Through cyclization of 4-(dichloromethylene)-5-(aminosulfonylimino)imidazolidin-2-ones by formaldehyde action series of 8-(dichloromethylene)-3,4,7,8-tetrahydro-6H-imidazo[5,1 c][1,2,4,6]-thiatriazin-6-one 2,2-dioxides were synthesized. The PMB-deprotection from the 3rd position of created heterocyclic system and further 3N-alkylation were realized. Their structure parameters were discovered by NMR experiments and X-Ray analysis. The separate products (with allyl, carbethoxymethyl, 2-N-Boc-aminoethyl, 2-(N-Boc-N-isopropoxymethylamino)ethyl substituents in position 3) demonstrated high antiproliferative activity.

A number of 5-dichloromethylidene-4-sulfonyliminohydantoins were synthesized by the reaction of 2-amino-3,3-dichloroacrylonitrile (ADAN) with aryl and alkyl isothiocyanates. These products are polyfunctional molecules that are considered as initial materials for the synthesis of bioactive compounds. The method of such derivatives multigram synthesis was optimized; also, the features of purification were described, and the main products of reaction mixture alcoholysis (acyclic carbamates) were identified for the first time. A number of modifications was carried out on the example of 5-dichloromethylidene-4-tosyliminohydantoin, namely: alkylation, hydrolysis of the amino group with subsequent arylation, substitution reaction with S-nucleophile, Suzuki – Miyaura coupling, and reduction of the dichloromethylidene fragment to the methyl group. The anticancer activity of 5-dichloromethylidene-4-tosyliminohydantoin was shown.

Obtained by the interaction of 2-amino-3,3-dichloroacrylonitrile and chlorosulphonyl isocyanate (Z)-(5-(dichloromethylene)-2-oxoimidazolidin-4-ylidene)sulfamoyl chloride reacts easily with excess of the aliphatic amine to form new (Z)-N-(5-(dichloromethylene)-2-oxoimidazolidin-4-ylidene)-N'-substituted sulfonamides. According to the National Cancer Institute (USA) examinations, two of the six synthesized sulfonamides showed a high anticancer activity.