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?? …

R Shabana, JB Rasmussen…

Index: Shabana, R.; Rasmussen, J. B.; Lawesson, S.-O. Bulletin des Societes Chimiques Belges, 1981 , vol. 90, # 1 p. 75 - 82

Full Text: HTML

Citation Number: 21

Abstract

Abstract 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 conditions (solvent, reaction time, and temperature). Also the sodium salt of 1 was reacted with methyl iodide and gave both C-and N-methylated products. Compound 1 reacted with acyl ...