144603-93-0

Basic information

• Product Name: 2,4(1H,3H)-Quinolinedione, 3-azido-3-(phenylmethyl)-
• CAS NO: 144603-93-0
• Molecular Formula: C16H12N4O2
• Molecular Weight: 292.297
• Mol File: 144603-93-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Quinolinedione, 3-azido-3-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Quinolinedione, 3-azido-3-(phenylmethyl)-(144603-93-0)
• EPA Substance Registry System: 2,4(1H,3H)-Quinolinedione, 3-azido-3-(phenylmethyl)-(144603-93-0)

Safety Data

• Hazardous Substances Data: 144603-93-0(Hazardous Substances Data)

Upstream product

• 15000-41-6 3-benzyl-4-hydroxy-2-quinolone 
• 58013-72-2 3-benzyl-3-chloroquinoline-2,4(1H,3H)-dione 

Downstream Products

• 15000-41-6 3-benzyl-4-hydroxy-2-quinolone 
• 146765-17-5 3-amino-3-benzylquinoline-2,4(1H,3H)-dione 
• 477950-01-9 3-benzyl-3-benzylaminoquinoline-2,4-(1H,3H)-dione 
• 477949-99-8 3-benzyl-3-butylaminoquinoline-2,4-(1H,3H)-dione 
• 92859-63-7 3-benzyl-3-bromoquinoline-2,4(1H,3H)-dione 
• 58013-72-2 3-benzyl-3-chloroquinoline-2,4(1H,3H)-dione 

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).