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Here we provide new experimental results on multicomponent reactions of amines with aldehydes and H(2)S in the directed synthesis of functionally-substituted 1,3-thiazetidines, 1,3,5-dithiazinanes, 1,3,5-thiadiazinanes, 1,5-dithia-3,7-diazacyclooctanes, and thioaza macrocycles. X-ray analysis gave insight into the structure of the synthesized compounds. New kinds of multicomponent reactions (MCR) have been discovered and characterized.

Thiomethylation of heteroaromatic amines with formaldehyde-hydrogen sulfide gave linear and cyclic heteroatom compounds: N,N′-[methylenebis(sulfanediylmethylene)]bishetarenamines and 5-hetaryl-1,3,5-dithiazinanes. N,N′-[Methylenebis(sulfanediylmethylene)]bishetarenamines were found to undergo transformation into 5-hetaryl-1,3,5-dithiazinanes by the action of CHO-HS. Transamination of 5-methyl-1 Hpyrazol-3-amine, 6-nitro-1,3-benzothiazol-2-amine, and 5-bromopyridin-2-amine with 5-methyl-1,3,5-dithiazinane selectively afforded the corresponding 5-hetaryl-1,3,5-dithiazinanes. [ABSTRACT FROM AUTHOR]

Sorption properties of the weakly basic complex-forming sorbent bis-1,3,5-dithiazinane-5-yl-ethane with respect to Pd(II), Ag(I), and Hg(II) were studied. The sorbent was prepared from ethylenediamine, formic aldehyde, and HS by a single-reactor procedure. [ABSTRACT FROM AUTHOR]

Thiomethylation of para-toluidine and 4(5)-methyl-2-aminothiazoles was used to synthesize N,N′-dithol-4-yl-1,3,5-thiadiazinane and N,N′-[methylene-bis-(thiomethylene)]-bis-[4(5)-methyl-1,3-thiazole-2-amines]. A fungicidal and fungistatic effect toward some microscopic fungi, plant-disease-producing factor, was revealed for these compounds. [ABSTRACT FROM AUTHOR]

Published data and the authors' own experimental results on the synthesis of nitrogen- and sulfur-containing heterocycles based on the cyclothiomethylation of amines with formaldehyde and H2S are reviewed. Features of the three-component condensation are discussed in relation to the nature and structure of the initial amines and also the reaction conditions. [ABSTRACT FROM AUTHOR]