US3275619A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of l-alpha-amino-eplison-caprolactam and intermediate therefor
Assignee: Novartis Corp
•
Filing: 1958-12-31
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Granted: 1966-09-27
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Expires: 1978-12-31
Abstract
No abstract record available.
Inventors
- 👤 Brenner Carl Max
- 👤 Rickenbacher Hans Rudolf
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 15:08
CPC Classifications
C; C07; C07D; C07D223/00; C07D223/02; C07D223/06; C07D223/12
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
166 words
A PROCESS FOR PRODUCTION OF L-A-AMINO-E-CAPROLACTAM FROM DL-A-AMINO-E-CAPROLACTAM WHICH CONSISTS ESSENTIALLY OF REACTING DL-A-AMINO-E-CAPROLACTAM WITH SUBSTANTIALLY AN EQUIMOLAR AMOUNT OF L-2-PYRROLIDONE-5-CARBOXYLIC ACID IN SOLUTION IN AN ALKANOL HAVING AT MOST TWO CARBON ATOMS THEREBY PRODUCING AND PRECIPITATING DIFFICULTLY SOLUBLE L-A-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5CARBOXYLATE WHILE SIMULTANEOUSLY PRODUCING D-A-AMINOE-CAPROLACTAM WHICH REMAINS IN SOLUTION, SEPARATING THE RESULTANT DIFFICULTLY SOLUBLE L-A-AMINO-E-CAPROLACTAM L-2PYRROLIDONE-5-CARBOXYLATE, CONVERTING SAID DIFFICULTLY SOLUABLE L-A-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5-CARBOXYLATE INTO L-2-PYRROLIDONE-5-CARBOXYLIC ACID AND L-A-AMINOE-CAPROLACTAM HYDROCHLORIDE BY REACTING A SUSPENSION OF THE L-E-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5-CARBOXYLATE WITH A SOLUTION OF HYDROGEN CHLORIDE IN DIOXAN FILTERING OFF THE L-A-AMINO-E-CAPROLACTAM HYDROCHLORIDIC AND THEN REACTING THE HYDROCHLORIDE IN WATER SOLUTION WITH AN EQUIVALENT OF ALKALI METAL HYDROXIDE, EVAPORATING THE RESULTANT SOLUTION AND DISTILLING FREE L-A-AMINO-E-CAPROLACTAM FROM THE SO-OBTAINED RESIDUE AT REDUCED PRESSURE AND AT A TEMPERATURE OF LESS THAN 120*C., AND RACEMIZING THE AFORESAID D-A-AMINO-E-CAPROLACTAM BY HEATING THE SAME WITH AN ALKALI METAL ALCOHOLATE TO A TEMPERATURE OF 150-165* C., AND RE-USING THE SO-PRODUCED DL-A-AMINOE-CAPROLACTAM AS STARTING MATERIAL FOR THE PRODUCTION OF L-A-CAPROLACTAM BY THE HEREIN-RECITED SEQUENCE OF STEPS.
Claim 2
Dependent Claim
166 words
A PROCESS FOR PRODUCTION OF L-A-AMINO-E-CAPROLACTAM FROM DL-A-AMINO-E-CAPROLACTAM WHICH CONSISTS ESSENTIALLY OF REACTING DL-A-AMINO-E-CAPROLACTAM WITH SUBSTANTIALLY AN EQUIMOLAR AMOUNT OF L-2-PYRROLIDONE-5-CARBOXYLIC ACID IN SOLUTION IN AN ALKANOL HAVING AT MOST TWO CARBON ATOMS THEREBY PRODUCING AND PRECIPITATING DIFFICULTLY SOLUBLE L-A-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5CARBOXYLATE WHILE SIMULTANEOUSLY PRODUCING D-A-AMINOE-CAPROLACTAM WHICH REMAINS IN SOLUTION, SEPARATING THE RESULTANT DIFFICULTLY SOLUBLE L-A-AMINO-E-CAPROLACTAM L-2PYRROLIDONE-5-CARBOXYLATE, CONVERTING SAID DIFFICULTLY SOLUABLE L-A-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5-CARBOXYLATE INTO L-2-PYRROLIDONE-5-CARBOXYLIC ACID AND L-A-AMINOE-CAPROLACTAM HYDROCHLORIDE BY REACTING A SUSPENSION OF THE L-E-AMINO-E-CAPROLACTAM L-2-PYRROLIDONE-5-CARBOXYLATE WITH A SOLUTION OF HYDROGEN CHLORIDE IN DIOXAN FILTERING OFF THE L-A-AMINO-E-CAPROLACTAM HYDROCHLORIDIC AND THEN REACTING THE HYDROCHLORIDE IN WATER SOLUTION WITH AN EQUIVALENT OF ALKALI METAL HYDROXIDE, EVAPORATING THE RESULTANT SOLUTION AND DISTILLING FREE L-A-AMINO-E-CAPROLACTAM FROM THE SO-OBTAINED RESIDUE AT REDUCED PRESSURE AND AT A TEMPERATURE OF LESS THAN 120*C., AND RACEMIZING THE AFORESAID D-A-AMINO-E-CAPROLACTAM BY HEATING THE SAME WITH AN ALKALI METAL ALCOHOLATE TO A TEMPERATURE OF 150-165* C., AND RE-USING THE SO-PRODUCED DL-A-AMINOE-CAPROLACTAM AS STARTING MATERIAL FOR THE PRODUCTION OF L-A-CAPROLACTAM BY THE HEREIN-RECITED SEQUENCE OF STEPS.
References Cited (Backward Citations)
US2528267A
Cited
US2876218A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1969-09-26 | 1970-03-28 | 1970-09-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1973-09-26 | 1974-03-28 | 1974-09-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1977-09-26 | 1978-03-28 | 1978-09-27 | $7700.00 | Window Closed / Lapsed |