(Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate

The title compound, C(13)H(17)NO(3), was synthesized from methyl 3-oxobutanoate and 4-ethoxy­benzenamine using a catalytic amount of InBr(3) under solvent-free conditions. The 3-amino­but-2-enoic acid methyl ester group is planar and forms a dihedral angle of 83.4 (1)° with the benzene ring. The eth...

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Detalles Bibliográficos
Autores principales: Zhang, Li-Ping, Ni, Cai-Hua, Li, Zhi-Yong, Zhang, Wei
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961375/
https://www.ncbi.nlm.nih.gov/pubmed/21202570
http://dx.doi.org/10.1107/S160053680800891X
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author Zhang, Li-Ping
Ni, Cai-Hua
Li, Zhi-Yong
Zhang, Wei
author_facet Zhang, Li-Ping
Ni, Cai-Hua
Li, Zhi-Yong
Zhang, Wei
author_sort Zhang, Li-Ping
collection PubMed
description The title compound, C(13)H(17)NO(3), was synthesized from methyl 3-oxobutanoate and 4-ethoxy­benzenamine using a catalytic amount of InBr(3) under solvent-free conditions. The 3-amino­but-2-enoic acid methyl ester group is planar and forms a dihedral angle of 83.4 (1)° with the benzene ring. The eth­oxy group is slightly twisted away from the benzene ring [dihedral angle = 13.8 (1)°]. An intra­molecular N—H⋯O hydrogen bond generating an S(6) ring is observed. Mol­ecules are linked into a chain along the b axis by inter­molecular C—H⋯O hydrogen bonding.
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spelling pubmed-29613752010-12-30 (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate Zhang, Li-Ping Ni, Cai-Hua Li, Zhi-Yong Zhang, Wei Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(17)NO(3), was synthesized from methyl 3-oxobutanoate and 4-ethoxy­benzenamine using a catalytic amount of InBr(3) under solvent-free conditions. The 3-amino­but-2-enoic acid methyl ester group is planar and forms a dihedral angle of 83.4 (1)° with the benzene ring. The eth­oxy group is slightly twisted away from the benzene ring [dihedral angle = 13.8 (1)°]. An intra­molecular N—H⋯O hydrogen bond generating an S(6) ring is observed. Mol­ecules are linked into a chain along the b axis by inter­molecular C—H⋯O hydrogen bonding. International Union of Crystallography 2008-05-10 /pmc/articles/PMC2961375/ /pubmed/21202570 http://dx.doi.org/10.1107/S160053680800891X Text en © Zhang et al. 2008 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, Li-Ping
Ni, Cai-Hua
Li, Zhi-Yong
Zhang, Wei
(Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title_full (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title_fullStr (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title_full_unstemmed (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title_short (Z)-Methyl 3-(4-ethoxy­anilino)but-2-enoate
title_sort (z)-methyl 3-(4-ethoxy­anilino)but-2-enoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961375/
https://www.ncbi.nlm.nih.gov/pubmed/21202570
http://dx.doi.org/10.1107/S160053680800891X
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AT nicaihua zmethyl34ethoxyanilinobut2enoate
AT lizhiyong zmethyl34ethoxyanilinobut2enoate
AT zhangwei zmethyl34ethoxyanilinobut2enoate

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