186766-14-3

Basic information

• Product Name: (3R)-3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione
• CAS NO: 186766-14-3
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.2897
• Mol File: 186766-14-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 478.5°C at 760 mmHg
• Flash Point: 243.2°C
• Density: 1.198g/cm³
• Vapor Pressure: 5.77E-10mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: (3R)-3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione(186766-14-3)
• EPA Substance Registry System: (3R)-3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione(186766-14-3)

Safety Data

• Hazardous Substances Data: 186766-14-3(Hazardous Substances Data)

Upstream product

• 100717-76-8 3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 67-56-1 methanol 
• 773837-37-9 sodium cyanide 
• 601520-14-3 3-butyl-3-chloro-1-methyl-1H,3H-quinoline-2,4-dione 
• 100-61-8 N-methylaniline 
• 133-08-4 diethyl butylmalonate 

Downstream Products

• 1268819-01-7 3-butyl-1,2,3,4-tetrahydro-1-methyl-2,4-dioxoquinolin-3-yl phenylcarbamate 
• 102-07-8 bis(diphenyl)urea 

Relevant articles and documents

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

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

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.