Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
Molecules. 2012 Dec 6;17(12):14464-83. doi: 10.3390/molecules171214464.
The synthesis of 3-methyl-1,4-diphenyl-7-thioxo-4,6,8,9-tetrahydropyrazolo[5,4-b] pyrimidino[5,4-e]pyridine-5-one (6) was achieved by two different one-pot multi-component synthesis (one-pot three-component and one-pot four component synthesis). Mono and dialkylation of 6 under different conditions gave compounds 7-11. The hydrazine 12 produced from reaction of 9 with N₂H₄ was subjected to reactions with some aromatic aldehydes, ethyl acetoacetate, acetyl acetone, ethyl cyanoacetate and triethyl orthoformate to give 13-17, respectively. Compound 12 upon reaction with CS₂, nitrous acid, benzoin, chloroacetone and phenacyl bromide gave 18,20,21,22. Alkylation of 18 with ethyl iodide, ethyl chloroacetate and phenacyl bromide gave 19a-c. The antibacterial and antifungal activities of selected derivatives were evaluated.
3-甲基-1,4-二苯基-7-硫代-4,6,8,9-四氢吡唑并[5,4-b]嘧啶并[5,4-e]吡啶-5-酮（6）的合成都采用了两种不同的一锅多组分合成方法（一锅三组分和一锅四组分合成）。6 在不同条件下的单烷基化和二烷基化得到了化合物 7-11。9 与 N₂H₄ 反应生成的腙 12 分别与一些芳香醛、乙酰乙酸乙酯、乙酰丙酮、氰基乙酸乙酯和原甲酸三乙酯反应，得到了 13-17。化合物 12 与 CS₂、亚硝酰酸、安息香、氯丙酮和苯甲酰溴反应得到 18、20、21、22。18 与碘化乙基、氯代乙酸乙酯和苯甲酰溴的烷基化得到了 19a-c。对选定衍生物的抗菌和抗真菌活性进行了评估。
