N,N-diethyl-2-nitrobenzamide

Base Information

• Chemical Name: N,N-diethyl-2-nitrobenzamide
• CAS No.: 10345-77-4
• Molecular Formula: C11H14N2O3
• Molecular Weight: 222.244
• DSSTox Substance ID: DTXSID50391011
• Nikkaji Number: J1.504.750J
• Wikidata: Q82188200
• Mol file: 10345-77-4.mol

Synonyms:N,N-diethyl-2-nitrobenzamide;10345-77-4;Benzamide, N,N-diethyl-2-nitro-;Oprea1_491762;DTXSID50391011;AKOS003634560

Chemical Property of N,N-diethyl-2-nitrobenzamide

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 222.10044231
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N,N-diethyl-2-nitrobenzamide

There total 8 articles about N,N-diethyl-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: 87.3%

diethylamine (109-89-7) + 2-nitrobenzyl chloride (610-14-0) → 2-nitro-N,N-diethylbenzamide (10345-77-4)

Guidance literature:

In tetrahydrofuran; for 0.5h;

Reference yield: 81.0%

carbon monoxide (201230-82-2) + o-nitroiodobenzene (609-73-4) + triethylamine (121-44-8) → 2-nitro-N,N-diethylbenzamide (10345-77-4)

Guidance literature:

With palladium 10% on activated carbon; oxygen; In acetonitrile; at 100 ℃; for 8h; under 4560.31 Torr; Autoclave; Green chemistry;

DOI:10.1021/acs.joc.5b02385

Reference yield: 65.0%

carbon monoxide (201230-82-2) + 2-nitrophenylboronic acid (5570-19-4) + triethylamine (121-44-8) → 2-nitro-N,N-diethylbenzamide (10345-77-4)

Guidance literature:

With copper(l) iodide; oxygen; palladium dichloride; In acetonitrile; at 100 ℃; for 12h; under 1520.1 Torr; Autoclave; High pressure;

DOI:10.1021/acs.joc.1c00345

upstream raw materials:

N,N-diethylbenzamide

diethylamine

2-nitrobenzyl chloride

ortho-nitrobenzoic acid

Downstream raw materials:

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

2-phenyl-4(3H)-quinazolinone

2-(4-methoxyphenyl)-3H-quinazolin-4-one

N-ethylbenzamide