78564-20-2

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 95639-01-3 2,4,4-Tricyano-3-phenyl-but-3-enethioic acid amide 
• 94360-10-8 2-Bromo-2-[3-(4-fluoro-phenyl)-3-oxo-1-phenyl-propyl]-malononitrile 
• 399-10-0 4'-fluorochalcone 
• 78564-14-4 2-[3-(4-fluorophenyl)-3-oxo-1-phenylpropyl]malononitrile 

Downstream Products

• 94360-68-6 2-[3-Cyano-6-(4-fluoro-phenyl)-4-phenyl-pyridin-2-ylsulfanyl]-acetamide 
• 78564-35-9 3-Amino-6-(4-fluoro-phenyl)-4-phenyl-thieno[2,3-b]pyridine-2-carbonitrile 
• 78615-26-6 2-Cyanomethylsulfanyl-6-(4-fluoro-phenyl)-4-phenyl-nicotinonitrile 
• 78564-39-3 8-amino-4-phenyl-2-(4-fluorophenyl)pyrido<2',3':2,3>thieno<4,5-d>pyrimidine 
• 94360-78-8 ethyl 2-(3-cyano-6-(4-fluorophenyl)-4-phenylpyridin-2-ylthio)acetate 
• 94360-73-3 [3-Cyano-6-(4-fluoro-phenyl)-4-phenyl-pyridin-2-ylsulfanyl]-acetic acid methyl ester 

Relevant academic research and scientific papers

CYCLIZATION OF NITRILES. XVII. METHODS FOR THE PRODUCTION OF 4,6-DIARYL-3-CYANO-2(1H)-PYRIDINETHIONES AND THEIR MASS-SPECTROMETRIC INVESTIGATION

The boundaries of the methods for the synthesis of 2(1H)-pyridinethiones were extended.The reactions of 3-aroyl-2-aryl- and 3-aroyl-2-aryl-1-bromo-1,1-dicyanopropanes with sodium and morpholinium hydrosulfides and thiourea and of arylidenecyanothioacetamides and 3-aryl-2,4,4-tricyano-3-butenethioamides with acetophenone, and 1-(1-piperidino)-1-phenylethylene, and also the reactions of monothiodibenzoylmethane and 1,3-diphenyl-1-(1-piperidino)-1-propene-3-one with cyanothioacetamide, leading to 4,6-diaryl-3-cyano-2(1H)-pyridinethiones, were investigated.The use of substituted cyanothioacetamides seems most promising.Mass-spectrometric investigation of the obtained thiones showed that the main direction in the dissociation of their molecular ions is the elimination of the H, HS., and CS particles with the formation of the thiazepinium and pyridinium ions and the corresponding radical-cation of pyrrole.

CYCLIZATION OF NITRILES. IX. SYNTHESES BASED ON 2-ARYL-3-AROYL-1,1-DICYANOPROPANES

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.

SYNTHESIS AND SOME REACTIONS OF 3-CYANOPYRIDINE-2-THIONES

New method for the synthesis of 3-cyanopyridine-2-thiones by the reaction of δ-keto nitroles with sulfur and by condensation of chalcones or benzylideneacetone with cyanothioacetamide are given.The compounds obtained were used in various reactions for the preparation of alkylated products, disulfides, and condensed heterocycles, viz., thienopyridines and pyridothienopyrimidines.