Abstract

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.

摘要

从3-（1,3-二苯基-1 H-吡唑-4-基）-2-（4-oxo-4 H-苯并[ d]开始合成了一系列带有1,3-二苯基吡唑核的喹唑啉衍生物通过与一些氮亲核试剂反应生成] [1,3]恶嗪-2基）丙烯腈（4）。根据反应条件，4的肼解作用提供了联喹唑啉和二杂噻嗪衍生物。值得注意的是，苯并咪唑衍生物是通过在不同反应条件下用2-氨基苯胺处理而获得的。检查4个反应与肼基碳硫代酰胺和肼基碳硫代肼一起提供了硫代氨基脲，三氮杂萘并喹唑啉和巯基噻嗪衍生物。所述抗氧化剂的筛选公开了这些化合物的一些如3，5，11，12，和13显示出显著效力。