119044-83-6Relevant academic research and scientific papers
CYCLIZATION OF NITRILES. XXXIII. SYNTHESIS AND STRUCTURE OF 4-ARYL-2,6-DIAMINO-3,5-DICYANOTHIOPYRANS AND THEIR RECYCLIZATION TO 6-AMINO-4-ARYL-3,5-DICYANO-2(1H)-PYRIDINETHIONES
Sharanin, Yu. A.,Shestopalov, A. M.,Nesterov, V. N.,Melenchuk, S. N.,Promonenkov, V. K.,et al.
, p. 1189 - 1196 (2007/10/02)
Like the three-component condensation of aromatic aldehydes, malononitrile, and cyanothioacetamide, the reaction of arylidenemalononitriles with cyanothioacetamide and of arylidenecyanothioacetamides with malononitrile leads to the formation of 4-aryl-2,6-diamino-3,5-dicyano-4H-thiopyrans.It was established by x-ray crystallographic investigation that the 4H-thiopyran ring in the obtained compounds has the boat conformation.Under the influence of bases the 4H-thiopyrans readily undergo recyclization to 6-amino-4-aryl-3,5-dicyano-2(1H)-pyridinethiones.
CYCLIZATION OF NITRILES. XXV. SYNTHESIS AND REACTIONS OF CHALCOGEN-CONTAINING 6-AMINO-3,5-DICYANOPYRIDINES
Sharanin, Yu. A.,Shestopalov, A. M.,Litvinin, V. P.,Klokol, G. V.,Mortikov, V. Yu.,Demerkov, A. S.
, p. 771 - 776 (2007/10/02)
Methods were developed for the synthesis of 6-amino-3,5-dicyano-2(1H)-pyridinethiones and the corresponding selenones by the reaction of β-alkoxy- or β-aminomethylenemalonitriles with cyanothio(seleno)acetamides.The salts of pyridine-2-thiolates are alkylated selectively by halogenoalkanes with the formation of 2-alkylthiopyridines, which were used in the synthesis of 3-aminothienopyridines and quaternized thiazolopyridines.
