Premium
The chloromethylation of codeine. Isolation of a quaternary iodide
Author(s) -
Grant Andrew D.,
Zacharias David E.,
Mascavage Linda M.,
Kemmerer George E.,
Dalton David R.
Publication year - 1993
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570300250
Subject(s) - chemistry , dichloromethane , codeine , iodide , proton nmr , medicinal chemistry , organic chemistry , solvent , medicine , morphine , pharmacology
A single N ‐chloromethylcodinium iodide has been isolated from the reaction of chloroiodomethane with codeine. Complete proton and carbon nmr and X‐ray analyses dictate that this stable material bears the chloromethyl group axial. It is identical (except for the anion) to one of the salts obtained on long term storage of codeine in dichloromethane.