Crystal structure and Hirshfeld surface analysis of N-[(2-hydroxynaphthalen-1-yl)(3-methylphenyl)methyl]acetamide

The title compound, C20H19NO2, is of interest as a precursor to biologically active substituted quinolines and related compounds. This compound crystallizes with two independent molecules (A and B) in the asymmetric unit. The dihedral angles between mean planes of the methylphenyl ring and the naphthalene ring system are 78.32 (6) and 84.70 (6)° in molecules A and B, respectively. In the crystal, the antiferroelectric packing of molecules A and B is of an ABBAABB type along the b-axis direction. The crystal structure features N—H...O, O—H...O and weak C—H...O hydrogen bonds, which link the molecules into infinite chains propagating along the b-axis direction

New One Pot and Efficient Four-Components Reaction for Synthesis of 2,3-Dihydrothiophene Carbamate Derivatives

International audienceA new series of 2,3-dihydrothiophenes bearing ethyl carbamate moiety (4 a-4 l) was designed and synthesized through a facile synthetic route involving domino ring-opening/recyclization reaction of 1,3-thiazolidinedione. The synthesis was achieved via a novel one-pot four-component reaction of aromatic aldehydes, malononitrile and 1,3-thiazolidinedione, using 4-dimethylaminopyridine as base catalyst under ethanol reflux. The molecular structures of the synthesized compounds were elucidated by usual spectroscopic techniques such as FT-IR, H-1 NMR, C-13 NMR and HRMS methods. X-ray diffraction was used to confirm the structures of compounds 4 d and 4 j. Readily available starting materials, atom-efficient routes employing more mild reaction conditions and environmentally benign are the attracting features of this current protocol