METHOD FOR PREPARING NORMORPHINE
Abstract
An improved method is presented for producing normorphine from morphine. Morphine as the starting material is acetylated by treatment with acetylating agents to produce di-acetyl morphine (heroin). The acetylated compound is reacted with cyanating agents to produce di-acetyl-cyanonormorphine (cyanonorheroin). The di-acetyl-cyanonormorphine compound is then treated in accordance with the improved hydrolysis reactions of the present invention in which concentrated hydrochloric acid is employed for a limited time period to hydrolyze the acetyl group therefrom forming cyanonormorphine. Subsequently, the reaction mixture is diluted and hydrolysis of the cyano groups from the cyanonormorphine is effected with a longer contact time with dilute hydrochloric acid thereby producing normorphine. A high over-all conversion and production of a high purity product which may be radioactlvely labeled, if desired, is obtained by operation of the process.
- Inventors:
- Issue Date:
- Research Org.:
- Originating Research Org. not identified
- OSTI Identifier:
- 4229640
- Patent Number(s):
- 2890221
- Assignee:
- U.S. Atomic Energy Commission
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- NSA Number:
- NSA-13-022049
- Resource Type:
- Patent
- Resource Relation:
- Other Information: Orig. Receipt Date: 31-DEC-59
- Country of Publication:
- United States
- Language:
- English
- Subject:
- CHEMISTRY; ACETYL RADICALS; ALKALOIDS; CHEMICAL REACTIONS; CHEMICALS; CYANIDES; DRUGS; HEROIN; HYDROCHLORIC ACID; HYDROLYSIS; IMPURITIES; LABELLED COMPOUNDS; MIXING; MORPHINE; NARCOTICS; ORGANIC COMPOUNDS; PATENT; PERFORMANCE; PREPARATION; PRODUCTION; QUANTITY RATIO; TRACER TECHNIQUES
Citation Formats
Rapoport, H, and Look, M. METHOD FOR PREPARING NORMORPHINE. United States: N. p., 1959.
Web.
Rapoport, H, & Look, M. METHOD FOR PREPARING NORMORPHINE. United States.
Rapoport, H, and Look, M. Mon .
"METHOD FOR PREPARING NORMORPHINE". United States.
@article{osti_4229640,
title = {METHOD FOR PREPARING NORMORPHINE},
author = {Rapoport, H and Look, M},
abstractNote = {An improved method is presented for producing normorphine from morphine. Morphine as the starting material is acetylated by treatment with acetylating agents to produce di-acetyl morphine (heroin). The acetylated compound is reacted with cyanating agents to produce di-acetyl-cyanonormorphine (cyanonorheroin). The di-acetyl-cyanonormorphine compound is then treated in accordance with the improved hydrolysis reactions of the present invention in which concentrated hydrochloric acid is employed for a limited time period to hydrolyze the acetyl group therefrom forming cyanonormorphine. Subsequently, the reaction mixture is diluted and hydrolysis of the cyano groups from the cyanonormorphine is effected with a longer contact time with dilute hydrochloric acid thereby producing normorphine. A high over-all conversion and production of a high purity product which may be radioactlvely labeled, if desired, is obtained by operation of the process.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Mon Jun 01 00:00:00 EDT 1959},
month = {Mon Jun 01 00:00:00 EDT 1959}
}