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Title: 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:
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 = {1959},
month = {6}
}