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Synthesis of 6-quinoxalin-2,3-14C2-amine and derivatives via ethanedial-1,2-14C2

✍ Scribed by Scott W. Landvatter; J. Richard Heys

Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
322 KB
Volume
28
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

High specific activity ethanedial‐1,2‐^14^C~2~ has been prepared in 74% radiochemical yield by oxidation of paraldehyde‐^14^C~6~ with selenious acid. The crude ethanedial‐^14^C~2~ was directly condensed with 1, 2, 4‐benzenetriamine dihydrochloride in aqueous sodium carbonate giving 6‐quinoxal in‐2,3‐^14^C~2~‐amine in 56% yield. The quinoxaline was brominated and then converted to its isothiocyanate by reaction with thiophosgene. The isothiocyanate was directly converted to 5‐bromo‐6‐(2‐imidazol in‐2‐ylamino) quinoxaline‐2,3‐^14^C~2~ by reaction with ethylenediamine in refluxing 1: 1 methanol toluene. The overall radiochemical yield was 11% from paraldehyde‐^14^C~6~.

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