Synthesis and Antimicrobial Activity of Polyfunctionally Substituted Heterocyclic Compounds Derived from 5-Cinnamoylamino-2-Cyanomethyl-1,3,4-Thiadiazole

被引:11
作者
Mahmoud, Mahmoud R. [1 ]
El-Shahawi, Manal M. [1 ]
Abu El-Azm, Fatma S. [1 ]
Abdeen, Mohamed [1 ]
机构
[1] Ain Shams Univ, Dept Chem, Fac Sci, Cairo 11566, Egypt
关键词
1,3,4-THIADIAZOLE DERIVATIVES; ANTIFUNGAL ACTIVITY; ACID HYDRAZIDE; IN-VITRO; INHIBITORS; BEARING; AGENTS; MOIETY;
D O I
10.1002/jhet.2824
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cinnamoyl isothiocyanate 1 was reacted with 2-cyanoethanoic acid hydrazide 2 to afford 1-cyanoacetyl-4-substituted thiosemicarbazide 3, which on treatment with a mixture of glacial acetic acid and acetic anhydride gave the desired 5-cinnamoylamino-2-cyanomethyl-1,3,4-thiadiazole 4. Compound 4 was subjected to react with aromatic aldehydes, phenylisothiocyanate, carbon disulphide, and arylidene malononitrile to give coumarin 5, thiazolidines 8,9, and 1,3,4-thiadiazolo[3,2-a]pyridine 13 derivatives. The structures of all synthesized compounds were ascertained by spectral and analytical data. Antimicrobial activity of some of prepared compounds was investigated, and compounds 7, 8 were found to exhibit the highest strength.
引用
收藏
页码:2352 / 2359
页数:8
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