Patent US2646445A successfully refreshed from Google Patents.
US2646445A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Resolution process and compounds produced therein
Assignee: Merck and Co Inc
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Filing: 1950-12-01
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Granted: 1953-07-21
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Expires: 1970-12-01
Abstract
No abstract record available.
Inventors
- 👤 Robert L Clark
- 👤 William H Jones
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:16
CPC Classifications
C; C07; C07C; C07C215/00; C07C215/02; C07C215/04; C07C215/06; C07C215/08
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
116 words
THE PROCESS THAT COMPRISES HYDROGENATING THE PRODUCT OBTAINED BY REACTING TOGETHER AN ORGANIC SOLVENT SOLUTION OF 1-AMINO-2-PROPANOL AND BENZALDEHYDE TO FORM 1-BENZYLAMINO-2-PROPANOL, REACTING THE SAME WITH A HYDROHALIC ACID SELECTED FROM THE CLASS CONSISTING OF HYDROCHLORIC ACID AND HYDROBROMIC ACID, ACYLATING THE HYDROHALIDE THUS OBTAINED BY REACTING WITH THE CORRESPONDING P-NITROBENZOYL-HALIDE TO FORM THE 2(1 - BENZYLAMINO-PROPYL) - P - NITROBENZOATE HYDROHALIDE, REACTING SAID HYDROHALIDE WITH ALKALI AND DISSOLVING THE FREE BASE THUS OBTAINED IN ETHER, ADDING SAID ETHER SOLUTION UNDER ANHYDROUS CONDITIONS TO AN ETHANOL-ETHER SOLUTION OF D-TARTARIC ACID, AND EXTRACTING THE DIASTEREOISOMERIC MIXTURE OF 2-(1-BENZYLAMINOPROPYL)-P-NITROBENZOATE D-ACID TARTRATES THUS OBTAINED WITH ACETONE TO SEPARATE AN ACETONE SOLUTION OF THE L(+) ISOMER FROM RESIDUAL D(-) ISOMER.
Claim 2
Dependent Claim
116 words
THE PROCESS THAT COMPRISES HYDROGENATING THE PRODUCT OBTAINED BY REACTING TOGETHER AN ORGANIC SOLVENT SOLUTION OF 1-AMINO-2-PROPANOL AND BENZALDEHYDE TO FORM 1-BENZYLAMINO-2-PROPANOL, REACTING THE SAME WITH A HYDROHALIC ACID SELECTED FROM THE CLASS CONSISTING OF HYDROCHLORIC ACID AND HYDROBROMIC ACID, ACYLATING THE HYDROHALIDE THUS OBTAINED BY REACTING WITH THE CORRESPONDING P-NITROBENZOYL-HALIDE TO FORM THE 2(1 - BENZYLAMINO-PROPYL) - P - NITROBENZOATE HYDROHALIDE, REACTING SAID HYDROHALIDE WITH ALKALI AND DISSOLVING THE FREE BASE THUS OBTAINED IN ETHER, ADDING SAID ETHER SOLUTION UNDER ANHYDROUS CONDITIONS TO AN ETHANOL-ETHER SOLUTION OF D-TARTARIC ACID, AND EXTRACTING THE DIASTEREOISOMERIC MIXTURE OF 2-(1-BENZYLAMINOPROPYL)-P-NITROBENZOATE D-ACID TARTRATES THUS OBTAINED WITH ACETONE TO SEPARATE AN ACETONE SOLUTION OF THE L(+) ISOMER FROM RESIDUAL D(-) ISOMER.
Claim 3
Dependent Claim
15 words
A COMPOUND SELECTED FROM THE GROUP CONSISTING OF 2-(1-BENZYLAMINOPROPYL) -P-NITROBENZOATE AND ACID ADDITION SALTS THEREOF.
Claim 4
Dependent Claim
15 words
A COMPOUND SELECTED FROM THE GROUP CONSISTING OF 2-(1-BENZYLAMINOPROPYL) -P-NITROBENZOATE AND ACID ADDITION SALTS THEREOF.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1956-07-20 | 1957-01-19 | 1957-07-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1960-07-20 | 1961-01-19 | 1961-07-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1964-07-20 | 1965-01-19 | 1965-07-21 | $7700.00 | Window Closed / Lapsed |