82843-17-2

Basic information

• Product Name: 5H-Thiopyrano[2,3-b]pyridin-5-one, 6-ethyl-2,3-dihydro-7-hydroxy-2,2-dimethyl-4-[(phenylmethyl)amino]-
• CAS NO: 82843-17-2
• Molecular Formula: C19H22N2O2S
• Molecular Weight: 342.462
• Mol File: 82843-17-2.mol

Chemical Properties

• CAS DataBase Reference: 5H-Thiopyrano[2,3-b]pyridin-5-one, 6-ethyl-2,3-dihydro-7-hydroxy-2,2-dimethyl-4-[(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Thiopyrano[2,3-b]pyridin-5-one, 6-ethyl-2,3-dihydro-7-hydroxy-2,2-dimethyl-4-[(phenylmethyl)amino]-(82843-17-2)
• EPA Substance Registry System: 5H-Thiopyrano[2,3-b]pyridin-5-one, 6-ethyl-2,3-dihydro-7-hydroxy-2,2-dimethyl-4-[(phenylmethyl)amino]-(82843-17-2)

Safety Data

• Hazardous Substances Data: 82843-17-2(Hazardous Substances Data)

Upstream product

• 344552-68-7 4-(2-Diethyaminoethylimino)-2H-thiopyrano<2,3-b>pyridin-5,7-diol 
• 88518-27-8 6-Ethyl-7-methoxy-2,2-dimethyl-4-(2-methylpropylamino)-2H-thiopyrano<2,3-b>pyridin-5(3H)-on 
• 88527-12-2 6-Ethyl-5-hydroxy-7-methoxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on 
• 88518-16-5 6-Ethyl-5,7-dihydroxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on 
• 100-46-9 benzylamine 
• 15781-72-3 bis(2,4,6-trichlorophenyl) ethylmalonate 
• 58913-45-4 4-benzylamino-6,6-dimethyl-5,6-dihydro-1H-pyridine-2-thione 
• 88518-26-7 6-Ethyl-7-methoxy-2,2-dimethyl-4-(2-methylpropylimino)-3,4-dihydro-2H-thiopyrano<2,3-b>pyridin-5-ol 

Relevant articles and documents

Chemistry of 5,7-Dihydroxy-2H-thiopyranopyridine-4(3H)-one

Hydrolysis of the 4-alkyliminothiopyranopyridinedioles (5) and 4-alkylaminothiopyranopyridones (6) resp. with 10 percent NaOH gives 5,7-dihydroxy-2H-thiopyranopyridine-4(3H)-one (7). 7 can be obtained in better yield by reaction of 4-dimethylamino-2(1H)-pyridinethione (8) with bis-trichlorphenylethylmalonate (2).Aminolysis of 7 affords the two isomeric products 5 and 6.On treatment with hydrazines, 7 reacts only to 4-hydrazono-derivatives 5.By heating in bromobenzene 5d is cyclized to 1H-5,1,2,6-thiatriaza-acenaphthylen-7-ol (11).On methylation with methyliodide 5, 6 and 7 furnish the 7-methoxyproducts 13, 14 and 12.By heating in 20 percent NaOH 7 is transformed into the 2-thioxo-3-pyridylmethylketone 16A and its tautomer, 2-mercapto-3-pyridylmethylketone 16B.The structures of 5, 6 and 7 are discussed. - keywords: 4-Alkylaminothiopyranopyridones; 4-Alkyliminothiopyranopyridindioles; 5,7-Dihydroxy-2H-thiopyranopyridine-4(3H)-one; 2-Mercapto-3-pyridinylmethylketone; 1H-5,1,2,6-Thiatriaza-acenaphthylene; 2-Thioxo-3-pyridylmethylketone

Reaction of 4-Alkylaminodihydro-2(1H)-pyridinethions and -ones resp. with Bis-trichlorophenyl-ethylmalonate

4-Alkylamino-2(1H)-pyridinethiones (1) react with bis-trichlorophenyl-ethylmalonate (3) to give four isomeric products: 5-thioxo-1,6-naphthyridine-2(1H)-ones (4), 7,7-dimethyl-4H-thiopyranopyridine-4-ones (6), 2,2-dimethyl-2H-thiopyranopyridine-5,7-dioles (7) and 2,2-dimethyl-2H-thiopyranopyridine-5(3H)-ones (8).On treatment with alkali the thioxogroup of 4 is hydrolyzed and 1,6-naphthyridinediones (5) are formed.Compound 5 can also be synthesized by heating the alkylaminopyridones (2) together with 3. 6 can be hydrolyzed to 2-thioxo-3-pyridylprop ylketones (12).On treatment with diluted alkali or conc. acid the aminogroup of 7 and 8 is hydrolyzed and 10 is formed.By heating in 20percent NaOH 10 is transformed to the dihydroxymercapto-3-pyridylmethylketone (11). - Keywords: 4-alkylaminodihydro-2(1H)pyridinthiones and -ones; Bis-trichlorphenylmalonate; 2H-Thiopyranopyridine-5,7-dioles; 4H-Thiopyranopyridine-4-ones; 2H-Thiopyranopyridine-5-ones; 5-Thioxo-1,6-naphthyridine-2(1H)-ones