N-(2-aminophenyl)-4-nitrobenzamide

Base Information

• Chemical Name: N-(2-aminophenyl)-4-nitrobenzamide
• CAS No.: 6338-73-4
• Molecular Formula: C13H11N3O3
• Molecular Weight: 257.249
• DSSTox Substance ID: DTXSID20394099
• Nikkaji Number: J802.374C
• Wikidata: Q82193295
• Mol file: 6338-73-4.mol

Synonyms:N-(2-aminophenyl)-4-nitrobenzamide;6338-73-4;Oprea1_552361;SCHEMBL16684914;SCHEMBL16692348;DTXSID20394099;WMBQAJRNBQWSPS-UHFFFAOYSA-N;N-(2-aminophenyl) 4-nitrobenzamide;AKOS001483281;N-(4-Nitrobenzoyl)-o-phenylenediamine;SR-01000389425;SR-01000389425-1

Chemical Property of N-(2-aminophenyl)-4-nitrobenzamide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 257.08004122
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)NC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-(2-aminophenyl)-4-nitrobenzamide

There total 6 articles about N-(2-aminophenyl)-4-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: 74.0%

N-(2-iodophenyl)-4-nitrobenzamide (314285-30-8) → N-(2-aminophenyl)-4-nitrobenzamide (6338-73-4)

Guidance literature:

With ammonium hydroxide; potassium phosphate; copper(II) bis(trifluoromethanesulfonate); vasicine; In ethanol; at 70 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1016/j.tetlet.2021.153001

Reference yield: 72.0%

N-(2-bromophenyl)-4-nitrobenzamide (99514-85-9) → N-(2-aminophenyl)-4-nitrobenzamide (6338-73-4)

Guidance literature:

With ammonium hydroxide; potassium phosphate; copper(II) bis(trifluoromethanesulfonate); vasicine; In ethanol; at 70 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1016/j.tetlet.2021.153001

Reference yield: 3.0%

4-nitro-benzoyl chloride (122-04-3) + 1,2-diamino-benzene (95-54-5) → N-(2-aminophenyl)-4-nitrobenzamide (6338-73-4)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

4-nitro-benzoyl chloride

1,2-diamino-benzene

4-nitro-benzoic acid

N-(2-bromophenyl)-4-nitrobenzamide

Downstream raw materials:

2-(4-nitrophenyl)benzimidazole

1,2-diamino-benzene

4-nitro-benzoic acid

1H-1,2,3-benzotriazol-1-yl-4-nitrophenylmethanone