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Acta Crystallogr Sect E Struct Rep Online. 2008 May 10;64(Pt 6):o1051. doi: 10.1107/S160053680800891X.

(Z)-Methyl 3-(4-ethoxy-anilino)but-2-enoate.

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School of Chemical and Materials Engineering, Jiangnan University, 1800 Lihu Road, Wuxi 214122, Jiangsu, People's Republic of China.


The title compound, C(13)H(17)NO(3), was synthesized from methyl 3-oxobutanoate and 4-ethoxy-benzenamine using a catalytic amount of InBr(3) under solvent-free conditions. The 3-amino-but-2-enoic acid methyl ester group is planar and forms a dihedral angle of 83.4 (1)° with the benzene ring. The eth-oxy group is slightly twisted away from the benzene ring [dihedral angle = 13.8 (1)°]. An intra-molecular N-H⋯O hydrogen bond generating an S(6) ring is observed. Mol-ecules are linked into a chain along the b axis by inter-molecular C-H⋯O hydrogen bonding.

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