92736-32-8

Basic information

• Product Name: 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile
• Synonyms: 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile
• CAS NO: 92736-32-8
• Molecular Weight: 261.283
• Mol File: 92736-32-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile(92736-32-8)
• EPA Substance Registry System: 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile(92736-32-8)

Safety Data

• Hazardous Substances Data: 92736-32-8(Hazardous Substances Data)

Upstream product

• 104548-10-9 4-cyano-3-(4-chlorobutyryl)-3,4-dihydroquinazoline 
• 98-88-4 benzoyl chloride 
• 5132-43-4 3,4-dihydro-4-quinazolinecarbonitrile 
• 253-82-7 quinazoline 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 98512-45-9 3-benzoyl-4-(4-quinazolinyl)-3,4-dihydroquinazoline 
• 963-80-4 4,4'-biquinazolinyl 
• 93-58-3 benzoic acid methyl ester 
• 95113-36-3 α-benzamido-(2-aminophenyl)acetonitrile 
• 253-82-7 quinazoline 
• 65-85-0 benzoic acid 
• 95113-38-5 3-benzoyl-4-cyano-3,4-dihydroquinazolinium chloride 
• 1459-20-7 1,2-diphenyl-2-oxoethyl benzoate 
• 95113-40-9 α-phenyl-4-quinazolinylmethyl benzoate 
• 36082-71-0 quinazoline-4-carbonitrile 
• 98512-51-7 dimethyl 3-phenylpyrrolo<1,2-c>quinazoline-1,2-dicarboxylate 
• 98512-52-8 dimethyl 3-benzoyl-4-cyano-1,2,3,4-tetrahydro-2,4-ethenoquinazoline-9,10-dicarboxylate 
• 98512-23-3 Benzoic acid (2-methoxy-phenyl)-quinazolin-4-yl-methyl ester 
• 98512-43-7 α-methyl-α-phenyl-4-quinazolinylmethyl benzoate 

Relevant articles and documents

Studies on Pyrazolopyrimidine Derivatives. XVI. Preparation of Reissert Compounds from Condensed Pyrimidine Systems Catalyzed by Lewis Acids

Among various Lewis acids, aluminium chloride (AlCl3) was the most effective catalyst for the formation of the Reissert compound (21a,5-benzoyl-4,5-dihydro-1-phenyl-1H-pyrazolo-pyrimidine-4-carbonitrile) of 1-phenyl-1H-pyrazolopyr

Preparation and Reactions of Quinazoline Reissert Compound (3-Benzoyl-3,4-dihydro-4-quinazolinecarbonitrile)

The benzoylation of 3,4-dihydro-4-quinazolinecarbonitrile (3) with benzoyl chloride in pyridine gave quinazoline Reissert compound (1, 3-benzoyl-3,4-dihydro-4-quinazolinecarbonitrile) in 82percent yield. The alkaline hydrolysis of 1 in methanol resulted in the formation of quinazoline (2) and benzoic acid (4).Acid hydrolysis gave 2-benzamido-2-(2-aminophenyl)acetonitrile (6), 4, and 2.The HCl salt of 1 existed predominantly in the cyclic amidinium structure of the type 8.Compound 1reacted with sodium hydride in dimethylformamide to yield 4-quinazolinecarbonitrile (9), α-phenyl-4-quinazolinylmethyl benzoate (10) and O-benzoylbenzoin (11). In the present paper we compare the chemical properties of 1 with those of isoquinoline Reissert compound (13, 2-benzoyl-1,2-dihydro-1-isoquinolinecarbonitrile). Keywords --- quinazoline Reissert compound; cyclic amidinium cation; alkaline hydrolysis; acid hydrolysis; quinazoline Reissert compound anion; acetonitrile derivative; 4-quinazolinecarbonitrile; 4-quinazolinylmethyl benzoate derivative