US4684483A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of N-substituted amino acids
Assignee: Monsanto Co
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Filing: 1985-09-23
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Granted: 1987-08-04
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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 00:49
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.
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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 |