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A new synthesis of substituted 2(1 H )‐pyrazinones
Author(s) -
Vekemans J.,
PollersWieërs C.,
Hoornaert G.
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.5570200414
Subject(s) - chemistry , nucleophile , substituent , halide , oxalyl chloride , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , catalysis
The hydrohalides of 2‐ sec ‐aminoalkanenitriles on treatment with oxalyl halides in o ‐dichlorobenzene at 80‐100° give 3, 5‐dihalo‐2(1 H )‐pyrazinones, of which the 3‐halo substituent is easily replaced by nucleophiles. A reaction mechanism for the pyrazinone synthesis is proposed.