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US2646445A Expired / Lapsed US ⏱️ 0.0 years remaining

Resolution process and compounds produced therein

Assignee: Merck and Co Inc
•
Filing: 1950-12-01
•
Granted: 1953-07-21
•
Expires: 1970-12-01
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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 07:11
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

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