(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
Descripción
Sumario: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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