75844-41-6

Basic information

• Product Name: 5-METHYL-4-QUINAZOLONE
• Synonyms: 5-METHYL-4-QUINAZOLONE;4(3H)-Quinazolinone, 5-methyl-;5-Methyl-4(1H)-quinazolinone;5-Methylquinazolin-4(1H)-one;5-methyl-4(3H)-Quinazolinone;5-Methylquinazolin-4-ol
• CAS NO: 75844-41-6
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17
• Mol File: 75844-41-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 224℃
• Boiling Point: 330.027 °C at 760 mmHg
• Flash Point: 153.395 °C
• Appearance: /
• Density: 1.26
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.74±0.20(Predicted)
• CAS DataBase Reference: 5-METHYL-4-QUINAZOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-4-QUINAZOLONE(75844-41-6)
• EPA Substance Registry System: 5-METHYL-4-QUINAZOLONE(75844-41-6)

Safety Data

• Hazardous Substances Data: 75844-41-6(Hazardous Substances Data)

Usage

General Description

5-Methyl-4-quinazolone is a chemical compound which belongs to the class of organic compounds known as quinazolines. 5-METHYL-4-QUINAZOLONE consists of a quinazoline that carries a methyl group at position 5. It is characterized by a bicyclic structure which contains a benzene ring fused to a pyrimidine ring. Known also by its systematic name, 4H-Pyrimido[2,1-b]benzimidazol-4-one, 5-methyl-, it finds its applicability in the field of organic synthesis. Its physical and chemical properties, as well as its reactivity profile, may vary according to the presence or absence of other substituents on the quinazoline ring.

InChI:InChI=1/C9H8N2O/c1-6-3-2-4-7-8(6)9(12)11-5-10-7/h2-5H,1H3,(H,10,11,12)

Upstream product

• 4389-50-8 2-amino-6-methylbenzoic acid 
• 77287-34-4 formamide 
• 13506-76-8 2-methyl-6-nitrobenzoic acid 
• 3473-63-0 formamidine acetic acid 
• 67-56-1 methanol 
• 1885-31-0 2-amino-6-methylbenzamide 
• 1885-76-3 2-cyano-3-nitrotoluene 
• 40637-78-3 2-methyl-6-nitro-benzoic acid amide 

Downstream Products

• 1258431-80-9 N-benzyl-5-methylquinazolin-4-amine 
• 90272-82-5 4-chloro-5-methylquinazoline 
• 101479-48-5 5-methyl-4-phenoxyquinazoline 

Relevant articles and documents

Photo-Triggered Self-Induced Homolytic Dechlorinative Sulfonylation/Cyclization of Unactivated Alkenes: Synthesis of Quinazolinones Containing a Sulfonyl Group

A self-photocatalyzed sulfonylation/cyclization of quinazolinones containing unactivated alkenes with various sulfonyl chlorides was developed. The protocol provides access to sulfonyl radicals via energy transfer from the quinazolinone skeleton to the sulfonyl chloride. Notably, the transformations proceeded without any external photocatalysts, additives, or oxidants, providing an alternative method for fabricating sulfonylated compounds.

Visible-Light Photosynthesis of CHF2/CClF2/CBrF2-Substituted Ring-fused Quinazolinones in Dimethyl Carbonate

With eco-friendly and sustainable CO2-derived dimethyl carbonate as the sole solvent, the visible-light-induced cascade radical reactions have been established as a green and efficient tool for constructing various CHF2/CClF2/CBrF2-substituted ring-fused quinazolinones.

Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

A novel and green strategy for the synthesis of acylated quinazolinone derivativesviaphoto-induced decarboxylative cascade radical acylation/cyclization of quinazolinone bearing unactivated alkenes has been developed. The protocol provides a novel route to access acyl radicals from α-keto acids through a self-catalyzed energy transfer process. Most importantly, the reaction proceeded smoothly without any external photocatalyst, additive or oxidant, and could be easily scaled-up in flow conditions with sunlight irradiation.