75590-29-3Relevant academic research and scientific papers
ENAMINE CHEMISTRY, PART XXI. N- AND/OR C-SUBSTITUTION (ALKYLATION, ACYLATION) OF ETHYL 3-AMINO-2-BUTENOATE. THE PREPARATION OF 2-SUBSTITUTED 4-METHYL-1,3-THIAZINE-6-THIONES
Shabana, R.,Rasmussen, J. B.,Lawesson, S.-O.
, p. 75 - 82 (2007/10/02)
Alkylation of ethyl 3-amino-2-butenoate, 1, with methyl iodide, ethyl iodide, and benzyl bromide gave both C- and N-alkylated products (contrary to earlier findings) the ratio of which was determined by GLC.Methylation of 1 was studied under different con
The crystal structure of ethyl-Z-3-amino-2-benzoyl-2-butenoate and measurement of the barrier to E,Z-isomerization
Fallon, Gary D.,Gatehouse, Bryan M.,Pring, Allan,Rae, Ian D.,Weigold, Josephine A.
, p. 1821 - 1828 (2007/10/02)
Ethyl-3-amino-2-benzoyl-2-butenoate crystallizes from pentane as either the E (mp 82-84 deg C) or the Z-isomer (mp 95.5-96.5 deg C).The E isomer is less stable, and changes spontaneously into the Z, which has been identified by X-ray crystallography.The structure is characterised by an N-H/ester CO hydrogen bond and a very long C2-C3 bond (1.39 Angstroem).Nuclear magnetic resonance methods have been used to measure the rate of ZE isomerization at several temperatures, leading to the estimate that the free energy of activation at 268 K is 56+/-8 kJ.
