N-(2-(Bromomethyl)-5-nitrophenyl)acetamide

Base Information

• Chemical Name: N-(2-(Bromomethyl)-5-nitrophenyl)acetamide
• CAS No.: 651733-07-2
• Molecular Formula: C9H9BrN2O3
• Molecular Weight: 273.086
• DSSTox Substance ID: DTXSID90700380
• Wikidata: Q82631692
• Mol file: 651733-07-2.mol

Synonyms:651733-07-2;N-(2-(BROMOMETHYL)-5-NITROPHENYL)ACETAMIDE;N-[2-(Bromomethyl)-5-nitrophenyl]acetamide;2-acetamido-4-nitrobenzyl bromide;SCHEMBL6694815;DTXSID90700380;YDWDVJVLNIFXJZ-UHFFFAOYSA-N;7-Amino-3-MethoxyCephalosporanicAcid;AB44167

Chemical Property of N-(2-(Bromomethyl)-5-nitrophenyl)acetamide

Chemical Property:

• PSA: 74.92000
• LogP: 3.04430
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 271.97965
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

N-(2-(BROMOMETHYL)-5-NITROPHENYL)ACETAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=CC(=C1)[N+](=O)[O-])CBr

Technology Process of N-(2-(Bromomethyl)-5-nitrophenyl)acetamide

There total 2 articles about N-(2-(Bromomethyl)-5-nitrophenyl)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: 55.6%

N-(2-methyl-5-nitrophenyl)acetamide (2879-79-0) → 2-acetamido-4-nitrobenzyl bromide (651733-07-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 20h; Photolysis;

DOI:10.1021/jm034133h

Reference yield:

2-methyl-5-nitroaniline (99-55-8) → 2-acetamido-4-nitrobenzyl bromide (651733-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / pyridine / CHCl₃ / 6 h / 20 °C

2: 55.6 percent Turnov_. / N-bromosuccinimide / CCl₄ / 20 h / 20 °C / Photolysis

With pyridine; N-Bromosuccinimide; In tetrachloromethane; chloroform;

DOI:10.1016/S0968-0896(03)00459-0

Reference yield: 73.3%

potassium phtalimide (1074-82-4) + 2-acetamido-4-nitrobenzyl bromide (651733-07-2) → 2-acetamido-4-nitro-α-phthalimido toluene (651733-08-3)

Guidance literature:

18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 24h;

upstream raw materials:

N-(2-methyl-5-nitrophenyl)acetamide

2-methyl-5-nitroaniline

Downstream raw materials:

2-acetamido-4-nitro-α-phthalimido toluene

2-acetamido-4-nitrobenzyl alcohol

(2-Amino-4-nitrophenyl)methan-1-ol