Diaminothiadiazoles - Building Blocks for Macroheterocycles

Triazole- and Thiadiazolecontaining Macroheterocycles: Review of Main Achievements for Last Decade

“…All these compounds produced by various methods have different properties due to their geometric characteristics. [22,23] Our research group have synthesized Mcs 5-8 consisting of 3N-alkylated 1,3,4-thiadiazole cycle by the interaction of corresponding 3-alkyl-5-amino-2-imino-1,3,4thiadiazoines 1-4 with 1,1-dimethoxy-3-iminoisoindoline at the 1:3 ratio in boiling methanol (Scheme 1). [24] Triazole-and Thiadiazolecontaining Macroheterocycles The stoichiometry of the reactions of 1,1-dimethoxy-3-iminoisoindoline or 1,3-diiminoisoindoline with N-alkylthiadiazolines is observed only in the presence of a source of proton in the left-hand side of the reaction equation.…”

Precursors for the Synthesis of Macroheterocyclic Compounds. Modeling of the Mechanism for Formation of 2-Amino-5-methyl-1,3,4-thiadiazole by Quantum Chemistry Methods

“…Substances bearing pharmacophore 1,3,4-thiadiazole groups are widely used as active components of various medical drugs such as Diacarb, Methazolamide, Ethazole, Tizanidine exhibiting anti-inflammatory, antimicrobial, antiviral, bronchodilator, antituberculosis and antitumor activities. [1][2][3] Due to different structural modifications, such as amino groups transformation and introduction of substituents into heterocyclic core, 2,5-diamino-1,3,4-thiadiazole and its bi-and polynuclear derivatives are widely applied as precursors in the synthesis of various compounds.…”

“…Among the synthetic methods of the compounds bearing one or several 1,3,4-thiadiazole rings developed so far, [1][2][3][4][5] an oxidative condensation of dithiourea by hydrogen peroxide is the most prevalent. [2,4,5] In order to synthesize binuclear amines consisting of two 1,3,4-thiadiazole residues united by alkyl bridges of various length, a condensation of corresponding dicarboxylic acids dichlorides with thiosemicarbazide in acid medium was used.…”

Synthesis of Tri(4-tritylphenoxy)- and Hexa(4-methylphenoxy)-Substituted Hemihexaphyrazines

“…[27] 4-(4-Tritylphenoxy)phthalonitrile (1) was obtained by the known procedure, [28] 4,5-bis(4-methylphenoxy)phthalonitrile (2) was provided by Prof. I.G. Abramov.…”