Bhuiyan M D Mosharef Hossain, Rahman Khandker M D Mizanur, Hossain M D Kamrul, Rahim Abdur, Hossain Mohammed Ismail, Abu Naser Mohammad
Department of Chemistry, University of Chittagong, Chittagong-4331, Bangladesh.
Acta Pharm. 2006 Dec;56(4):441-50.
Reaction of heteroaromatic o-aminonitrile with ethyl N-[bis(methylthio)methylene]amino acetate resulted in annelation of a thieno[3,2-e]imidazo[1,2-c]pyrimidine moiety in a one step process. [1,2,4]Triazolo[4,3-c]thieno- [3,2-e]pyrimidine derivatives were prepared by initial treatment of o-aminonitrile with carbon disulfide, followed by methylation with methyl iodide and subsequent reaction with benzhydrazide and thiosemicarbazide, respectively. Hydrazinothieno[2,3-d]pyrimidine was prepared by cyclization of heteroaromatic o-aminoester with formamide, followed by chlorination and subsequent displacement with hydrazine. Treatment of the hydrazino derivative with acetylacetone, benzaldehyde and acetic anhydride afforded pyrazolylpyrimidine, benzylidenehydrazonopyrimidine and triazolopyrimidine derivatives, respectively. Some of these derivatives exhibited pronounced antimicrobial activity.
杂芳族邻氨基腈与N- [双（甲硫基）亚甲基]氨基乙酸乙酯反应，一步法生成噻吩并[3,2-e]咪唑并[1,2-c]嘧啶部分的稠合。通过邻氨基腈先用二硫化碳处理，然后用碘甲烷甲基化，随后分别与苯甲酰肼和硫代氨基脲反应制备[1,2,4]三唑并[4,3-c]噻吩并[3,2-e]嘧啶衍生物。肼基噻吩并[2,3-d]嘧啶是通过杂芳族邻氨基酯与甲酰胺环化，然后氯化，随后用肼取代制备的。用乙酰丙酮、苯甲醛和乙酸酐处理肼基衍生物，分别得到吡唑基嘧啶、亚苄基肼基嘧啶和三唑基嘧啶衍生物。其中一些衍生物表现出显著的抗菌活性。
