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      Permanent link:
      http://www.ias.ac.in/article/fulltext/jcsc/125/03/0607-0613

    • Keywords

       

      Amines; acetyl chloride; brine; sodium acetate; triethyl amine.

    • Abstract

       

      Acetyl chloride is one of the most commonly available and cheap acylating agent but its high reactivity and concomitant instability in water precludes its use to carry out acetylation in aqueous medium. The present methodology illustrates the efficient acetylation of primary amines and amino acids in brine solution by means of acetyl chloride under weakly basic condition in the presence of sodium acetate and/or triethyl amine followed by trituration with aqueous saturated bicarbonate solution. This effort represents the first efficient use of this most reactive but cheap acetylating agent to acetylate amines in excellent yields in aqueous medium. This is a potentially useful green chemical transformation where reaction takes place in environment-friendly brine solution leading to easy work-up and isolation of the amide derivatives. Mechanistic rationale of this methodology is also important.

    • Author Affiliations

       

      Kaushik Basu1 Suchandra Chakraborty2 Achintya Kumar Sarkar2 Chandan Saha3

      1. Department of Chemistry, St. Paul’s Cathedral Mission College, Kolkata 700 009, Indi
      2. Department of Clinical and Experimental Pharmacology, School of Tropical Medicine, Kolkata 700 073, India
      3. Department of Chemistry, Presidency College, Kolkata 700 073, India
    • Dates

       
  • Journal of Chemical Sciences | News

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