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Synthesis of 2‐methyl‐4(5)‐nitro[ 15 N 1(3) ]imidazole from 2‐methyl‐4(5)‐nitroimidazole
Author(s) -
Suwiński Jerzy,
Szczepankiewicz Wojciech
Publication year - 1996
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/(sici)1099-1344(199604)38:4<395::aid-jlcr850>3.0.co;2-x
Subject(s) - chemistry , nitration , nitroimidazole , halogenation , imidazole , nitro , acetic acid , alkylation , dimethyl sulfate , methyl group , hydrolysis , nitrous acid , medicinal chemistry , organic chemistry , catalysis , group (periodic table) , alkyl
A simple four‐stage conversion of 2‐methyl‐4(5)‐nitroimidazole to 2‐methyl‐4(5)‐nitro[ 15 N 1(3) ]imidazole is reported. The method consists in N‐nitration of the initial compound to 2‐methyl‐1,4‐dinitroimidazole, treating the latter with [ 15 N]glycine and N‐dealkylation of the obtained (2‐methyl‐4‐nitro[ 15 N 1 ]imidazol‐1‐yl)acetic acid through its bromination in the presence of phosphorus trichloride, followed by the hydrolysis of the non‐isolated intermediate.