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  • Chem Sci Trans., 2012, 1(2),  pp 329-334  

    DOI:10.7598/cst2012.213

    Research Article

    2,4,4,6-Tetrabromocyclohex-2,5-dien-1-one: An Excellent Reagent for Dibromination of Methyl at C-6 in Biginelli Compounds

  • SUDHIR C PAL*, GOPAL C PATRA, SANKAR C BHUNIA and MONOJ K ROY
  • Chemistry Department, Midnapore College, Midnapore, W.B., India
  • Abstract

    Biginelli compounds (ethyl 4-substituted-2-oxo-1,2,3,4-tetrahydropyrimidine-6-carboxylates) prepared from cyclodehydration of ethyl acetoacetate, urea and aromatic (or aliphatic) aldehydes have been subjected to bromination using (i) Br2/CHCl3 (ii) Br2/AcOH and (iii) 2,4,4,6-tetrabromocyclohex-2-en-1-one (TBCO) separately. The last one viz., TBCO is found to be the best reagent in preparing the 6-dibromethyl derivative in terms of yield and green context.

    Keywords

    2,4,4,6-Tetrabromocyclohex-2-en-1-one, Biginelli compounds, Dibromination, Bromine

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