M. Ghorab, S. G. Abdel-hamide, M. Zeid
May 1, 1996
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Influential Citations
16
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Journal
Phosphorus Sulfur and Silicon and The Related Elements
Abstract
Abstract The synthesis of 2-methyl-3-(4′-acetylphenyl)-quinazol-4-one II was accomplished by the condensation of the benzoxazine I with 4-aminoacetophenone. The semicarbazone III was obtained from II by refluxing with an equimolar amount of semicarbazide hydrochloride in ethanol. The latter compound was then subjected to oxidative cyclization either by thionyl chloride or selenium dioxide to give thiadiazole and selena derivatives IV and V, respectively. Compound V was condensed with different aromatic amines to yield the corresponding Schiff's bases VI. The phenylglyoxal derivative VII was prepared by oxidation of II with selenium dioxide. Condensation of VII with thiosemicarbazide in ethanol in the presence of potassium carbonate gave 3-mercapto-1,2,4-triazine derivative VIII. Treatment of II with bromine in acetic acid gave the bromo derivative IX which was reacted with thiourea to give 2-aminothiazole derivative X. Cyanopyridine-2-(1H)-thione derivatives XIVa-h were obtained via the reaction of arylme...