Synthesis of N-substituted 2,4-diaminothiazoles and their salts

Article abstract of DOI:10.3987/com-96-7672

A series of N(2),N(4)-substituted 2,4-diaminothiazoles (22) and their corresponding mineral acid salts (22-HX) and (22-2HX) have been prepared by the reaction of POCl₃ with N-substituted S-(dialkylaminocarbonylmethylene)-isothiouronium salts (20) available from corresponding substituted thioureas (18) and N,N-disubstituted chloroacetamides (19) or by the reaction of primary or secondary amines (25) in excess with N(2)-unsubstituted or N(2)-disubstituted 2-amino-4-thiazolinimine hydrochlorides (24) available by the reaction of corresponding N-substituted thioureas (18) with chloroacetonitrile (23).