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An expedient and rapid green chemical synthesis of N-chloroacetanilides and amides using acid chlorides under metal-free neutral conditions
Published in Green Chemistry Letters and Reviews, 2018
B. S. Balaji, Neha Dalal
Chloroacetyl chloride (CAC) (26) is an important two carbon bifunctional unit widely used in synthetic chemistry (27). It is used as a protecting group (28) for alcohols and amines. The acid chloride part is used in many acylation reactions with alcohols, amines, (29–32) alkynes (33) and also in Friedel–Crafts reactions (34, 35). Similarly the α-chlorine can be replaced by many nucleophiles (OH─, NH2─, SH─ etc.) through SN2 displacement (36–39). Many chloroacetamides are used as herbicides such as alachlor [15972-60-8], metolachlor [51218-45-2].