PRODUCTION OF AROMATIC CARBOXYLIC AMIDES

摘要

PROBLEM TO BE SOLVED: To obtain the subject compound in high yield and purity by reacting an aromatic carboxylic acid halide with secondary amines having a bulky substituent group in the presence of a carbonate in two phases of water with an organic solvent slightly soluble in water. SOLUTION: (A) An aromatic carboxylic acid halide of formula I [X is a halogen; R is a group substitutable on benzene ring and plural Rs together may form a ring; (b) is an integer of 0-2; (a) is an integer of 3-5] is reacted with (B) secondary amines having bulky substituent group of formula II [R1 and R2 are each independently a secondary or tertiary alkyl and R1 and R2 together may form a ring] in the presence of a carbonate (preferably an alkyl metal carbonate) in two phase system of water and an organic solvent slightly soluble in water (preferably acetic acid esters and/or toluene), preferably at <=40 deg.C to provide the objective aromatic carboxylic amides of formula III. The carbonate is preferably used in an amount of 1-3 equivalent based on the component A.