N-[(3-nitrophenyl)methyl]acetamide

Base Information

• Chemical Name: N-[(3-nitrophenyl)methyl]acetamide
• CAS No.: 180080-55-1
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• NSC Number: 216074
• DSSTox Substance ID: DTXSID901296916
• Mol file: 180080-55-1.mol

Synonyms:N-[(3-nitrophenyl)methyl]acetamide;NSC216074;180080-55-1;SCHEMBL951041;DTXSID901296916;AKOS011221967;NSC-216074;Acetamide, N-[(3-nitrophenyl)methyl]-

Chemical Property of N-[(3-nitrophenyl)methyl]acetamide

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NCC1=CC(=CC=C1)[N+](=O)[O-]

Technology Process of N-[(3-nitrophenyl)methyl]acetamide

There total 6 articles about N-[(3-nitrophenyl)methyl]acetamide 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: 91.0%

3-nitrobenzylamine (7409-18-9) + acetyl chloride (75-36-5) → N-acetyl-3-nitrobenzylamine (180080-55-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 67.0%

hydrogen cyanide (74-90-8) + 3-nitrobenzoic acid (121-92-6) → N-acetyl-3-nitrobenzylamine (180080-55-1)

Guidance literature:

With iodobenzene; water; toluene-4-sulfonic acid; Selectfluor; at 25 ℃; for 16h; Irradiation; Inert atmosphere;

DOI:10.1021/acscatal.1c05077

Reference yield:

methanesulfonic acid 3-nitrobenzylester → N-acetyl-3-nitrobenzylamine (180080-55-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C

2: triphenylphosphine / tetrahydrofuran; water; toluene / 16 h / 80 °C

3: triethylamine / dichloromethane / 16 h / 0 - 20 °C

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

N-(phenylmethyl)acetamide

nitric acid

3-nitrobenzylamine

acetyl chloride

Downstream raw materials:

N-(3-aminobenzyl)acetamide

N-(3-Nitrobenzyl)ethaneamine hydrochloride

2-(3-nitrophenyl)-(3H)-4-quinazolinone

N-(3-cyanoamino-benzyl)-acetamide