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Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate

The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tol­yl)hydrazinecarbothio­amide and ethyl acetoacetate. The mol­ecule assumes an E configuration; the thio­semicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar th...

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Detalles Bibliográficos
Autores principales: Zhang, Yan-Ling, Hou, Xu-Feng, Zhang, Fu-Juan, Yang, Feng-Ling
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009117/
https://www.ncbi.nlm.nih.gov/pubmed/21589138
http://dx.doi.org/10.1107/S160053681004290X
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author Zhang, Yan-Ling
Hou, Xu-Feng
Zhang, Fu-Juan
Yang, Feng-Ling
author_facet Zhang, Yan-Ling
Hou, Xu-Feng
Zhang, Fu-Juan
Yang, Feng-Ling
author_sort Zhang, Yan-Ling
collection PubMed
description The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tol­yl)hydrazinecarbothio­amide and ethyl acetoacetate. The mol­ecule assumes an E configuration; the thio­semicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thio­semicarbazide unit (r.m.s. deviation = 0.0130 Å) is tilted at a dihedral angle of 49.54 (12)° with respect to the benzene ring. Inter­molecular N—H⋯N and N—H⋯S hydrogen bonding stabilizes the crystal structure. The eth­oxy group of the ester unit is disordered over two positions, with a site-occupancy ratio of 0.680 (10):0.320 (10).
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spelling pubmed-30091172010-12-30 Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate Zhang, Yan-Ling Hou, Xu-Feng Zhang, Fu-Juan Yang, Feng-Ling Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tol­yl)hydrazinecarbothio­amide and ethyl acetoacetate. The mol­ecule assumes an E configuration; the thio­semicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thio­semicarbazide unit (r.m.s. deviation = 0.0130 Å) is tilted at a dihedral angle of 49.54 (12)° with respect to the benzene ring. Inter­molecular N—H⋯N and N—H⋯S hydrogen bonding stabilizes the crystal structure. The eth­oxy group of the ester unit is disordered over two positions, with a site-occupancy ratio of 0.680 (10):0.320 (10). International Union of Crystallography 2010-10-30 /pmc/articles/PMC3009117/ /pubmed/21589138 http://dx.doi.org/10.1107/S160053681004290X Text en © Zhang et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Zhang, Yan-Ling
Hou, Xu-Feng
Zhang, Fu-Juan
Yang, Feng-Ling
Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title_full Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title_fullStr Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title_full_unstemmed Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title_short Ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
title_sort ethyl 3-[2-(p-tolyl­carbamothio­yl)hydrazinyl­idene]butano­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009117/
https://www.ncbi.nlm.nih.gov/pubmed/21589138
http://dx.doi.org/10.1107/S160053681004290X
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