60941-86-8

Basic information

• Product Name: 4(3H)-Quinazolinone, 3-[2-(1H-indol-3-yl)ethyl]-
• CAS NO: 60941-86-8
• Molecular Formula: C18H15N3O
• Molecular Weight: 289.337
• Mol File: 60941-86-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4(3H)-Quinazolinone, 3-[2-(1H-indol-3-yl)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 3-[2-(1H-indol-3-yl)ethyl]-(60941-86-8)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 3-[2-(1H-indol-3-yl)ethyl]-(60941-86-8)

Safety Data

• Hazardous Substances Data: 60941-86-8(Hazardous Substances Data)

Upstream product

• 807354-69-4 3-[2-(2-bromoindol-3-yl)ethyl]-4(3H)-quinazolinone 
• 807354-70-7 3-[2-(N-acetyl-2-bromoindol-3-yl)ethyl]-4(3H)-quinazolinone 

Downstream Products

• 518-17-2 evodiamine 
• 84-26-4 rutaecarpine 
• 95274-61-6 N-[2-(1H-Indol-3-yl)-ethyl]-2-[methyl-(2,2,2-trifluoro-acetyl)-amino]-benzamide 
• 95274-60-5 isoevodiamine 
• 68353-23-1 14-formyl-13b,14-dihydrorutaecarpine 

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.