70079-42-4

Basic information

• Product Name: 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
• Synonyms: 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;4-methyl-3,4-dihydroisoquinolin-1(2H)-one;1(2H)-Isoquinolinone, 3,4-dihydro-4-methyl-
• CAS NO: 70079-42-4
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 70079-42-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(70079-42-4)
• EPA Substance Registry System: 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(70079-42-4)

Safety Data

• Hazardous Substances Data: 70079-42-4(Hazardous Substances Data)

Usage

General Description

4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE is a chemical compound with the molecular formula C11H11NO. It is a derivative of isoquinoline and has a methyl group attached to the carbon atom at the 4-position, as well as a dihydro-2H-isoquinolin-1-one structural motif. This chemical has various potential applications, including in the field of medicinal chemistry where it can act as a precursor for the synthesis of pharmaceutical compounds. Additionally, it may have use in organic synthesis and as a building block for the creation of more complex molecules. Further research is needed to fully understand the properties and potential uses of 4-METHYL-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE.

Upstream product

• 71-43-2 benzene 
• 6072-57-7 3-methylindanone 
• 187737-37-7 propene 
• 61650-22-4 N-(pivaloyloxy)benzamide 
• 1392825-21-6 1-(4-nitrophenyl)-3-(2-phenylpropyl)urea 
• 110841-71-9 4-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 582-22-9 2-phenylpropylamine 
• 198883-95-3 N-benzoyl-4-methyl-1,2,3,4-tetrahydroisoquinoline 
• 111635-03-1 (2-phenyl-propyl)carbamic acid methyl ester 
• 17698-13-4 N-Hydroxy-3-phenyl-butyramide 

Downstream Products

• 198883-95-3 N-benzoyl-4-methyl-1,2,3,4-tetrahydroisoquinoline 
• 110841-71-9 4-methyl-1,2,3,4-tetrahydro-isoquinoline 

Relevant articles and documents

Rhodium(III)-Catalyzed C-H Activation: Ligand-Controlled Regioselective Synthesis of 4-Methyl-Substituted Dihydroisoquinolones

Rh-catalyzed C-H functionalization of O-pivaloyl benzhydroxamic acids with propene gas provides access to 4-methyl-substituted dihydroisoquinolones. Good to excellent levels of regioselectivity are achieved using [CptRhCl2]2 as a precatalyst under optimized conditions. Thorough examination of aryl/heteroaryl O-pivaloyl hydroxamic acid substrates, ligand effects on C-H site selectivity, alkene scope, and demonstration of scale are discussed within.

AROMATIC KETONE SYNTHESIS WITH AMIDE REAGENTS AND RELATED REACTIONS

A method of preparing an aryl carbonyl or aryl thiocarbonyl compound, comprises reacting an N-(nitroaryl)-amide or N-(nitroaryl)-thioamide with an aromatic ring, with a superacid catalyst, to produce the aryl carbonyl or aryl thiocarbonyl compound. The superacid is present in an amount of at most 8 equivalents in proportion to the N-(nitroaryl)-amide or N-(nitroaryl)-thioamide. A method of preparing aryl amide or aryl thioamide, comprises reacting an N-(nitroaryl)-carbamide or N-(nitroaryl)-thiocarbamide with an aromatic ring, with a superacid catalyst, to produce the aryl amide or aryl thioamide.

Activation of electrophilicity of stable Y-delocalized carbamate cations in intramolecular aromatic substitution reaction: Evidence for formation of diprotonated carbamates leading to generation of isocyanates

Although cations with three heteroatoms, such as monoprotonated guanidine and urea, are stabilized by Y-shaped conjugation and such Y-conjugated cations are sufficiently basic to be further protonated (or protosolvated) to dications in strongly acid media, only O-monoprotonated species have been detected in the case of carbamates even in magic acid. We found that the trifluoromethanesulfonic acid-catalyzed cyclization of arylethylcarbamates proceeds to afford dihydroisoquinolones in high yield. In strong acids, methyl carbamates are fully O-monoprotonated, and these monocations do not undergo cyclization even under heating. But, as the acidity of the reaction medium is further increased, the cyclization reaction of methyl phenethylcarbamates starts to proceed as a first-order reaction, with a linear relationship between rate and acidity. The sign and magnitude of the entropy of activation ΔS ? were found to be similar to those of other AAc1 reactions. These results strongly support the idea that further protonation of the O-protonated carbamates is involved in the cyclization, but the concentration of the dications is very low and suggests that the rate-determining step is dissociation of methanol from the diprotonated carbamate to generate protonated isocyanate, which reacts with the aromatic ring. Therefore, O-protonated carbamates are weak bases in sharp contrast to other Y-shaped monocations.