Aaf. Wasfy et al., SYNTHESIS AND REACTIONS OF (2-METHYLQUINAZOL-4-OXY)ACETIC ACID HYDRAZIDE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(6), 1995, pp. 537-539
(2-Methylquinazol-4-oxy) acetic acid hydrazide (3) reacts with appropr
iate aldehydes and ketone to give the corresponding hydrazone derivati
ves (4a-c and 6) which are subsequently cyclised to 4-thiazolidinone (
5a-c) and pyrazole derivatives (7), respectively. Also, the cyclisatio
n of the hydrazide 3 with acetonylacetone yield pyrrole derivative 8.
Reaction of 3 with phenyl isothiocyanate and/or phenyl isocyanate in d
ifferent solvents produced S-triazole (9), thiosemicarbazide and semic
arbazide derivatives (10a,b), respectively. Compounds 10a,b are suscep
tible to ring-closure on treatment with phenacyl bromide leading to th
iazole and oxazole derivatives (11a,b).