Cyanoacetic Esters, Amino Acids, and Pyrazolones

Abstract

Ethyl a-substit~~ted cyanoacetates were used to prepare hydrazides, azides, urethanes, and dl-a-amino-P-phe~~ylbut~ricacid, dl-a-amino-6-o-bromophenos)-valeric acid, and dl-a-amino-6-o,p-dichlorophenoxyvaleric acid. Ethyl mono-and disubstituted cyanoacetates with hydrazine gave hydrazides which were transformed by treatment with sodium hydroxide into 4-a-phenylethyl-, 4-nz-ethylphenoxyethyl-, 4-o- bromophenoxypropyl-, 4-o,p-dichlorophenosypropyl-, 4,4-m-eth>~lphenoxy-ethyl-, and 4,~4-m-methylphenosypropyl-3-amino-5-p)-raolones. The ultraviolet absorption spectra of the pyrazolones were determined in neutral, acid, and alkaline solutions and their structures established.