期刊
SYNTHETIC COMMUNICATIONS
卷 51, 期 8, 页码 1272-1283出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2021.1879152
关键词
Antioxidant; benzimidazole; benzoxazinone; biquinazoline; propenylamide
A new series of quinazoline derivatives with a 1,3-diphenylpyrazole core were synthesized and some of these compounds showed significant antioxidant activity.
A new series of quinazoline derivatives bearing a 1,3-diphenylpyrazole core was synthesized starting from 3-(1,3-diphenyl-1H-pyrazol-4-yl)-2-(4-oxo-4H-benzo[d][1,3]oxazin-2yl)propenonitrile (4) through reactions with some nitrogen nucleophiles. Hydrazinolysis of 4 furnished the biquinazoline and diheterylazine derivatives depending on the reaction conditions. Noteworthy, the benzimidazole derivatives were obtained via treatment with 2-aminoaniline under different reaction conditions. Inspect of the reactions of 4 with hydrazinecarbothioamide and hydrazinecarbothiohydrazide provided thiosemicarbazide, triazepinoquinazoline, and mercaptotetrazine derivatives. The antioxidant screening disclosed that some of these compounds such as 3, 5, 11, 12, and 13 exhibited significant potency.
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