25563-06-8

Basic information

• Product Name: Benzamide, N-methoxy-4-methyl-
• CAS NO: 25563-06-8
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Mol File: 25563-06-8.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: Benzamide, N-methoxy-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-methoxy-4-methyl-(25563-06-8)
• EPA Substance Registry System: Benzamide, N-methoxy-4-methyl-(25563-06-8)

Safety Data

• Hazardous Substances Data: 25563-06-8(Hazardous Substances Data)

Upstream product

• 67-62-9 O-Methylhydroxylamin 
• 874-60-2 4-methyl-benzoyl chloride 
• 99-94-5 p-Toluic acid 
• 71-43-2 benzene 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 28100-85-8 4-methylbenzhydroxamic acid potassium salt 
• 74-88-4 methyl iodide 
• 162192-34-9 N,N-dimethoxy-4-methylbenzamide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 593-56-6 N-methoxylamine hydrochloride 
• 57139-33-0 (Z)-O-methyl-p-methylbenzohydroximoyl chloride 

Downstream Products

• 108-88-3 toluene 
• 619-55-6 para-methylbenzamide 
• 162192-34-9 N,N-dimethoxy-4-methylbenzamide 
• 1417712-56-1 (R)-2-(1-cyclohexylidene-4-methoxybutan-2-yl)-N-methoxy-4-methylbenzamide 
• 1354694-51-1 3-(4-tert-butylphenyl)-6-methyl-3,4-dihydroisoquinolin-1(2H)-one 
• 1202932-86-2 2-ethoxy-N-methoxy-4-methylbenzamide 
• 1202932-72-6 N,2-dimethoxy-4-methylbenzamide 
• 10465-75-5 1,2-Bis(4-methylbenzoyl)diazene 

Relevant articles and documents

Pd(II)-catalyzed annulation reactions of epoxides with benzamides to synthesize isoquinolones

Epoxides as alkylating reagents are unprecedentedly applied in Pd(II)-catalyzed C?H alkylation and oxidative annulation of substituted benzamides to synthesize isoquinolones rather than isochromans, which is accomplished through alerting the previously reported reaction mechanism by the addition of oxidant and TEA. Under these conditions, various isoquinolones have been prepared with yields up to 92%. In addition, this methodology has been successfully employed in the total syntheses of rupreschstyril, siamine, and cassiarin A in an expedient fashion.

Harnessing hypervalent iodonium ylides as carbene precursors: C-H activation of: N -methoxybenzamides with a Rh(iii)-catalyst

Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C-H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(iii)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent pyranoisocoumarins were achieved by using Rh(iii)-catalyzed peri-C-H/O-H activation/annulation reactions.

Three-Component Synthesis of Isoquinoline Derivatives by a Relay Catalysis with a Single Rhodium(III) Catalyst

A rhodium(III)-catalyzed one-pot three-component reaction of N-methoxybenzamide, α-diazoester, and alkyne was developed, providing an alternative way to synthesize isoquinoline derivatives. Mechanistically, it is a relay catalysis, and the reaction occurred via successive O-alkylation and C-H activation processes, both of which were promoted by the same catalyst.