N-methoxy-N-methyl-4-nitrobenzamide

Base Information

• Chemical Name: N-methoxy-N-methyl-4-nitrobenzamide
• CAS No.: 52898-51-8
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30388141
• Nikkaji Number: J854.437I
• Mol file: 52898-51-8.mol

Synonyms:N-methoxy-N-methyl-4-nitrobenzamide;52898-51-8;SCHEMBL5390211;DTXSID30388141;PBWDDHAYEOGPMA-UHFFFAOYSA-N;CCA89851;N-Methyl-N-methoxy-4-nitrobenzamide;MFCD07183934;STL066051;AKOS000499786;AS-8142;SB76854;C78283

Chemical Property of N-methoxy-N-methyl-4-nitrobenzamide

Chemical Property:

• PSA: 75.36000
• LogP: 1.75140
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

98%Min ^*data from raw suppliers

N-Methoxy-N-methyl-4-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C1=CC=C(C=C1)[N+](=O)[O-])OC

Technology Process of N-methoxy-N-methyl-4-nitrobenzamide

There total 17 articles about N-methoxy-N-methyl-4-nitrobenzamide 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,0-dimethylhydroxylamine (1117-97-1) + 4-nitro-benzoic acid (62-23-7) → N-methoxy-N-methyl-4-nitrobenzamide (52898-51-8)

Guidance literature:

N,0-dimethylhydroxylamine; 4-nitro-benzoic acid; In toluene; at 0 ℃; for 0.166667h;

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

DOI:10.1055/s-0033-1340317

Reference yield: 98.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 4-nitro-benzoic acid (62-23-7) → N-methoxy-N-methyl-4-nitrobenzamide (52898-51-8)

Guidance literature:

4-nitro-benzoic acid; With triethylamine; trichloromethyl chloroformate; In dichloromethane; at 0 ℃;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1081/SCC-120026336

Reference yield: 96.0%

p-nitrobenzene iodide (636-98-6) + carbon monoxide (201230-82-2) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N-methyl-4-nitrobenzamide (52898-51-8)

Guidance literature:

With potassium carbonate; In toluene; at 105 ℃; for 12h; under 2250.23 Torr; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra04614e

upstream raw materials:

N-hydroxy-N-methyl-4-nitrobenzamide

methyl p-methoxybenzenesulfonate

C₈H₇N₂O₄^(1-)

dimethylphenyl sulfonium tetrafluoroborate

Downstream raw materials:

ethyl 4-nitrobenzoylacetate

N-butyl-4-nitrobenzamide

(4-nitrophenyl)(4-(-trifluoromethyl)phenyl)methanone

2,2‐dichloro‐1‐(4‐nitrophenyl)ethan‐1‐one

Refernces

• 1、 Dale, Harvey J. A.,Nottingham, Chris,Poree, Carl,Lloyd-Jones, Guy C.. "Systematic Evaluation of 1,2-Migratory Aptitude in Alkylidene Carbenes". supporting information. p. 2097 - 2107. Retrieved 2021/02/01.
• 2、 Pilathottathil, Fathima,Vineet Kumar, Doppalapudi,Kaliyamoorthy, Alagiri. "Synthesis of various acylating agents directly from carboxylic acids". supporting information. p. 1622 - 1632. Retrieved 2020/04/27.