Synthesis and characterization of 3-acetoxy-2-methyl-N-(phenyl) benzamide and 3-acetoxy-2-methyl-N-(4-methylphenyl)benzamide

This study treats about two successfully synthesized secondary amide compounds 3-Acetoxy-2-methyl-N-(phenyl)benzamide, I and 3-Acetoxy-2-methyl-N-(4-methylphenyl)benzamide, II. Compounds were characterized by FTIR, H-1 NMR, C-13 NMR and X-ray single crystal diffraction analysis techniques. Single crystal X-ray diffraction analyses show that while I crystallized in the orthorhombic system with space group Pbca, II crystallized in the triclinic system with space group P-1 and the asymmetric unit of II consists of two crystallographically independent molecules. Lattice constants are a = 7.9713 (3) angstrom, b= 9.5059 (3) angstrom, c = 37.1762 (2) angstrom, z = 8 for I and a = 7.5579 (8) angstrom, b = 8.8601 (8) angstrom, c = 23.363 (3) angstrom, alpha = 97.011 (9), beta = 96.932 (9), gamma = 90.051 (8), Z = 4 for II. Crystallographic studies also show that the supramolecular structures were stabilized by intramolecular, intermolecular hydrogen bonds and C-H center dot center dot center dot pi interactions for both compounds. Characteristic amide bonds were observed in IR and NMR spectra. (C) 2017 Published by Elsevier B.V.