923018-90-0

Basic information

• Product Name: 4(3H)-Quinazolinone, 2-bromo-3-(phenylmethyl)-
• Synonyms: 3-benzyl-2-bromo-3H-quinazolin-4-one
• CAS NO: 923018-90-0
• Molecular Formula: C15H11BrN2O
• Molecular Weight: 315.169
• Mol File: 923018-90-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 109-111 °C
• Boiling Point: 451.7±38.0 °C(Predicted)
• Density: 1.47±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4(3H)-Quinazolinone, 2-bromo-3-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 2-bromo-3-(phenylmethyl)-(923018-90-0)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 2-bromo-3-(phenylmethyl)-(923018-90-0)

Safety Data

• Hazardous Substances Data: 923018-90-0(Hazardous Substances Data)

Upstream product

• 872998-62-4 2-bromoquinazolin-4(3H)-one 
• 100-39-0 benzyl bromide 

Downstream Products

• 109439-60-3 isoindolo[1,2-b]quinazolin-10(12H)-one 
• 5388-11-4 3-benzyl-3H-quinazolin-4-one 

Relevant articles and documents

Radical reactions with 3H-quinazolin-4-ones: Synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin

Alkyl, aryl, heteroaryl and acyl radicals have been cyclised onto the 2-position of 3H-quinazolin-4-one. The side chains containing the radical precursors were attached to the nitrogen atom in the 3-position. The cyclisations take place by aromatic homolytic substitution hence retain the aromaticity of the 3H-quinazolin-4-one ring. The highest yields were obtained using hexamethylditin to facilitate cyclisation rather than reduction without cyclisation. The alkaloids deoxyvasicinone 2, mackinazolinone 3, tryptanthrin 4, luotonin A 5 and rutaecarpine 8 were synthesised by radical cyclisation onto 3H-quinazolin-4-one. This journal is The Royal Society of Chemistry.