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Reaction of 6‐chloro‐2‐[1‐methyl‐2‐( N ‐methylthiocarbamoyl)]‐hydrazinoquinoxaline 4‐oxide with dimethyl acetylenedicarboxylate
Author(s) -
Kurasawa Yoshihisa,
Katoh Ritsuko,
Takada Atsushi,
Kim Ho Sik,
Okamoto Yoshihisa
Publication year - 1992
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.5570290456
Subject(s) - dimethyl acetylenedicarboxylate , chemistry , quinoxaline , oxide , medicinal chemistry , isothiocyanate , organic chemistry , catalysis , cycloaddition
The reaction of 6‐chloro‐2‐(1‐methylhydrazino)quinoxaline 4‐oxide 4a with methyl or phenyl isothiocyanate gave 6‐chloro‐2‐[1‐methyl‐2‐( N ‐methylthiocarbamoyl)hydrazino]quinoxaline 4‐oxide 7a or 6‐chloro‐2‐[1‐methyl‐2‐( N ‐phenylthiocarbamoyl)hydrazino]quinoxaline 4‐oxide 7b , respectively, whose reaction with dimethyl acetylenedicarboxylate afforded 6‐chloro‐2‐[ N ‐methyl‐ N ‐(5‐methoxycarbonylmethylene‐3‐methyl‐4‐oxo‐2‐thioxoimidazolidin‐1‐yl)]aminoquinoxaline 4‐oxide 8a or 6‐chloro‐2‐[ N ‐methyl‐ N ‐(5‐methoxycarbonylmethylene‐4‐oxo‐3‐phenyl‐2‐thioxoimidazolidin‐1‐yl)]aminoquinoxaline 4‐oxide 8b , respectively.
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