(Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate

The title compound, C(15)H(21)NO(2), was obtained by the reaction of acetoacetate with 2,4,6-trimethyl­aniline using Mexican bentonitic clay as a catalyst. It crystallizes in the enamine form. The β-enamino ester residue is almost perpendicular to the aromatic ring [dihedral angle = 88.10 (6)°]. The...

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Detalles Bibliográficos
Autores principales: Amézquita-Valencia, Manuel, Hernández-Ortega, Simón, Suárez-Ortiz, G. Alejandra, Toscano, Rubén Alfredo, Cabrera, Armando
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971173/
https://www.ncbi.nlm.nih.gov/pubmed/21578324
http://dx.doi.org/10.1107/S160053680903949X
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author Amézquita-Valencia, Manuel
Hernández-Ortega, Simón
Suárez-Ortiz, G. Alejandra
Toscano, Rubén Alfredo
Cabrera, Armando
author_facet Amézquita-Valencia, Manuel
Hernández-Ortega, Simón
Suárez-Ortiz, G. Alejandra
Toscano, Rubén Alfredo
Cabrera, Armando
author_sort Amézquita-Valencia, Manuel
collection PubMed
description The title compound, C(15)H(21)NO(2), was obtained by the reaction of acetoacetate with 2,4,6-trimethyl­aniline using Mexican bentonitic clay as a catalyst. It crystallizes in the enamine form. The β-enamino ester residue is almost perpendicular to the aromatic ring [dihedral angle = 88.10 (6)°]. The mol­ecular conformation is stabilized by a strong intra­molecular N—H⋯O hydrogen bond. In addition, the N—H group forms a weak inter­molecular N—H⋯O hydrogen bond linking the mol­ecules into centrosymmetric dimers.
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spelling pubmed-29711732010-12-30 (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate Amézquita-Valencia, Manuel Hernández-Ortega, Simón Suárez-Ortiz, G. Alejandra Toscano, Rubén Alfredo Cabrera, Armando Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(21)NO(2), was obtained by the reaction of acetoacetate with 2,4,6-trimethyl­aniline using Mexican bentonitic clay as a catalyst. It crystallizes in the enamine form. The β-enamino ester residue is almost perpendicular to the aromatic ring [dihedral angle = 88.10 (6)°]. The mol­ecular conformation is stabilized by a strong intra­molecular N—H⋯O hydrogen bond. In addition, the N—H group forms a weak inter­molecular N—H⋯O hydrogen bond linking the mol­ecules into centrosymmetric dimers. International Union of Crystallography 2009-10-17 /pmc/articles/PMC2971173/ /pubmed/21578324 http://dx.doi.org/10.1107/S160053680903949X Text en © Amézquita-Valencia 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
Amézquita-Valencia, Manuel
Hernández-Ortega, Simón
Suárez-Ortiz, G. Alejandra
Toscano, Rubén Alfredo
Cabrera, Armando
(Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title_full (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title_fullStr (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title_full_unstemmed (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title_short (Z)-Ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
title_sort (z)-ethyl 3-(2,4,6-trimethyl­anilino)but-2-enoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971173/
https://www.ncbi.nlm.nih.gov/pubmed/21578324
http://dx.doi.org/10.1107/S160053680903949X
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