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Paper | Regular issue | Vol 63, No. 5, 2004, pp.1057-1065
Published online, 5th March, 2004
DOI: 10.3987/COM-04-10003
KF-Alumina Immobilized in Ionic Liquids: A Novel Heterogeneous Base for Heterocyclization of Alkylsulfanylphenylamines into 1,4-Benzothiazine

Bhupender S. Chhikara, Anil K. Mishra, and Vibha Tandon*

*Dr. B. R. Ambedkar Center for Biomedical Research, University of Delhi, Delhi-110 007, India

Abstract

A rapid and convenient synthetic methodology for the cyclocondensative transformation of various alkylsulfanylphenylamines with bromoacetyl bromide by supporting on KF-alumina in ionic liquids [bmim][Br] and [bmim][BF4] has been developed to obtain 3-oxo-1,4-benzothiazine in good yields. The product is easily obtained by extraction with ethyl acetate and concentrating under vacuum. Easy recovery of ionic liquid and use in consecutive reactions is also reported.