Synthesis of new derivatives of bis-3(4-R-delta2-1,2,4-triazolin-5-one).

In the reaction of oxalic acid hydrazide with isocyanates, new derivatives of semicarbazide were obtained [I-XII]. Cyclization of these derivatives with an aqueous 2% sodium hydroxide led to formation of new derivatives of delta2-1,2,4-triazolin-5-one [XIII-XXIV].

Synthesis of new derivatives of 3-benzyl-4-R-delta 2-1,2,4-triazolin-5-one and 3,3'-methylidyne bis(4-R-1,2,4-delta 2-triazolin-5-one).

In the reaction of phenylacetic acid hydrazide or malonic acid hydrazide with isocyanates, new derivatives of semicarbazide were obtained [I-VIII]. Cyclization of these derivatives with a aqueous 2% sodium hydroxide led to the formation of new derivatives of delta 2-1,2,4-triazolin-5-one [IX-XVI]. Some of them were investigated pharmacologically on the central nervous system in mice.

Studies on the products of conversion of 4-ethoxycarbonylmethyl-1,2,4-triazoline-5-thione. VII. Synthesis of 4-beta-acetylaminoethyl derivatives of 1,2,4-triazoline-5-thione.

In the reaction of 4-ethoxycarbonylmethyl-1,2,4-triazoline-5-thione derivatives (Ia,b) with the primary amines the corresponding amides (IIa,b-IVa,b) have been formed. These amides were then undergone to reduction with LiAlH4 leading to the formation of corresponding amines (Va,b-VIIa,b). Then by means of the reaction with acetic anhydride these amines were transformed into corresponding acetylamine derivatives of 1,2,4-triazoline-5-thione (VIIIa,b-Xa,b).