N-ethyl-2-nitrobenzamide

Base Information

• Chemical Name: N-ethyl-2-nitrobenzamide
• CAS No.: 945-23-3
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• DSSTox Substance ID: DTXSID70351359
• Wikidata: Q82127718
• Mol file: 945-23-3.mol

Synonyms:N-ethyl-2-nitrobenzamide;945-23-3;Oprea1_457746;SCHEMBL13753006;DTXSID70351359;BENZAMIDE,N-ETHYL-2-NITRO-;MFCD01211888;AKOS003264465;LS-07239;CS-0321675;FT-0693731

Chemical Property of N-ethyl-2-nitrobenzamide

Chemical Property:

• Boiling Point: 365.9 °C at 760 mmHg
• Flash Point: 175.1 °C
• PSA: 74.92000
• Density: 1.228 g/cm³
• LogP: 2.25860
• XLogP3: 0.6
• 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:

99% ^*data from raw suppliers

N-Ethyl-2-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-ethyl-2-nitrobenzamide

There total 5 articles about N-ethyl-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:

ethylamine (75-04-7,85404-22-4) + 2-nitrobenzyl chloride (610-14-0) → N-ethyl-2-nitrobenzamide (945-23-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1002/cmdc.201402498

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + ethanamine hydrochloride (557-66-4) → N-ethyl-2-nitrobenzamide (945-23-3)

Guidance literature:

ortho-nitrobenzoic acid; With thionyl chloride; at 60 ℃; for 1h;

ethanamine hydrochloride; With sodium hydrogencarbonate; In acetonitrile; at 0 ℃; for 4h;

DOI:10.1016/j.bioorg.2019.103408

Reference yield:

2-nitrobenzyl chloride (610-14-0) → N-ethyl-2-nitrobenzamide (945-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / 1M NaOH / 2 h / Ambient temperature

2: 1.) POCl₃

With sodium hydroxide; trichlorophosphate;

DOI:10.1002/jhet.5570240122

upstream raw materials:

N-(2-nitrobenzoyl)thiazolidine-4-carboxylic acid

ethylamine

2-nitrobenzyl chloride

ortho-nitrobenzoic acid

Downstream raw materials:

3-ethyl-1H-quinazoline-2,4-dione