34317-21-0

Basic information

• Product Name: Propanamide, N-methyl-N-(phenylmethyl)-
• Synonyms: N-methyl-N-benzylpropionamide;N-Methyl-N-benzyl-propionamid;N-benzyl-N-methylpropionamide;Propionsaeure-benzyl-N-methylamid
• CAS NO: 34317-21-0
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Mol File: 34317-21-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 110-113 °C(Press: 0.3 Torr)
• Density: 1.006±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Propanamide, N-methyl-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, N-methyl-N-(phenylmethyl)-(34317-21-0)
• EPA Substance Registry System: Propanamide, N-methyl-N-(phenylmethyl)-(34317-21-0)

Safety Data

• Hazardous Substances Data: 34317-21-0(Hazardous Substances Data)

Upstream product

• 37612-61-6 1-(3,5-dimethyl-1H-pyrazol-1-yl)propan-1-one 
• 103-67-3 benzyl-methyl-amine 
• 123-62-6 propionic acid anhydride 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 107-12-0 propiononitrile 
• 100-52-7 benzaldehyde 
• 84370-51-4 trans-3,5-dimethyl-2-phenyl-4-thiazolidinone 
• 84370-50-3 5-methyl-2-phenyl-4-thiazolidinone 
• 515863-56-6 N-(4,4-dimethyl-4,5-dihydro-thiazol-2-yl)-N-methyl-propionamide 
• 515863-54-4 N-(4,5-dihydro-thiazol-2-yl)-N-methyl-propionamide 
• 84370-55-8 cis-3,5-dimethyl-1,1-dioxo-2-phenyl-4-thiazolidinone 
• 67-63-0 isopropyl alcohol 
• 802294-64-0 propionic acid 
• 84370-56-9 trans-3,5-dimethyl-1,1-dioxo-2-phenyl-4-thiazolidinone 

Downstream Products

• 2532-72-1 N-benzyl-N-methylpropan-1-amine 
• 75692-29-4 N-benzyl-N-methyl-α,α-dideuteropropionamide 

Relevant articles and documents

A practical catalytic reductive amination of carboxylic acids

We report reductive alkylation reactions of amines using carboxylic acids as nominal electrophiles. The two-step reaction exploits the dual reactivity of phenylsilane and involves a silane-mediated amidation followed by a Zn(OAc)2-catalyzed amide reduction. The reaction is applicable to a wide range of amines and carboxylic acids and has been demonstrated on a large scale (305 mmol of amine). The rate differential between the reduction of tertiary and secondary amide intermediates is exemplified in a convergent synthesis of the antiretroviral medicine maraviroc. Mechanistic studies demonstrate that a residual 0.5 equivalents of carboxylic acid from the amidation step is responsible for the generation of silane reductants with augmented reactivity, which allow secondary amides, previously unreactive in zinc/phenylsilane systems, to be reduced.

Selective catalytic sp3 C-O bond cleavage with C-N bond formation in 3-alkoxy-1-propanols

The ruthenium catalyzed selective sp3 C-O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3-O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes were proposed as key intermediates for the unique selective sp3 C-O bond cleavage in 3-alkoxy-1-propanols.

N-Acyl-4,5-dihydro-4,4-dimethyl-N-methyl-2-thiazolamine as a chemoselective acylating agent

2-Methylamino-2-thiazoline reacted with alkyl acyl halides to produce N-acyl-2-methylamino-2-thiazolines, exo-acylated product regioselectively, which were found to be highly chemoselective acylating agents for primary amine in the presence of secondary amine and for the less sterically hindered of two different primary amines.