959699-02-6

Basic information

• Product Name: 1,6-diMethyl-2,3-dihydroquinolin-4-one
• Synonyms: 1,6-diMethyl-2,3-dihydroquinolin-4-one;1,6-DiMethyl-2,3-dihydroquinolin-4(1H)-one
• CAS NO: 959699-02-6
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 959699-02-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,6-diMethyl-2,3-dihydroquinolin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-diMethyl-2,3-dihydroquinolin-4-one(959699-02-6)
• EPA Substance Registry System: 1,6-diMethyl-2,3-dihydroquinolin-4-one(959699-02-6)

Safety Data

• Hazardous Substances Data: 959699-02-6(Hazardous Substances Data)

Usage

Chemical family

Quinolinone derivatives

Type of compound

Heterocyclic compound

Ring structure

Six-membered ring containing nitrogen and oxygen atoms

Usage

Building block for the production of pharmaceuticals, agrochemicals, and other fine chemicals

Biological activities

Exhibits interesting biological activities

Applications

Potential applications in medicinal chemistry

Intermediate role

Valuable intermediate in the synthesis of a wide range of compounds

Structure-property relationship

Its structure and properties make it suitable for various organic synthesis processes

Upstream product

• 1088708-51-3 3-[N-(2-iodo-4-methylphenyl)-N-methylamino]-N-methoxy-N-methylpropanamide 
• 959698-53-4 methyl 3-[N-(2-bromo-4-methylphenyl)-N-methylamino]propionate 
• 959698-68-1 benzyl 3-[N-(2-iodo-4-methylphenyl)-N-methylamino]propionate 
• 959698-50-1 methyl 3-[N-(2-iodo-4-methylphenyl)-N-methylamino]propionate 

Relevant articles and documents

Intramolecular Pd(0)-catalyzed reactions of β-(2-iodoanilino) carboxamides: Enolate arylation and nucleophilic substitution at the carboxamide group

(Chemical Equation Presented) Two different reaction pathways, the enolate arylation and the acylation of the aryl halide, can be promoted by a Pd(0) catalyst starting from β-(2-iodoanilino) carboxamides. The intramolecular acylation of β-(2-iodoanilino) carboxamides reported here is the first example of a nucleophilic attack of a σ-arylpalladium species at the carboxamide group, a framework that is usually inert toward organopalladium reagents.

Palladium-catalyzed intramolecular nucleophilic substitution at the alkoxycarbonyl group

(Chemical Equation Presented) Coaxed into action: Although ester groups are usually inert towards organopalladium reagents, β-(2-haloanilino)esters undergo intramolecular palladium-catalyzed acylation to give dihydroquinolin-4-ones (see scheme). A four-me