Aaf. Wasfy et al., HETEROCYCLES DERIVED FROM -DIHYDROPYRIDAZIN-3-YLOXYMETHYL]-1,3,4-THIADIAZOLE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(11), 1996, pp. 1218-1220
-dihydropyridazin-3-yloxymethyl]-1,3,4-thiadiazole (2) has been synthe
sised by treating thiosemicarbazide with the acid 1. The amine (2) on
treatment with aromatic aldehydes furnishes schiff bases of thiadiazol
es (3a,b) which on reaction with thioglycollic acid yield 4-thiazolidi
none derivatives (4a,b). Reaction of 2 with phenyl isocyanate and phen
yl isothiocyanate give the corresponding aminocarbamide and aminocarbo
thiamide derivatives (6 and 7), respectively, which on reaction with m
alonic acid in acetyl chloride afford baribituric and thiobarbituric a
cid derivatives (8a,b), respectively. However, reaction of carbon disu
lphide and methyl iodide with 2 give dithiocarbamidate derivative (9)
which on treatment with o-phenylenediamine and ethylenediamine give 10
and 11, respectively.