601520-14-3

Basic information

• Product Name: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-chloro-1-methyl-
• Synonyms: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-chloro-1-methyl-
• CAS NO: 601520-14-3
• Molecular Formula: C14H16ClNO2
• Molecular Weight: 265.74
• Mol File: 601520-14-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-chloro-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-chloro-1-methyl-(601520-14-3)
• EPA Substance Registry System: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-chloro-1-methyl-(601520-14-3)

Safety Data

• Hazardous Substances Data: 601520-14-3(Hazardous Substances Data)

Upstream product

• 100717-76-8 3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one 

Downstream Products

• 100717-76-8 3-butyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 186766-14-3 3-butyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione 

Relevant articles and documents

Stereochemistry of the reduction of α-chloroketones with sodium borohydride—application to 3-chloroquinoline-2,4-diones: Dedicated to the memory of Professor Dr.?Vojeslav ?těrba who died in September 2015 being nearly 93 years old

3-Chloroquinoline-2,4-diones were reduced with sodium borohydride to give syn- and anti-chlorohydrins, the stereochemistry of which was established by NMR spectroscopy. Both stereoisomeric chlorohydrins were reacted with potassium carbonate in methanol. a

Reaction of 1-alkyl/aryl-3-amino-1H,3H-quinoline-2,4-diones with urea. Synthetic route to novel 3-(3-acylureido)-2,3-dihydro-1H-indol-2-ones, 4-alkylidene-1′H-spiro[imidazolidine-5,3′-indole]-2,2′- diones, and 3,3a-dihydro-5H-imidazo[4,5-c]quinoline-2,4-diones

1-Substituted 3-alkyl/aryl-3-amino-1H,3H-quinoline-2,4-diones react with urea in boiling acetic acid to give products depending on the type of substitution in position 3 and at the nitrogen atom of the 3-amino group. Starting compounds bearing a primary amino group in position 3 give 3-(3-acylureido)-2,3-dihydro-1H-indol-2-ones. Starting compounds bearing a secondary amino group in position 3 react according to the character of the other substituent in position 3. If there is a hydrogen atom α to the carbon atom C(3), 4-alkylidene-1′H-spiro[imidazolidine-5,3′-indole]-2,2′- diones arise. If a hydrogen atom is not present in this position, the reaction leads to 3,3a-dihydro-5H-imidazo[4,5-c]quinoline-2,4-diones. Reaction mechanisms for these transformations are proposed. All compounds were characterized by their 1H, 13C, IR and atmospheric pressure chemical ionization mass spectra and some of them also by 15N NMR data.