94833-81-5

Upstream product

• 3855-24-1 cyclohexane-1,1-dithiol 
• 2826-22-4 4-fluorobenzylidenemalononitrile 
• 7357-70-2 Cyanothioacetamide 
• 117601-22-6 2-(4-fluorobenzylidene)cyclohexanone 
• 111729-74-9 (E)-2-(4-fluoro-phenylmethylene)-cyclohexanone 
• 108-94-1 cyclohexanone 
• 68029-40-3 (E)-2-cyano-3-(4-fluorophenyl)prop-2-enethioamide 
• 688802-13-3 syn-2-(hydroxy(p-fluorophenyl)methyl)cyclohexan-1-one 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 125240-16-6 2,6-diamino-4-(4-fluorophenyl)-4H-thiopyran-3,5-dicarbonitrile 
• 72752-01-3 2-Amino-4-(4-fluoro-phenyl)-1,5-dithia-spiro[5.5]undec-2-ene-3-carbonitrile 
• 97579-25-4 2-cyano-3-(4-fluorophenyl)prop-2-enethioamide 

Downstream Products

• 94833-40-6 3-Amino-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-thieno[2,3-b]quinoline-2-carbonitrile 
• 94833-65-5 3-Amino-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-thieno[2,3-b]quinoline-2-carboxylic acid methyl ester 
• 94833-42-8 [3-Amino-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-thieno[2,3-b]quinolin-2-yl]-(4-bromo-phenyl)-methanone 
• 360567-33-5 4-(4-fluorophenyl)-2-(2-oxo-2H-chromen-3-ylcarbonylmethylsulfanyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile 
• 319491-32-2 2-(4-chlorobenzoylmethylsulfanyl)-4-(4-fluorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile 
• 94833-67-7 [3-Amino-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-thieno[2,3-b]quinolin-2-yl]-phenyl-methanone 
• 94833-66-6 3-Amino-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-thieno[2,3-b]quinoline-2-carboxylic acid ethyl ester 
• 94833-44-0 5-(4-Fluoro-phenyl)-6,7,8,9-tetrahydro-11-thia-2,4,10-triaza-benzo[b]fluoren-1-ylamine 
• 94833-52-0 4-(4-Fluoro-phenyl)-2-(2-oxo-2-phenyl-ethylsulfanyl)-5,6,7,8-tetrahydro-quinoline-3-carbonitrile 
• 94833-51-9 [3-Cyano-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-quinolin-2-ylsulfanyl]-acetic acid ethyl ester 
• 94833-50-8 [3-Cyano-4-(4-fluoro-phenyl)-5,6,7,8-tetrahydro-quinolin-2-ylsulfanyl]-acetic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of 4-alkyl(aryl, hetaryl)-2-thioxo-5,6,7,8-tetrahydroquinoline-3- carbonitriles and their derivatives by cross-recyclization of 4-alkyl(aryl, hetaryl)-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1- yl)-morpholine, alkyl halides, and cyclohexanone

Cross recyclization of 4-substituted 2,6-diamino-4H-thiopyran-3,5- dicarbonitriles with 4-(cyclohex-1-en-1-yl)morpholine, alkyl halides, and cyclohexanone gave the corresponding substituted 2-thioxo-1,2,5,6,7,8- hexahydroquinoline-3-carbonitriles, 2-alkylsulfanyl-5,6,7,8-tetrahydroquinoline- 3-carbonitriles, 3-amino-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2- carboxamides, and 4-oxo-2,2-pentamethylene-1,2,3,4,7,8,9,10- octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinolines. The structure of 3-(4-bromophenyl)-2,2-pentamethylene-11-(2-thienyl)-1,2,3,4,7,8,9,10- octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinoline was proved by X-ray analysis.

CYCLIZATION OF NITRILES. XXXIV. TRANSFORMATION OF 4-ARYL-2,6-DIAMINO-3,5-DICYANO-4H-THIOPYRANS INTO SUBSTITUTED 4-ARYL-3-CYANO-2(1H)-PYRIDINETHIONES AND 2-AMINO-4-ARYL-7,7-DIMETHYL-5-OXO-3-CYANO-5,6,7,8-TETRAHYDRO-4H-BENZOPYRANS

The reaction of 2,6-diamino-3,5-dicyano-4H-thiopyrans with monocarbonyl and acyclic 1,3-dicarbonyl compounds leads to the elimination of malononitrile and the formation of substituted 4-aryl-3-cyano-2(1H)-pyridinethiones.The reaction with 1,3-cycloalkanediones leads to the elimination of cyanothioacetamide and the formation of 2-amino-4-aryl-3-cyano-4H-benzopyrans.

CYCLIZATION OF NITRILES. XXXV. ANNELLATION OF 2-ARYLIDENE-3-OXOQUINUCLIDINES TO 4-ARYL-3-CYANO-5,8-ETHANO-5,6,7,8-TETRAHYDRO-1,5-NAPHTHIRIDINE-2(1H)-THIONES

The reaction of 2-arylidene-3-oxoquinuclidines with cyanothioacetamide in the presence of piperidine leads to the formation of piperidinio-4-aryl-3-cyano-5,8-ethano-1,4,5,6,7,8-hexahydro-1,5-naphthiridine-thiolates.The latter are dehydrogenated in an acidic medium to 4-aryl-3-cyano-5,8-ethano-5,6,7,8-tetrahydro-1,5-naphthiridine-2(1H)-thiones.In contrast, the analogous reaction of 2-arylidenecyclohexanones (ketones which do not contain the amino bridging fragment) takes place with dehydrogenation and leads to the formation of 4-aryl-3-cyano-2(1H)-quinolinethiones.Methods based on the obtained compounds were developed for the synthesis of the new annellated heterocycles thieno1,5-naphthiridine and thiazolo1,5-naphthiridine.

CYCLIZATION OF NITRILES. X. ENAMINO NITRILES OF THE 1,3-DITHIA-4-CYCLOHEXENE SERIES AND THEIR RECYCLIZATION TO DERIVATIVES OF PYRIDINE AND THIAZOLE

The recyclization of 4-amino-6-aryl-5-cyano-2-cyclopentane(cyclohexane)spiro-1,3-dithia-4-cyclohexenes, obtained from gem-dithiols and arylidenemalononitriles, leads to the formation of 4-aryl-5,6-polymethylene-3-cyano-2-(1H)-pyridinethiones.The latter are used in the synthesis of various 3-aminothienopyridines, 4-aryl-3-amino-5,6,7,8-tetrahydrothienoquinolines, and other heterocyclic compounds condensed with quinoline. 1-Cyano-1-(4-aryl-2-thiazolyl)-2-arylethylenes were obtained by the reaction of the 1,3-dithia-4-cyclohexenes with phenacyl bromides.