SYNTHESIS AND REACTIONS OF (2-METHYLQUINAZOL-4-OXY)ACETIC ACID HYDRAZIDE

Citation
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
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
34
Issue
6
Year of publication
1995
Pages
537 - 539
Database
ISI
SICI code
0376-4699(1995)34:6<537:SARO(A>2.0.ZU;2-W
Abstract
(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).