Premium
Synthesis and reactions of 5,6‐dichloro‐3‐nitropyrazinamine
Author(s) -
Hartman George D.,
Hartman Richard D.
Publication year - 1983
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.5570200448
Subject(s) - chemistry , deamination , nitration , nucleophile , ring (chemistry) , acetylation , yield (engineering) , nitro , chloride , medicinal chemistry , group (periodic table) , organic chemistry , catalysis , biochemistry , materials science , alkyl , metallurgy , gene , enzyme
The synthesis of 5, 6‐dichloro‐3‐nitropyrazinamine has been carried out by decarboxylative nitration of 5, 6‐dichloro‐3‐nitropyrazine‐2‐carboxylic acid. The nitro heterocycle was found to undergo a variety of reactions, which include nucleophilic displacement of the 6‐chloro group by amines, acetylation of the free amino group with acetyl chloride, bromo‐deamination with isoamylnitrite in bromoform, as well as the formation of imidazolo and triazolo condensed ring systems.