1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea
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 cr...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI
2019
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| Online Access: | http://eprints.sunway.edu.my/1003/ http://eprints.sunway.edu.my/1003/1/Tiekink%201-N-Methyl%20-%20N-molbank-2019-M1052.pdf |
| _version_ | 1848801938766823424 |
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| author | Yeo, Chien Ing * Tiekink, Edward R. T. * |
| author_facet | Yeo, Chien Ing * Tiekink, Edward R. T. * |
| author_sort | Yeo, Chien Ing * |
| building | SU Institutional Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T21:15:25Z |
| format | Article |
| id | sunway-1003 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:15:25Z |
| publishDate | 2019 |
| publisher | MDPI |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-10032020-10-12T07:45:14Z http://eprints.sunway.edu.my/1003/ 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea Yeo, Chien Ing * Tiekink, Edward R. T. * QD Chemistry 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. MDPI 2019-03-11 Article PeerReviewed text en cc_by_nc_4 http://eprints.sunway.edu.my/1003/1/Tiekink%201-N-Methyl%20-%20N-molbank-2019-M1052.pdf 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 http://doi.org/10.3390/M1052 doi:10.3390/M1052 |
| spellingShingle | QD Chemistry Yeo, Chien Ing * Tiekink, Edward R. T. * 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title | 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title_full | 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title_fullStr | 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title_full_unstemmed | 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title_short | 1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea |
| title_sort | 1-[n-methyl-n-(phenyl)amino]-3- (4-methylphenyl)thiourea |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/1003/ http://eprints.sunway.edu.my/1003/ http://eprints.sunway.edu.my/1003/ http://eprints.sunway.edu.my/1003/1/Tiekink%201-N-Methyl%20-%20N-molbank-2019-M1052.pdf |