Search for physiologically active compounds. Part XIII. Synthesis of some 3-amino-4-hydroxy coumarins and coumarino (3:4) oxazoles as analogues of Novobiocin

Abstract

A number of 3-amino-4-hydroxy coumarins substituted in the benzene ring have been synthesised by two methods starting from 4-hydroxy coumarins, one by nitration and reduction, and the other by diazotisation-coupling and reduction. The amino hydroxy coumarins have been converted into the corresponding (3:4) oxazoles by condensation with aromatic aldehydes. The ultraviolet and infrared spectral data as well as their bacteriostatic and fungistatic properties are presented.