Reaction of 3H-oxazolo[4,5-b]pyridine-2-thione with amines

Primary amines and diethylamine react with oxazolo4,5-b]pyridine thione to form N-(3-hydroxy-2-pyridyl)thioureas whereas cyclic secondary amines and aniline form 2-aminooxazolo4,5-b]pyridines. Exchange of the benzene ring in benzoxazolinethione for pyridine causes the properties of the resultant oxazolopyridine-2-thione to resemble those of 5- and 6-nitrobenzoxazolinethiones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1129–1130, August, 1987.