Synthesis under Microwave Irradiation of [1,2,4]Triazolo[3,4-b] [1,3,4] thiadiazoles and Other Diazoles Bearing Indole Moieties and Their Antimicrobial Evaluation

被引:92
作者
Gomha, Sobhi M. [1 ]
Riyadh, Sayed M. [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles; diazoles; Schiff's bases; microwave irradiation and antimicrobial activity; PHARMACOLOGICAL EVALUATION; DERIVATIVES;
D O I
10.3390/molecules16108244
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Microwave-assisted synthesis of some novel compounds, namely, 3-(2-methyl-1H- indol-3-yl)-6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 5a,b was accomplished via bromination of 2-methyl-3-[4-(arylideneamino)-5-mercapto-4H-[1,2,4]triazol-3-yl]-1H-indoles 3a,b. Also, new [1,3,4]thiadiazoles 12a,b, [1,2,4]triazoles 15a,b and [1,3,4]oxadiazoles 19a,b, with indole moieties, were prepared by cyclization of 1-[(2-methyl-1H-indole)-3-carbonyl]thiosemicarbazides 8a,b under microwave irradiation using different reaction conditions. Moreover, reaction of acid hydrazide 7 with ethyl 2-(N-phenylhydrazono)-3-oxobutanoate (20) gave the respective phenylhydrazonopyrazole derivative 21 under the reaction conditions employed. The structures of the synthesized compounds were assigned based on elemental analyses and spectral data (IR, (1)H-NMR, (13)C-NMR, MS). The antifungal and antibacterial activities of the new products were also evaluated.
引用
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页码:8244 / 8256
页数:13
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