700-46-9

Basic information

• Product Name: Quinazoline, 4-methyl- (6CI,7CI,8CI,9CI)
• Synonyms: Quinazoline, 4-methyl- (6CI,7CI,8CI,9CI);4-Methylquinazoline
• CAS NO: 700-46-9
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17
• Product Categories: PYRIMIDINE
• Mol File: 700-46-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 36-37 °C
• Boiling Point: 261.049 °C at 760 mmHg
• Flash Point: 115.625 °C
• Appearance: /
• Density: 1.142 g/cm³
• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.69±0.30(Predicted)
• CAS DataBase Reference: Quinazoline, 4-methyl- (6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Quinazoline, 4-methyl- (6CI,7CI,8CI,9CI)(700-46-9)
• EPA Substance Registry System: Quinazoline, 4-methyl- (6CI,7CI,8CI,9CI)(700-46-9)

Safety Data

• Hazardous Substances Data: 700-46-9(Hazardous Substances Data)

Usage

Uses

4-Methylquinazoline is an abdominal sex pheromone in Jewel wasp and other animals.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 5777, 1951 DOI: 10.1021/ja01156a085

InChI:InChI=1/C9H8N2/c1-7-8-4-2-3-5-9(8)11-6-10-7/h2-6H,1H3

Upstream product

• 10501-56-1 4-methylquinazoline 3-oxide 
• 64-17-5 ethanol 
• 75-03-6 ethyl iodide 
• 5257-06-7 N-(2-acetylphenyl)formamide 
• 551-93-9 2-aminoacetophenone 
• 77287-34-4 formamide 
• 7647-01-0 hydrogenchloride 
• 13535-92-7 4-methyl-quinazoline-2-carboxylic acid amide 
• 1239313-35-9 2'-(methyleneamino)acetophenone oxime 
• 1644428-63-6 N-[2-(1-azidoethyl)phenyl]formamide 
• 1644428-71-6 1-(1-azidoethyl)-2-isocyanobenzene 
• 106795-49-7 N-[2-(1-hydroxyethyl)phenyl]formamide 
• 67-56-1 methanol 
• 521270-78-0 1-(2-isocyanophenyl)ethan-1-one 

Downstream Products

• 101727-73-5 4-(4-nitro-trans-styryl)-quinazoline 
• 106951-39-7 2-quinazolin-4-yl-1-(4-nitro-phenyl)-ethanol 
• 107772-69-0 (E)-4-(4-dimethylaminostyryl)quinazoline 
• 10501-56-1 4-methylquinazoline 3-oxide 
• 26641-42-9 1,6-diisopropylidene-4,4,9,9,9a-pentamethyl-4,4a,9,9a-tetrahydro-bis[1,3]oxazino[3,4-a;3',4'-c]quinazoline-3,8-dione 
• 118925-32-9 1-methyl-4-(3-methyl-3H-benzothiazol-2-ylidenemethyl)-quinazolinium; toluene-4-sulfonate 
• 92736-34-0 1-benzoyl-1,2-dihydro-4-methylquinazoline-2-carbonitrile 
• 6011-26-3 2'-acetylbenzanilide 
• 55-21-0 benzamide 
• 109271-55-8 4-Methyl-1-(4-methyl-benzoyl)-1,2-dihydro-quinazoline-2-carbonitrile 
• 92736-36-2 1-(4-Chloro-benzoyl)-4-methyl-1,2-dihydro-quinazoline-2-carbonitrile 
• 92736-35-1 4-Methyl-1-(4-nitro-benzoyl)-1,2-dihydro-quinazoline-2-carbonitrile 
• 109271-87-6 2-Cyano-4-methyl-2H-quinazoline-1-carboxylic acid phenyl ester 
• 55326-10-8 (4-methoxyphenyl)(quinazolin-4-yl)methanone 

Relevant articles and documents

Copper-catalyzed oxidative amination of methanol to access quinazolines

A novel method for the copper-catalyzed oxidative amination of 2′-aminoarylketones with methanol as a C1 carbon source and ammonium acetate as an amine source to construct quinazolines was established in a one-pot manner. The reaction conditions are straightforward and highly atom economic to deliver the corresponding quinazolines in high yields with wide functional group tolerance. Importantly, the present method is applicable on a multigram scale and its synthetic utility is demonstrated by synthesizing quazodine, a muscle-relaxing drug in high yields.

Synthesis of Quinazolines via an Iron-Catalyzed Oxidative Amination of N-H Ketimines

An efficient synthesis of quinazolines based on an iron-catalyzed C(sp3)-H oxidation and intramolecular C-N bond formation using tert-BuOOH as the terminal oxidant is described. The reaction of readily available 2-alkylamino benzonitriles with various organometallic reagents led to 2-alkylamino N-H ketimine species. The FeCl2-catalyzed C(sp3)-H oxidation of the alkyl group employing tert-BuOOH followed by intramolecular C-N bond formation and aromatization afforded a wide variety of 2,4-disubstituted quinazolines in good to excellent yields.

A novel synthesis of quinazolines by cyclization of 1-(2-isocyanophenyl) alkylideneamines generated by the treatment of 2-(1-azidoalkyl)phenyl isocyanides with NaH

A new and efficient method for the synthesis of quinazolines has been developed. Thus, N-[2-(1-azidoalkyl)phenyl]formamides 1 are dehydrated with POCl3 to give the corresponding 2-(1-azidoalkyl)phenyl isocyanides 2, which are then treated with NaH in DMF at 0° to give quinazolines 6 in satisfactory yields via cyclization of 1-(2-isocyanophenyl)alkylideneamine intermediates 4. This methodology can be applied to the synthesis of the 7-azaanalogs of quinazolines, i.e., pyrido[3,4-d]pyrimidines 9. Copyright