PHENOXYPHENYL PHENYLTHIOPHENYL AND PHENYLAMINOPHENYL PIPERAZINYLTHIO-UREAS

摘要

Procedure for the preparation of new thioureas of the formula **(See formula)** in which R1 signifies hydrogen, halogen, hydroxyl, nitro, carboxyl, lower alkyl, lower alkoxy, alkoxycarbonyl, lower alkylthio, amino, alkylamino, dialkylamino, acylamino, alkoxycarbonylamino or sulphamoyl; R2 signifies hydrogen, halogen, nitro or lower alkyl, alkoxycarbonyl or carboxyl; R3 signifies hydrogen, halogen, nitro or carboxyl; R4 and R5 each mean lower alkyl or, together, a polymethylonic bridging member of 2 to 6 carbon atoms, in which a methylene group may be replaced by the group (see formula) (where R designates hydrogen, lower alkyl, hydroxyalkyl, phenyl or benzyl); and X means oxygen, sulfur, sulfonyl or the imine group (-NH) -, characterized by reacting an isothiocyanate of formula II **(See formula)** in which R1, R2, R3 and X have the meaning attributed to them in formula I, with an amine of formula III **(See formula)** in which each means lower alkyl or, together, a polymethylene bridge member of 2 to 6 carbon atoms, in which one methylene group may be replaced by the group (see formula) (where R'designates lower alkyl, hydroxyalkyl, phenyl, benzyl or lower alkoxycarbonyl); and, if desired, converting the compounds obtained in which R1 signifies a nitro group, by reduction, and the compounds obtained in which R1 signifies an acylamine or alkoxycarbonylaminic group and/or the compounds in which R1 signifies an alkoxycarbonylamine group, by hydrolysis, in compounds of the formula I in which R1 means the amine group and/or R means hydrogen. (Machine-translation by Google Translate, not legally binding)