##STR7## contacting said N-substituted amino acid with formaldehyde and phosphorous acid in a strongly acid system under reaction conditions to produce an N-alkyl-N-phosphonomethylglycine, and dealkylating under alkaline conditions said N-alkyl N-phosphonomethylglycine to produce a N-phosphonomethylglycine salt.
Claim 3
Dependent Claim
29 words
A process as set forth in claim 1 wherein said primary amine is selected from the groug consisting of ethylamine, propylamine, isopropylamine, n-butylamine, sec-butylamine, n-pentylamine, n-hexylamine, n-octylamine, and 2-ethylhexylamine.
Claim 4
Dependent Claim
14 words
A process as set forth in claim 2 wherein said primary amine comprises isopropylamine.
References Cited (Backward Citations)
US2164781A
Cited
US3956370A
Cited
US3835000A
Cited
US3969398A
Cited
US3927080A
Cited
US4094928A
Cited
US4073804A
Cited
EP0055695A1
Cited
US4369142A
Cited
US4486358A
Cited
US4442041A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-08-03 | 1991-02-02 | 1991-08-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-08-03 | 1995-02-02 | 1995-08-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-08-03 | 1999-02-02 | 1999-08-04 | $7700.00 | Window Closed / Lapsed |