N-(2-Hydroxyethyl)-2-nitrobenzamide

Base Information

• Chemical Name: N-(2-Hydroxyethyl)-2-nitrobenzamide
• CAS No.: 84946-14-5
• Molecular Formula: C₉H₁₀N₂O₄
• Molecular Weight: 210.189
• European Community (EC) Number: 284-617-2
• DSSTox Substance ID: DTXSID90233986
• Nikkaji Number: J333.631J
• Wikidata: Q83115681
• Mol file: 84946-14-5.mol

Synonyms:N-(2-Hydroxyethyl)-2-nitrobenzamide;84946-14-5;EINECS 284-617-2;Benzamide, N-(2-hydroxyethyl)-2-nitro-;DTXSID90233986;AKOS008976052

Chemical Property of N-(2-Hydroxyethyl)-2-nitrobenzamide

Chemical Property:

• Vapor Pressure: 1.03E-08mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 445.3 °C at 760 mmHg
• Flash Point: 223.1 °C
• PSA: 98.64000
• Density: 1.35 g/cm³
• LogP: 1.41490
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

N-(2-HYDROXYETHYL)-2-NITROBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(2-Hydroxyethyl)-2-nitrobenzamide

There total 2 articles about N-(2-Hydroxyethyl)-2-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:

ethanolamine (141-43-5) + 2-nitrobenzyl chloride (610-14-0) → N-(2-hydroxyethyl)-2-nitrobenzamide (84946-14-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.5b12690

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → N-(2-hydroxyethyl)-2-nitrobenzamide (84946-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 12 h / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jacs.5b12690

Reference yield:

N-(2-hydroxyethyl)-2-nitrobenzamide (84946-14-5) → 3-(furan-2-yl)-N-(2-(4,5-dihydrothiazol-2-yl)phenyl)propanamide

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; Lawessons reagent / toluene / Reflux

2: sodium sulfide / ethanol / 3 h / Reflux

3: triethylamine / dichloromethane / 12 h

With Lawessons reagent; sodium sulfide; triethylamine; In ethanol; dichloromethane; toluene;

DOI:10.1021/jacs.5b12690

upstream raw materials:

ethanolamine

2-nitrobenzyl chloride

ortho-nitrobenzoic acid

Downstream raw materials:

2-(4,5-dihydrothiazol-2-yl)aniline

Refernces