94360-69-7Relevant academic research and scientific papers
Unexpected formation of 4-aryl-3-cyano-6-phenylpyridine-2(1H)-thiones from the reaction of arylmethylenecyanothioacetamides with benzoyl-1,1,1- trifluoroacetone
Dyachenko,Chernega
, p. 1499 - 1506 (2007/10/03)
4-Aryl-3-cyano-6-phenylpyridine-2(1H)-thiones, used in the synthesis of substituted 2-alkylthiopyridines, thieno[2,3-b]pyridines, and 1,4-di(pyridin-2-ylthio)butane, have been synthesized by the condensation of arylmethylenecyanothioacetamides with benzoyl-1,1,1-trifluoroacetone. The reaction path includes the formation of the Michael adduct which undergoes loss of the acyl group. The structure of 3-cyano-2-methylthio-4-(1-naphthyl)-6- phenylpyridine has been studied by X-ray crystallography. 2005 Springer Science+Business Media, Inc.
CYCLIZATION OF NITRILES. IX. SYNTHESES BASED ON 2-ARYL-3-AROYL-1,1-DICYANOPROPANES
Shestopalov, A. M.,Promonenkov, V. K.,Sharanin, Yu. A.,Rodinovskaya, L. A.,Sharanin, S. Yu.
, p. 1382 - 1401 (2007/10/02)
2-Aryl-3-aroyl-1,1-dicyanopropanes and 2-aryl-3-aroyl-1-bromo-1,1-dicyanopropanes were synthesized from chalcones and malononitrile and were converted into 4,6-diaryl-2-bromo-3-cyanopyridines and 3-cyano-2(1H)-pyridinethiones.The 2-aryl-3-aroyl-1-bromo-1,1-dicyanopropanes proved convenient intermediates for the production of the corresponding cyclopropanes and other compounds.By their reaction with urea a new method was developed for the production of substituted 3-cyano-2(1H)-pyridinethiones.The 2-bromo-3-cyanopyridines contain a mobile bromine atom readily exchanged for the various nucleophilic residues of alcohols and amines and for iodide, and cyano and thiocyanato groups.The 3-cyano-2(1H)-pyridinethiones were used in the synthesis of 3-aminothienopyridines through the isolated 2-Z-methylthio-3-cyanopyridines.
