Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate

The title compound, C(9)H(12)N(4)O(4)S, was proven to be the product of the reaction of methyl 5-amino-1H-pyrazole-3-carboxyl­ate with ethyl isothio­cyanato­carbonate. All non-H atoms of the mol­ecule are planar, the mean deviation from the least squares plane being 0.048 Å. The intra­molecular N—H⋯...

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Autores principales: Huang, Buwen, Kung, Pei-Pei, Rheingold, Arnold L., DiPasquale, Antonio, Yanovsky, Alex
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969634/
https://www.ncbi.nlm.nih.gov/pubmed/21583114
http://dx.doi.org/10.1107/S1600536809016742
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author Huang, Buwen
Kung, Pei-Pei
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_facet Huang, Buwen
Kung, Pei-Pei
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_sort Huang, Buwen
collection PubMed
description The title compound, C(9)H(12)N(4)O(4)S, was proven to be the product of the reaction of methyl 5-amino-1H-pyrazole-3-carboxyl­ate with ethyl isothio­cyanato­carbonate. All non-H atoms of the mol­ecule are planar, the mean deviation from the least squares plane being 0.048 Å. The intra­molecular N—H⋯O bond involving the NH-group, which links the thio­urea and pyrazole fragments, closes a six-membered pseudo-heterocyclic ring, and two more hydrogen bonds (N—H⋯O with the participation of the pyrazole NH group and N—H⋯S involving the second thio­urea NH group) link the mol­ecules into infinite chains running along [1[Image: see text]0].
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spelling pubmed-29696342010-12-30 Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate Huang, Buwen Kung, Pei-Pei Rheingold, Arnold L. DiPasquale, Antonio Yanovsky, Alex Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(9)H(12)N(4)O(4)S, was proven to be the product of the reaction of methyl 5-amino-1H-pyrazole-3-carboxyl­ate with ethyl isothio­cyanato­carbonate. All non-H atoms of the mol­ecule are planar, the mean deviation from the least squares plane being 0.048 Å. The intra­molecular N—H⋯O bond involving the NH-group, which links the thio­urea and pyrazole fragments, closes a six-membered pseudo-heterocyclic ring, and two more hydrogen bonds (N—H⋯O with the participation of the pyrazole NH group and N—H⋯S involving the second thio­urea NH group) link the mol­ecules into infinite chains running along [1[Image: see text]0]. International Union of Crystallography 2009-05-14 /pmc/articles/PMC2969634/ /pubmed/21583114 http://dx.doi.org/10.1107/S1600536809016742 Text en © Huang et al. 2009 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
Huang, Buwen
Kung, Pei-Pei
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title_full Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title_fullStr Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title_full_unstemmed Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title_short Methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1H-pyrazole-5-carboxyl­ate
title_sort methyl 3-[3-(ethoxy­carbon­yl)thio­ureido]-1h-pyrazole-5-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969634/
https://www.ncbi.nlm.nih.gov/pubmed/21583114
http://dx.doi.org/10.1107/S1600536809016742
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AT kungpeipei methyl33ethoxycarbonylthioureido1hpyrazole5carboxylate
AT rheingoldarnoldl methyl33ethoxycarbonylthioureido1hpyrazole5carboxylate
AT dipasqualeantonio methyl33ethoxycarbonylthioureido1hpyrazole5carboxylate
AT yanovskyalex methyl33ethoxycarbonylthioureido1hpyrazole5carboxylate

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