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Formation of 1-(2-aminophenyl)-5-ethoxy-4-methyl-3-phenylpyrazole and 4-methyl-3-phenylpyrazolo-[5,1-b]benzimidazole via an unusual enzotriazole ring opening

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Successive treatment of N-[(1-ethoxy)alken-2-yl]benzotriazoles VII with butyllithium and trimethylsilyl chloride in TH-Fat — 78°C followed by refluxing in acidic acetone generated ring-opened 1-(2-aminophenyl)-5-ethoxy-4-methyl-3 phenylpyrazole VIII and 4-methyl-3 phenylpyrazolo[5, 1-b]benzimidazole IX.

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Authors and Affiliations

  1. Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, 32611-7200, Gainesville, FL

    Alan R. Katritzky, Zuoquan Wang & Hengyuan Lang

  2. Department of Chemistry, University of Canterbury, Christchurch, New Zealand

    Peter J. Steel

Authors
  1. Alan R. Katritzky
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  2. Zuoquan Wang
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  3. Hengyuan Lang
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  4. Peter J. Steel
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Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 775–780, June, 1996. Original article submitted May 14, 1996.

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Katritzky, A.R., Wang, Z., Lang, H. et al. Formation of 1-(2-aminophenyl)-5-ethoxy-4-methyl-3-phenylpyrazole and 4-methyl-3-phenylpyrazolo-[5,1-b]benzimidazole via an unusual enzotriazole ring opening. Chem Heterocycl Compd 32, 666–671 (1996). https://doi.org/10.1007/BF01164865

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  • DOI: https://doi.org/10.1007/BF01164865

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