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Molecules 2011, 16(10), 8244-8256; doi:10.3390/molecules16108244

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

Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt
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Received: 23 August 2011 / Revised: 21 September 2011 / Accepted: 22 September 2011 / Published: 28 September 2011
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Abstract

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, 1H-NMR, 13C-NMR, MS). The antifungal and antibacterial activities of the new products were also evaluated.
Keywords: [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles; diazoles; Schiff’s bases; microwave irradiation and antimicrobial activity [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles; diazoles; Schiff’s bases; microwave irradiation and antimicrobial activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Gomha, S.M.; Riyadh, S.M. 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. Molecules 2011, 16, 8244-8256.

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