Synthesis, antimicrobial and antiaflatoxigenic activities of some Benzofuran containing 1,2,4-Triazole, 1,3,4-Thiadiazole and oxadiazole derivatives

Mandour, A.H.; Fawzy, N.M.; El-Shihi, T.H.; El-Bazza, Z.E.

Synthesis, antimicrobial and antiaflatoxigenic activities of some Benzofuran containing 1,2,4-Triazole, 1,3,4-Thiadiazole and oxadiazole derivatives

1995

Mandour, A.H. | Fawzy, N.M. | El-Shihi, T.H. | El-Bazza, Z.E. (National Research Centre, Cairo (Egypt))

Alkaline hydrolysis of 9-methoxypsoralene-4-sulfonamide derivatives (Ia-d) using potassium hydroxide and dimethyl sulfate, afforded 3-propenoic acid derivative (IIa-d) which in turn were converted to 3-propenoic acid chloride (IIIa-d) by the action of thionyl chloride in boiling toluene. Condensation of the latter compounds with thiosemicarbazide gave the corresponding carbonyl thiosemicarbazide derivatives (IVa-d). Cyclization of the latter compounds using boiling 5% sodium hydroxide solution gave 5-mercapto-1,2,4-triazolyl-3 derivatives (Va-d), using O-phosphoric acid gave 5-amino-1,3, 4-thiadiazolyl-3-derivatives (VIa-d) and using DCC gave 5-amino-1,3, 4-oxadiazolyl -2-derivatives (VIIa-d), respectively. Also, the antimicrobial and antiaflatoxigenic activities of compounds (Va-d), (VIa-d) and (VIIa-d) were investigated.

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