27398-50-1

Basic information

• Product Name: 6-BROMO-2-PHENYL-1H-QUINAZOLIN-4-ONE
• Synonyms: 6-BROMO-2-PHENYL-1H-QUINAZOLIN-4-ONE;6-broMo-2-phenylquinazolin-4(3H)-one;4(1H)-Quinazolinone, 6-broMo-2-phenyl-;6-broMo-2-phenyl-3,4-dihydroquinazolin-4-one;6-Bromo-2-phenyl-3H-quinazolin-4-one
• CAS NO: 27398-50-1
• Molecular Formula: C₁₄H₉BrN₂O
• Molecular Weight: 301.14
• Mol File: 27398-50-1.mol
• Article Data: 44

Chemical Properties

• Melting Point: 303-305 °C(Solv: isopropanol (67-63-0))
• Boiling Point: 455.5±47.0 °C(Predicted)
• Appearance: /
• Density: 1.57 g/cm³
• PKA: 6.08±0.20(Predicted)
• CAS DataBase Reference: 6-BROMO-2-PHENYL-1H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2-PHENYL-1H-QUINAZOLIN-4-ONE(27398-50-1)
• EPA Substance Registry System: 6-BROMO-2-PHENYL-1H-QUINAZOLIN-4-ONE(27398-50-1)

Safety Data

• Hazardous Substances Data: 27398-50-1(Hazardous Substances Data)

Upstream product

• 102-09-0 bis(phenyl) carbonate 
• 21719-91-5 N′-(4-bromophenyl)benzamidine 
• 3878-46-4 ethyl phenyl carbonate 
• 100-47-0 benzonitrile 
• 106-40-1 4-bromo-aniline 
• 16313-66-9 5-bromoanthranilamide 
• 100-52-7 benzaldehyde 
• 189635-01-6 N-(4-bromo-2-cyanophenyl)benzamide 
• 98-88-4 benzoyl chloride 
• 28144-70-9 anthranilic acid amide 
• 100-46-9 benzylamine 
• 144-62-7 oxalic acid 
• 1670-14-0 benzamidine monohydrochloride 
• 100-44-7 benzyl chloride 

Downstream Products

• 1257629-22-3 [(6-bromo-2-phenyl-4-quinazolinyl)oxy]-acetyl hydrazine 
• 1257629-15-4 C₂₀H₁₅BrN₄O₃ 
• 1257629-17-6 6-bromo-4-(1,3,4-oxadiazol-2-ylmethoxy)-2-phenylquinazoline 
• 1257629-18-7 5-{[(6-bromo-2-phenylquinazolin-4-yl)oxy]methyl}-1,3,4-oxadiazol-2(3H)-thione 
• 1257629-20-1 5-{[(6-bromo-2-phenylquinazolin-4-yl)oxy]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione 
• 1257629-21-2 C₁₈H₁₅BrN₂O₃ 
• 1332259-69-4 potassium 2-({4-[(6-bromo-2-phenylquinazoline-4-yl)amino]phenyl}carbonyl)hydrazine carbodithioic acid 
• 1332259-67-2 4-[(6-bromo-2-phenylquinazoline-4-yl)amino]benzohydrazide 

Relevant articles and documents

Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents

Microwave-mediated N-arylation of 4-chloroquinazolines in THF/H2O rapidly and efficiently afforded a library of novel 6-halo-2- phenyl-substituted 4-anilinoquinazolines. The methodology was compatible with numerous ortho-, meta-, and para-substituted N-methylanilines as well as substituted anilines and furnished the corresponding 4-anilinoquinazolines in good yields. Preliminary screening of the synthesized compounds against tumor cells (HCT-116 and T98G) showed promising antiproliferative properties.

Metal-free catalyst for the visible-light-induced photocatalytic synthesis of quinazolinones

In the present work, we have developed a novel and environmentally friendly method for the synthesis of quinazolinones using fluorescein as a photocatalyst via a condensation reaction of o-aminobenzamides and aldehydes under visible light irradiation. In this protocol, neither toxic oxidants nor transition-metal catalysts were needed, and a series of quinazolinones could be obtained in high efficiencies. In addition, this reaction can be extended to gram levels and has a large potential of wide application in future industrialization.

Three-Component Couplings among Heteroarenes, Difluorocyclopropenes, and Water via C-H Activation

Three-component couplings have been realized for efficiently constructing various nitrogen-containing skeletons via C-H activation, where difluorocyclopropenes have been first identified as coupling partners. Many substrates including sp2 and sp3 C-H substrates were well tolerated, furnishing the corresponding products in good yields. Furthermore, a catalyst-dependent reaction was also developed, enabling divergent construction of two different frameworks. The application value of these reactions was demonstrated in gram-scale experiments with as little as 1 mol % catalyst.