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Regioselective synthesis of unsymmetrical deuterium labelled hydrazines and azoxy compounds
Author(s) -
Cooper Curt S.,
Weinkam Robert J.
Publication year - 1984
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580211007
Subject(s) - chemistry , azoxy , hydrobromide , hydrazine (antidepressant) , regioselectivity , deuterium , organic chemistry , methylhydrazine , medicinal chemistry , chromatography , catalysis , phenylhydrazine , physics , quantum mechanics
A method for the preparation of deuterium labelled unsymmetrical hydrazines was developed. This method was used to prepare l‐benzyl‐2‐methyl‐ 2 H 3 ‐hydrazine hydrobromide and l‐benzyl‐ 2 H 7 ‐2‐methylhydrazine hydrobromide, analogs of the cancer chemotheraputic agent procarbazine. These compounds were then used to prepare the corresponding labelled benzyl‐(ONN) and (NNO)‐azoxymethane isomers. A method was developed whereby the deuterium labelled azoxy isomers were separated by reversed phase semi‐preparative HPLC.