Sk. Sahu et al., SYNTHESIS OF THIAZOLE, BENZOTHIAZOLE, OXADIAZOLE, THIADIAZOLE, TRIAZOLE AND THIAZOLIDINONE INCORPORATED COUMARINS, Indian Journal of Heterocyclic Chemistry, 6(2), 1996, pp. 91-94
3-Bromoacetylcoumarin-(2) obtained by bromination of 3-acetylcoumarin
(1) was condensed with 2-amino-4-phenylthiazole, 2-aminothiazole, 2-am
inobenzothiazole, 2-amino-4-phenyloxadiazole, 2-aminothiadiazole, 3-am
inotriazole to form the corresponding heteroaryl aminoacetylcoumarins
(3a-f). The reaction of 2 with thiourea furnished 2-amino-4-(coumariny
l-3) thiazole (4) which further reacted with phenylisothiocyanate form
ing the unsymmetrical thiourea (5). The thiourea on cyclocondensation
with chloroacetic acid gave the thiazolidinone (6) which on further re
action with different aromatic aldehydes resulted in the formation of
the corresponding arylidene compounds (7). The structures of the produ
cts were confirmed from their analytical and spectral data.