4-(4-Chlorophenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thione
The title compound, 4-(4-chlorophenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thione (1), was synthesized by a hetero-cyclization reaction of 4-chlorophenyl isothiocyanate and formic hydrazide. Compound 1 was characterized by a single-crystal X-ray structure determination as well as 1H and 13C{1H} NMR, IR,...
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| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI
2019
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| Subjects: | |
| Online Access: | http://eprints.sunway.edu.my/998/1/Tiekink%204-4-Chlorophenyl%20molbank-2019-M1047.pdf http://eprints.sunway.edu.my/998/ https://www.mdpi.com/1422-8599/2019/1/M1047 https://doi.org/10.3390/M1047 |
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| Institution: | Sunway University |
| Language: | English |
| Summary: | The title compound, 4-(4-chlorophenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thione (1), was synthesized by a hetero-cyclization reaction of 4-chlorophenyl isothiocyanate and formic hydrazide. Compound 1 was characterized by a single-crystal X-ray structure determination as well as 1H and 13C{1H} NMR, IR, and UV spectroscopy, and microelemental analysis. X-ray crystallography on 1 confirms the molecule exists as the thione tautomer and shows the five-membered ring to be planar and to form a dihedral angle of 82.70(5)° with the appended chlorophenyl ring, indicating an almost orthogonal relationship. In the molecular packing, supramolecular dimers are formed via thioamide-N–H⋯S(thione) hydrogen bonds and these are connected by C=S⋯π(triazolyl) and C-Cl⋯π(triazolyl) interactions, leading to a three-dimensional architecture |
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