141694-25-9

Basic information

• Product Name: N-methoxy-N-methyl-α-oxo-benzeneacetamide
• Synonyms: N-methoxy-N-methyl-α-oxo-benzeneacetamide
• CAS NO: 141694-25-9
• Molecular Weight: 193.202
• Mol File: 141694-25-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-methoxy-N-methyl-α-oxo-benzeneacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methoxy-N-methyl-α-oxo-benzeneacetamide(141694-25-9)
• EPA Substance Registry System: N-methoxy-N-methyl-α-oxo-benzeneacetamide(141694-25-9)

Safety Data

• Hazardous Substances Data: 141694-25-9(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 106675-70-1 N¹,N²-dimethoxy-N¹,N²-dimethyloxalamide 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 611-73-4 Benzoylformic acid 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 88070-48-8 N-methylbenzamide 
• 76-84-6 triphenylmethyl alcohol 
• 7472-45-9 2,2-Diphenyl-2-hydroxy-N-methylacetamide 
• 1613740-29-6 2-(methoxy(methyl)amino)-2-oxo-1-phenylethyl cyclohexanecarboxylate 
• 1391068-07-7 (S)-2-hydroxy-N-methoxy-N-methyl-2-phenylacetamide 
• 288374-65-2 (R)-(-)-N-methyl-N-methoxy(2-hydroxy-2-phenyl)acetamide 
• 65645-88-7 N-methyl-2-hydroxy-2-phenylethanamide 

Relevant articles and documents

Synthesis of various acylating agents directly from carboxylic acids

A straightforward synthesis of acylating reagents such as Weinreb and MAP amides from aromatic, aliphatic carboxylic acids, and amino acids using PPh3/NBS combination is described. A chemo-selective modification of the carboxylic acid group into Weinreb amide in the presence of more reactive aldehydes and ketones is presented. All reactions were performed at ambient temperature under air using undried commercial grade solvent. Furthermore, the present methodology could be performed at a gram scale under inert-free reaction conditions. In addition, 7-azaindoline amide auxiliary (used for catalytic asymmetric aldol- and Mannich-type reactions), which behaves like Weinreb amide is also synthesized under similar reaction conditions.

Preparation of Weinreb amides using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4- methylmorpholinium chloride (DMT-MM)

Weinreb amides were successfully prepared from the corresponding carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) in the solvents, methanol, isopropyl alcohol, and acetonitrile, which can solubilize DMT-MM

α-Keto Amides and 1,2-Diketones from N,N'-Dimethoxy-N,N'-dimethylethanediamide. A Synthetic and Mechanistic Investigation

N,N'-Dimethoxy-N,N'-dimethylethanediamide (1), a 1,2-dicarbonyl synthon prepared from oxalyl chloride, undergoes nucleophilic displacements with Grignard reagents to provide α-keto amides 2-12 in 28-90percent yields.The synthon also undergoes double nucleophilic displacements with organolithium reagents to furnish symmetrical 1,2-diketones 15-23 in 15-84percent yields.A mechanism accounting for all the products from the reaction of 1 with nucleophiles has been proposed.Several control experiments were carried out to support the proposed mechanism.