Some new _N_-thiazolylaminopyrimidine derivatives 3A,B have been synthesized _via_ the reaction of 1-(4,6-dimethylpyrimidin-2-yl)thiourea 2, obtained via sulfidation of cyanamide 1A with phenacyl bromides. Acid hydrolysis of _N_-(pyrimidin-2-yl)cyanamides 1B,C gave the corresponding pyrimidinylurea derivatives 4A,B. Reaction of cyanamide 1B with thieno[2,3-_b_]thiophene derivative 5, at molar ratios (1:1 or 2:1), gave the unexpected thienopyrimidine derivative 6, not the expected _bis_-thienopyrimidine derivative 7. ... Read more

A new series of 4-(alkyl/arylamino)-6-amino-5-cyano-2-cyanoimino-1_H_-pyrimidine was obtained via one-pot three-component reaction of bis(methylthio)methylene malononitrile, primary amines, and cyanoguanidine using sodium ethoxide as basic catalyst. The same new products were prepared by classical route via reaction of (alkyl/arylamino)(methylthio)methylene malononitrile with cyanoguanidine in presence of sodium ethoxide. In absence of amines, bis(methylthio)methylene malononitrile reacts directly with cyanoguanidine in presence of sodium ethoxide ... Read more

A high-yielding synthetic route towards pyrazolyl-[1,2,4]triazole derivatives has been developed via one-pot multicomponent reaction of polyfunctionalized triazoles, DMF-DMA, acetophenone, ethyl cyanoacetate, and/or 3-oxo-3-phenylpropanenitrile in _ortho_-phosphoric acid (85%). In the same manner, a new series of 2-triazolyl-tetrahydro-indazol-4-ones and pyrazolo[3,4-_d_]pyrimidines has been synthesized by reaction of triazoles, DMF-DMA and 1,3-cyclohexanediones and/or barbituric acid, respectively. The same products were prepared a classical manner ... Read more

On the basis of _N_-(pyrimidin-2-yl)cyanamides, a series of heterocyclic compounds of 2-aminopyrimidine derivatives: 2-(pyrimidin-2-ylamino)-4_H_-benzo[e][1,3]thiazin-4-ones, 2-(pyrimidin-2-ylamino)quinazolin-4(3_H_)-ones, _N_-(4-phenylpyrimidin-2-yl)quinazolin-2-amines, _N_-(5-aryl-1_H_-1,2,4-triazol-3-yl)pyrimidin-2-amines and _N_-(4-phenylpyrimidin-2-yl)-1_H_-benzo[d]imidazol-2-amine were produced. Read more

A series of 4-aryl-2-cyanoimino-3,4-dihydro-1_H_-pyrimidines was obtained as a result of a multicomponent Biginelli reaction using 1,3-dicarbonyl compounds, aromatic aldehydes, and cyanamide. Alkylation of the obtained compounds with benzyl chloride takes place at the two nitrogen atoms of the tetrahydropyrimidine ring, while oxidation with manganese dioxide leads to the corresponding 1-(pyrimidin-2-yl)carbamides or pyrimidine-2-amines, depending on the conditions. Read more

The method of synthesis of _N_-(pyrimidin-2-yl)cyanamides (_N_-(4-R-pyrimidin-2-yl), _N_-(5,6,7,8-tetrahydroquinazolin-2-yl)-, _N_-(5-oxo-5,6,7,8-tetrahydroquinazolin-2-yl)-, _N_-(6,7-dihydro-5_H_-cyclopenta[d]pyrimidin-2-yl)-, _N_-(5-acetyl-4-methylpyrimidin-2-yl)-, _N_-(5-R’-6-oxo-1,6-dihydropyrimidin-2-yl)- and _N_-(5-methoxycarbonyl-4-methylpyrimidin-2-yl)cyanamides) based on interaction of 1-R-(3-dimethylamino)propenones, 2-ethoxymethylene or 2-dimethylaminomethylene derivatives of 1,3-dicarbonyl compounds with inexpensive commercially available cyanoguanidine has been designed. Read more