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Novel Synthesis of 5-Substituted-3-phenylindole-2-(1,2,4-triazole) Derivatives

Sharma, Veeresha PM and Purohit, MG (2008) Novel Synthesis of 5-Substituted-3-phenylindole-2-(1,2,4-triazole) Derivatives. In: Synthetic Communications, 38 (9). pp. 1381-1388.

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Various substituted 3-phenylindole 2-carboxylates (1a-c) were prepared according to the literature methods. These carboxylates (1a-c) on reaction with thiosemicarbazide yielded 5-substituted-3-phenylindol-2-(1,2,4-triazole-3-thione) (2a-c) on refluxing in pyridine for 8 h. The 5-substituted-3-phenylindole-2-[1,2,4-triazolo-3-thioacetic acid] (3a-c) were prepared from 5-substituted-3-phenyl indole-2-[1,2,4-triazole-3-thione] (2a-c) on reaction with an appropriate alkylating agent and sodium acetate in acetic acid. Further, (3a-c) were reacted with acetic anhydride to bring about a cyclocondensation reaction to yield 5-substituted-3-phenylindol-2-thiazolo(2,3-b)-triazole (4a-c). The 5-substituted-3-phenylindole-2-[1,2,4-triazolo-3-acetic acid] (3a-c) were reacted with o-phenylenediamino dihydrochloride in ethylene glycol to yield 5-substituted-3-phenylindole-1,2,4-triazolo-3'-yl-thiomethyl)benzimidazoles (5a-c).

Item Type: Journal Article
Publication: Synthetic Communications
Publisher: Taylor & Francis
Additional Information: Copyright of this article belongs to Taylor & Francis.
Keywords: 3-Phenylindole-2-carboxylates;thiosemicarbazides;alkylating agents;cyclocondensation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 May 2008
Last Modified: 27 Aug 2008 13:21
URI: http://eprints.iisc.ac.in/id/eprint/13875

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