Syntheses and X-ray Structure of N-(Benzothiazol-2-yl)-3-chlorobenzamide

Abstract

The reaction of 3-chloro-benzoyl chloride and 2-aminobenzothiazole in the presence of potassium thiocyanate yielded a yellowish solid C15H10ClN3OS2 (1). Reaction of 1 with cobalt chloride yield a yellowish solid C14H11ClN2O2S (2) which gives crystal suitable for X-ray analyses. The compounds were characterized by elemental analyses FTIR spectroscopy and melting point measurement. Compound 2 crystallizes in the triclinic space group Pī with the following parameters: a = 7.0299(2) Å b = 7.0466(2) Å c = 14.5490(2) Å a = 103.844(3)° β = 92.929(2)° g = 107.291(3) V = 662.33(4) Å3 Z= 2 R1 = 0.030 wR2 = 0.034. The asymmetric unit of (2) consists of one molecule in which the 3-chloro phenyl moiety and the benzothiazole-2-yl moiety form a dihedral angle of 6.417(4)°. An intramolecular O—H···O hydrogen bond occurs. In the crystal O—H···N and N—H···O hydrogen bonds link the molecules forming layers parallel to the ac plane.