Mononuclear heterocyclic rearrangements involving a sulphur atom: conversion of 1,2,4-oxadiazoles into 1,2,4-thiadiazoles
Abstract
3-Amino-5R-1,2,4-oxadiazoles (IIIa—b) react at 120–130°C with phenyl isothiocyanate to give 3-acyl-amino-5-anilino-1,2,4-thiadiazoles (Va–b) presumably through a thermally induced rearrangement of the intermediates, N-(5R-1,2,4-oxadiazol-3-yl)-N′-phenylthioureas (IVa–b).