Novel Synthesis of 5-Substituted-3-phenylindole-2-(1,2,4-triazole) Derivatives
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-phenyl...
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Published in | Synthetic communications Vol. 38; no. 9; pp. 1381 - 1388 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
PHILADELPHIA
Taylor & Francis
01.01.2008
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Subjects | |
Online Access | Get full text |
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Summary: | 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). |
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ISSN: | 0039-7911 1532-2432 |
DOI: | 10.1080/00397910801914160 |