92437-11-1

Basic information

• Product Name: 4-benzyl-quinazoline
• Synonyms: 4-benzyl-quinazoline
• CAS NO: 92437-11-1
• Molecular Weight: 220.274
• Mol File: 92437-11-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-benzyl-quinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzyl-quinazoline(92437-11-1)
• EPA Substance Registry System: 4-benzyl-quinazoline(92437-11-1)

Safety Data

• Hazardous Substances Data: 92437-11-1(Hazardous Substances Data)

Upstream product

• 104548-10-9 4-cyano-3-(4-chlorobutyryl)-3,4-dihydroquinazoline 
• 92736-33-9 4-Cyano-4H-quinazoline-3-carboxylic acid ethyl ester 
• 253-82-7 quinazoline 
• 92736-32-8 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile 
• 187336-13-6 1-(4-Chloro-phenyl)-2-phenyl-1-quinazolin-4-yl-ethanol 
• 187336-17-0 1-Furan-2-yl-2-phenyl-1-quinazolin-4-yl-ethanol 
• 95113-40-9 α-phenyl-4-quinazolinylmethyl benzoate 

Relevant articles and documents

Carbon-carbon bond cleavage of α-hydroxybenzylheteroarenes catalyzed by cyanide ion: Retro-benzoin condensation affords ketones and heteroarenes and benzyl migration affords benzylheteroarenes and arenecarbaldehydes

4-(α-Benzylα-hydroxybenzyl)quinazoline (4a) underwent retro-benzoin condensation catalyzed by cyanide ion to give deoxybenzoin (2a) and quinazoline (5a). Similarly, several nitrogen-containing heteroarenes (4, 9, 12, 16-19) having an α-hydroxybenzyl group at the α-position of the nitrogen underwent retro-benzoin type condensation to afford kelones (2) and heteroarenes (5). However, similar reaction of pyrazolopyrimidines (13, 14, 15) having an α-benzyl-α-hydroxybelzyl group resulted in benzyl migration, giving benzylpyrazolopyrimidines (8) and arenecarbaldehydes (3). Tetrabutylammonium cyanide (11, Bu4NCN) was a more effective cyanide ion donor than KCN (10). The retro-benzoin condensation was applied to the synthesis of 2-substituted quinazolines (38) from 2-chloro-4- aroylquinazolines (34), using the aroyl group as a protecting and electron- withdrawing group.

Preparation and Reactions of Mono-Reissert Compounds and Analogs at the 3,4-Position of Quinazoline

Quinazoline, acid chlorides, and trimethylsilyl cyanide have been converted to mono-Reissert compounds at the 3,4-position of the quinazoline system.Various reactions of these quinazoline Reissert compounds are reported.