1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea

Yeo, Chien Ing * and Tiekink, Edward R. T. * (2019) 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea. Molbank, 2019 (1). M1052. ISSN 1422-8599

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Official URL: http://doi.org/10.3390/M1052


The title compound, 1-[N-methyl-N-(phenyl)amino]-3-(4-methylphenyl)thiourea (1), was synthesized by the reaction of 1-methyl-1-phenyl hydrazine and 4-tolyl isothiocyanate, and was characterized by spectroscopy (1H and 13C{1H} NMR, IR, and UV), elemental analysis as well as by single crystal X-ray crystallography. In the solid state, the molecule exists as the thioamide tautomer and features an anti-disposition of the thioamide–N–H atoms; an intramolecular N–H· · · N hydrogen bond is noted. The molecular conformation resembles that of the letter L. In the molecular packing, thioamide-N1–H· · · S1(thione) hydrogen bonds lead to centrosymmetric eight-membered {· · · HNCS}2 synthons. The dimers are assembled into a supramolecular layer in the bc-plane by phenyl- and methyl-C–H· · · π(phenyl) interactions.

Item Type: Article
Uncontrolled Keywords: thiourea; hydrogen bonding; X-ray crystallography
Subjects: Q Science > QD Chemistry
Divisions: Sunway University > School of Science and Technology > Research Centre for Crystalline Materials
Depositing User: Dr Janaki Sinnasamy
Related URLs:
Date Deposited: 14 Mar 2019 01:02
Last Modified: 14 Mar 2019 01:02
URI: http://eprints.sunway.edu.my/id/eprint/1003

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