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Open AccessShort Note

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

Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, No. 5 Jalan Universiti, Bandar Sunway 47500, Selangor Darul Ehsan, Malaysia
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Molbank 2019, 2019(1), M1052; https://doi.org/10.3390/M1052
Received: 20 February 2019 / Revised: 5 March 2019 / Accepted: 8 March 2019 / Published: 11 March 2019
(This article belongs to the Section Structure Determination)
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. View Full-Text
Keywords: thiourea; hydrogen bonding; X-ray crystallography thiourea; hydrogen bonding; X-ray crystallography
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MDPI and ACS Style

Yeo, C.I.; Tiekink, E.R.T. 1-[N-Methyl-N-(Phenyl)amino]-3-(4-Methylphenyl)Thiourea. Molbank 2019, 2019, M1052.

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