N-Methoxy-N-methylbenzamide

Base Information

• Chemical Name: N-Methoxy-N-methylbenzamide
• CAS No.: 6919-61-5
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2924299090
• European Community (EC) Number: 805-987-9
• DSSTox Substance ID: DTXSID80341044
• Nikkaji Number: J314.503D
• Wikidata: Q27126879
• Metabolomics Workbench ID: 60778
• Mol file: 6919-61-5.mol

Synonyms:N-Methoxy-N-methylbenzamide;6919-61-5;N-Methyl-N-methoxybenzamide;Benzamide, N-methoxy-N-methyl-;N-methoxy-N-methyl-benzamide;MFCD00075320;n-methyl-n-methoxy benzamide;methyl N-methylbenzohydroxamate;N-methoxy-N-methylbenzamid;N-methoxy-N-methyl benzamide;SCHEMBL28777;CHEBI:59742;DTXSID80341044;N-Methoxy-N-methylbenzamide, 98%;AM1143;BBL101465;N-methoxy-N-methyl-benzenecarboxamide;STL555261;AKOS005259450;AB11569;CS-W017890;LUXG-6919-61-5;SB76635;AS-11249;N-benzoyl-N-methyl-O-methyl-hydroxylamine;SY052485;A9164;FT-0713883;M2672;EN300-317668;Q27126879;F1903-0112

Chemical Property of N-Methoxy-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 0.00238mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 288.2 °C at 760 mmHg
• Flash Point: 128.1 °C
• PSA: 29.54000
• Density: 1.093 g/cm³
• LogP: 1.32000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methoxy-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C(=O)C1=CC=CC=C1)OC
• Uses: N-Methoxy-N-methylbenzamide is used to prepare orally bioavailable tetrasubstituted imidazoles as inhibitors of p38 mitogen-activated protein kinase. It is used to synthesize benzofuran and benzothiophene biphenyls as inhibitors of protein tyrosine phosphatase 1B with antihyperglycemic properties. N-Methoxy-N-methylbenzamide may be used in the preparation of β-trifluoromethyl enaminones.

Technology Process of N-Methoxy-N-methylbenzamide

There total 75 articles about N-Methoxy-N-methylbenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + benzoyl chloride (98-88-4) → N-methoxy-N-methylbenzamide (6919-61-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.200907163

Reference yield: 98.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + benzoic acid (65-85-0,8013-63-6) → N-methoxy-N-methylbenzamide (6919-61-5)

Guidance literature:

benzoic acid; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; ethyl acetate; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; In tetrahydrofuran; ethyl acetate; at 0 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.07.059

Reference yield: 97.0%

benzoic acid (65-85-0,8013-63-6) + N,0-dimethylhydroxylamine (1117-97-1) → N-methoxy-N-methylbenzamide (6919-61-5)

Guidance literature:

benzoic acid; N,0-dimethylhydroxylamine; In toluene; at 0 ℃; for 0.166667h;

With phosphorus trichloride; In toluene; at 20 - 60 ℃; for 0.5h; Solvent; Temperature; Time;

DOI:10.1055/s-0033-1340317

upstream raw materials:

bis(methoxymethylamino)methane

benzoyl chloride

O-methyl acetophenone oxime

N-hydroxy-N-methylbenzamide

Downstream raw materials:

6-indolyl phenyl ketone

tert-butyl benzoylacetate

tert-butyl 2-fluoro-3-oxo-3-phenyl-propionate

3-hydroxybenzophenone

Refernces

• 1、 Yi, Jaeeun,Kim, Hyun Tae,Jaladi, Ashok Kumar,An, Duk Keun. "Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines". supporting information. p. 129 - 132. Retrieved 2021/11/17.
• 2、 Tóth, Balázs L.,Sályi, Gerg?,Domján, Attila,Egyed, Orsolya,Bényei, Attila,Gonda, Zsombor,Novák, Zoltán. "Z-Selective Fluoroalkenylation of (Hetero)Aromatic Systems by Iodonium Reagents in Palladium-Catalyzed Directed C?H Activation". supporting information. p. 348 - 354. Retrieved 2021/11/09.