ON TRIAZOLES .25. THE REACTION OF METHYL (5-AMINO-3-Q-1H-1,2,4-TRIAZOLYL)DITHIOCARBONATES WITH AMINES

Different "functionalised" triazolylthioamides 3 and -thioureas 4 were synthesised. The ring closure of the omega-hydroxyalkylthioamides 3/2-5 led to the corresponding 2-thiazoline 5/2-4 and 5,6-dihydro-H-4-1,3-thiazine 5/5 derivatives, respectively. Unexpectedly, the ring closure of the corresponding 2,2-dimethoxyethyl derivative 3/18 led depending on the reaction conditions to a thiazole derivative 6 or to its 1,2,4-triazolo[3,4-b]-1,3,5-triazepin-5(9H)-thione isomer 7 representing a novel ring system. To corroborate its structure 7 was methylated to the corresponding S-methyl derivative 8. Spectroscopical evidence is given for the structure of derivatives 3-8 obtained.