84261-48-3

Upstream product

• 72587-96-3 3-benzyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 94674-88-1 3-benzyl-3-chloro-1-methylquinoline-2,4(1H,3H)-dione 
• 141-43-5 ethanolamine 
• 773837-37-9 sodium cyanide 

Downstream Products

• 172604-63-6 3-hydroxy-1-methylquinolin-2(1H)-one 

Relevant academic research and scientific papers

Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones

3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position

Reaction of 3-chloroquinoline-2,4-diones with ethanolamine and rearrangement of the reaction products

The reaction of tertiary α-chloroketones with ethanolamine has not been hitherto described in the literature. Herein, we describe the reaction of tertiary 3-chloroquinoline-2,4-diones with ethanolamine to give novel 3-(2-hydroxyethylamino)quinoline-2,4-di

Reduction of 3-aminoquinoline-2,4(1H,3H)-diones and deamination of the reaction products

3-Aminoquinoline-2,4-diones were stereoselectively reduced with NaBH 4 to give cis-3-amino-3,4-dihydro-4-hydroxyquinolin-2(1H)-ones. Using triphosgene (=bis(trichloromethyl) carbonate), these compounds were converted to 3,3a-dihydrooxazolo[4,5-

Pinacol rearrangement of 3,4-dihydro-3,4-dihydroxyquinolin-2(1H)-ones: An alternative pathway to viridicatin alkaloids and their analogs

3-Alkyl/aryl-3-hydroxyquinoline-2,4-diones were reduced with NaBH 4 to give cis-3-alkyl/aryl-3,4-dihydro-3,4-dihydroxyquinolin-2(1H)- ones. These compounds were subjected to pinacol rearrangement by treatment with concentrated H2SOs

Thermal rearrangement of 3-hydroxy-1H,3H-quinoline-2,4-diones to 3-acyloxy-2,3-dihydro-1H-indol-2-ones

3-Alkyl/aryl-3-hydroxy-1H,3H-quinoline-2,4-diones (2) were transformed into isomeric 3-acyloxy-2,3-dihydro-1H-indol-2-ones (3) by thermally induced molecular rearrangement. All products were characterized by their 1H NMR, 13C NMR, an

Reaction of 3-Hydroxy-1,2,3,4-tetrahydroquinoline-2,4-diones with Ethyl(Triphenylphosphoranylidene)acetate

The Wittig reaction of 3-hydroxy-1,2,3,4-tetrahydroquinoline-2,4-diones 2 with ethyl (triphenyl-phosphoranylidene)acetate 3 proceeds stereoselectively to give E-4-carbethoxymethylene-1,2,3,4-tetrahydro-2-quinolones 4, which were hydrolyzed to corresponding acids 6. Butenolides 5 were detected and, in some cases, isolated as a minor product of the Wittig reaction.

Syntheses of 3-Hydroxy-tetrahydroquinoline-2,4-diones

Oxidation of 3-alkyl- and 3-arylsubstituted 4-hydroxy-2-quinolones (1) by irradiation with UV light, reaction with 3-chloro-peroxybenzoic acid or hydrogen peroxide in alkaline solution leads to 3-hydroxy-3-substituted quinoline-2,4-diones (2). - Key words