257880-47-0Relevant articles and documents
Aminolysis and Hydrolysis of Indolyl Oxazolones
Mandour, A. H.,Shalaby, A. M.,Kassem, E. M.
, p. 251 - 266 (2007/10/03)
The aminolysis of 2-methyl (or phenyl)-4-[(sub-indol-3-yl)methylene]-1,3-oxazol-5(4H)-one with morpholine, N-methylpiperazine [dry dioxane at 0-10 deg C] and with substituted amino acid esters [dry tetrahydrofuran at 0-10 deg C] afforded N-[1-(subamino acid ester)-1-oxo-3-(sub-indol-3-yl)-prop-2-en-2-yl]acetamides (or benzamides). The hydrolysis of 2-phenyl-4-[(1-acetyl-6-nitroindol-3-yl)methylene]-1,3-oxazol-5(4H)-one with aqueous hydrochloric acid gave the corresponding α-hydroxy acid, which condensed with hydroxylamine hydrochloride to give the corresponding oxime which was reduced with zinc in glacial acetic acid to furnish a new amino acid ester.