Issue 22, 1992

2H-benzimidazoles (isobenzimidazoles). Part 7. A new route to triclabendazole [5-chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole] and congeneric benzimidazoles

Abstract

A new synthesis of the selective anthelmintic agent triclabendazole 7 from the readily available 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane 2 by simple steps is described. Analogous benzi-midazoles difficult to prepare by conventional methods are similarly obtained. Triclabendazole can exist as a low-melting metastable solid (m.p. 85–90 °C) convertible by heating or recrystallisation from ethanol into its stable form (m.p. 176–178 °C).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 3129-3134

2H-benzimidazoles (isobenzimidazoles). Part 7. A new route to triclabendazole [5-chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole] and congeneric benzimidazoles

B. Iddon, P. Kutschy, A. G. Robinson, H. Suschitzky, W. Kramer and F. A. Neugebauer, J. Chem. Soc., Perkin Trans. 1, 1992, 3129 DOI: 10.1039/P19920003129

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