ARTICLE TITLE: Synthesis of 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone

ARTICLE AUTHOR: Ucar-H; Vanderpoorten-K; Kanyonyo-M; Isa-M; Lambert-D; Lesieur-D; Poupaert-JH

REPRINT AUTHOR: Ucar, H; UNIV CATHOLIQUE LOUVAIN; ECOLE PHARM, UNITE CHIM PHARMACEUT AND RADIOPHARM, AVE EMMANUEL MOUNIER 73; B-1200 BRUSSELS; BELGIUM

SOURCE: BULLETIN-DES-SOCIETES-CHIMIQUES-BELGES. DEC 1996; 105 (12) : 773-776

ABSTRACT:

This paper reports and compares different methods to synthesize 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone by Fridel-Crafts acylation of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone. The best method found consisted of the transposition of the N-benzoyl derivative fa the target compound, a process taking place at 160 degrees C and catalyzed by AlCl3. In these conditions, 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone were obtained in 80 and 85 % yield, respectively.