Synthesis, Characterisation and In Vitro Biological Evaluation of Novel 3-Chloro-1-(5-ethyl-[1,3,4] thiadiazole-2-yl)-4-phenyl-azetidin-2-one Derivatives

Sunil Makwane, S. Srivastava, R. Dua, S. Srivastava
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Abstract

The 1,3,4-thiadiazole molecules are interesting significance in the field of health pharmaceutics and agriculture. Derivatives of 2-amino-5-ethyl-1,3,4-thiadiazole obtained by cyclization from chloroacetyl chloride in the presence of triethyl amine. Schiff base of 2-amino-5ethyl-1,3,4-thiadiazole on reaction with aromatic aldehydes afforded compound (1). This compound on further reaction with chloroacetyl chloride in the presence of Et3N yielded 3-chloro-1-(5-ethyl[1,3,4]thiadiazole-2-yl)-4methyl-azetidin-2-ones (2). Antibacterial and antifungal activities were performed on Bacillus subtilis, Escherichia coli and S tyhpi bacteria and Aspergillus niger, Aspergillus flavus and Fusarium oxisporium fungi respectively. Structures of all the synthesized compounds were confirmed using IR, H NMR and C NMR and MS spectroscopy.
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新型3-氯-1-(5-乙基-[1,3,4]噻二唑-2-基)-4-苯基-叠氮丁-2- 1衍生物的合成、表征及体外生物学评价
1,3,4-噻二唑类分子在保健医药和农业领域具有重要意义。氯乙酰氯在三乙胺存在下环化得到2-氨基-5-乙基-1,3,4-噻二唑衍生物。2-氨基-5 -乙基-1,3,4-噻二唑的席夫碱与芳香醛反应得到化合物(1)。该化合物在Et3N存在下与氯乙酰氯进一步反应得到3-氯-1-(5-乙基[1,3,4]噻二唑-2-基)-4甲基-氮杂丁-2-酮(2)。分别对枯草芽孢杆菌、大肠杆菌和伤寒杆菌以及黑曲霉、黄曲霉和氧化孢镰刀菌进行了抑菌和抑菌活性研究。所有合成化合物的结构均通过红外、核磁共振、核磁共振和质谱进行了确证。
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