52747-80-5

Basic information

• Product Name: Imidazo[1,2-c]quinazoline, 2,3-diphenyl-
• CAS NO: 52747-80-5
• Molecular Formula: C22H15N3
• Molecular Weight: 321.381
• Mol File: 52747-80-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Imidazo[1,2-c]quinazoline, 2,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-c]quinazoline, 2,3-diphenyl-(52747-80-5)
• EPA Substance Registry System: Imidazo[1,2-c]quinazoline, 2,3-diphenyl-(52747-80-5)

Safety Data

• Hazardous Substances Data: 52747-80-5(Hazardous Substances Data)

Upstream product

• 127-19-5 N,N-dimethyl acetamide 
• 1740-25-6 2-(2-bromophenyl)-4,5-diphenyl-1H-imidazole 
• 94863-15-7 2-(4,5-diphenyl-1H-imidazol-2-yl)phenylamine 
• 77287-34-4 formamide 
• 134-81-6 benzil 
• 29864-19-5 2-(2-nitrophenyl)-4,5-diphenylimidazole 
• 122-51-0 orthoformic acid triethyl ester 
• 50-00-0 formaldehyd 

Relevant articles and documents

Copper-catalyzed tandem Ullmann type C-N coupling and dehydrative cyclization: Synthesis of imidazo[1,2-c]quinazolines

A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide. The synthetic protocol involves initial Ullmann-type C-N coupling followed by intramolecular dehydrative cyclization. The method uses readily available 2-(2-bromophenyl)-1H-imidazoles as the starting materials to afford imidazo[1,2-c]quinazolines in moderate to good yields and provided 610 mg (71%) yield of 3a from a gram scale reaction.

Synthesis of Quinazolinones, Imidazo[1,2-c]quinazolines and Imidazo[4,5-c]quinolines through Tandem Reductive Amination of Aryl Halides and Oxidative Amination of C(sp3)–H Bonds

A tandem multicomponent approach has been described for the synthesis of quinazolinones, imidazo[1,2-c]quinazolines and imidazo[4,5-c]quinolines. The reaction involves a copper-catalyzed reductive amination through azidation followed by reduction and oxidative amination of C(sp3)–H bonds of N,N-dimethylacetamide in the presence of TBHP (tert-butylhydroperoxide) as oxidant. The method uses the easily available sodium azide as a nitrogen source and DMA (N,N-dimethylacetamide) as a one-carbon source for the synthesis of these N-fused heterocycles in good to excellent yields. The reaction can also be used for gram-scale synthesis.

Imidazo[1,2-c]quinazolines with lipid peroxidation inhibitory effect

A series of imidazo[1,2-c]quinazolines of different lipophilic character was prepared. According to their antioxidant (cyclic voltammetry) properties they all should be potent inhibitors of lipid peroxidation. Under the given circumstances (NADPH-induced lipid peroxidation in rat brain microsomes and Fe2+-induced lipid peroxidation in rat brain homogenate), however, their lipid peroxidation inhibitory activity was strongly dependent on their lipophilicity.