477949-97-6

Basic information

• Product Name: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-[(phenylmethyl)amino]-
• CAS NO: 477949-97-6
• Molecular Formula: C20H22N2O2
• Molecular Weight: 322.407
• Mol File: 477949-97-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-[(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-[(phenylmethyl)amino]-(477949-97-6)
• EPA Substance Registry System: 2,4(1H,3H)-Quinolinedione, 3-butyl-3-[(phenylmethyl)amino]-(477949-97-6)

Safety Data

• Hazardous Substances Data: 477949-97-6(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 477950-27-9 3-butyl-3-chloroquinoline-2,4(1H,3H)-dione 
• 1873-62-7 3-butyl-4-hydroxyquinolin-2(1H)-one 

Downstream Products

• 1254124-56-5 2-benzyl-1-butyl-2,3-dihydro-3-thioxoimidazo[1,5-c]quinazolin-5(6H)-one 
• 1198771-03-7 3-benzyl-3a-butyl-9b-hydroxy-1-methyl-1,2,3,3a-tetrahydro-2-thioxo-5H-imidazo[4,5-c]quinolin-4(9bH)-one 
• 1198771-04-8 3-benzyl-3a-butyl-9b-hydroxy-1-phenyl-1,2,3,3a-tetrahydro-2-thioxo-5H-imidazo[4,5-c]quinolin-4(9bH)-one 

Relevant articles and documents

Syntheses of 3-aminoquinoline-2,4(1H,3H)-diones

Reaction of 3-chloro- (2) and 3-bromoquinoline-2,4(1H,3H)-diones (3) with excess of primary alkyl- or arylamines in dimethylformamide provides the corresponding 3-alkyl- or 3-arylamino derivatives (4). Compounds (4) with the primary amino group at the 3 position were best prepared by reaction of 2 with in situ generated ammonia under anhydrous conditions. An alternative approach to the primary amines (4) via reduction of 3-azidoquinoline-2,4(1H,3H)-diones (5) was investigated. The reduction of 5 with zinc in acetic acid gave moderate to good yields of the desired products, while the reaction with triphenylphosphine afforded exclusively 4-hydroxyquinolin-2(1H)-one (1).