4,4'-Dinitrobenzanilide

Base Information

• Chemical Name: 4,4'-Dinitrobenzanilide
• CAS No.: 6333-15-9
• Molecular Formula: C13H9 N3 O5
• Molecular Weight: 287.232
• European Community (EC) Number: 228-710-8
• NSC Number: 38562,15360
• DSSTox Substance ID: DTXSID2064238
• Wikidata: Q81991362
• ChEMBL ID: CHEMBL467741
• Mol file: 6333-15-9.mol

Synonyms:4,4'-Dinitrobenzanilide;4-nitro-n-(4-nitrophenyl)benzamide;p,p'-Dinitrobenzanilide;6333-15-9;Benzamide, 4-nitro-N-(4-nitrophenyl)-;Benzanilide, 4,4'-dinitro-;NSC 15360;EINECS 228-710-8;NSC 38562;Benzanilide,4'-dinitro-;4-Nitro-N-(4-nitro-phenyl)-benzamide;Oprea1_579548;CHEMBL467741;SCHEMBL9134339;DTXSID2064238;NSC15360;NSC38562;NSC-15360;NSC-38562;STL089652;AKOS000734497;NCI60_001087;NCI60_003684;BB 0323476

Chemical Property of 4,4'-Dinitrobenzanilide

Chemical Property:

• Melting Point: 274 °C
• Boiling Point: 417.9±30.0 °C(Predicted)
• PKA: 10.94±0.70(Predicted)
• Flash Point: 206.5oC
• PSA: 120.74000
• Density: 1.496±0.06 g/cm3(Predicted)
• LogP: 3.87470
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 287.05422040
• Heavy Atom Count: 21
• Complexity: 401

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 4,4'-Dinitrobenzanilide

There total 10 articles about 4,4'-Dinitrobenzanilide 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: 99.0%

4-nitro-benzoyl chloride (122-04-3) + 4-nitro-aniline (100-01-6,104810-17-5) → 4,4'-dinitrobenzanilide (6333-15-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 60 ℃; for 1h;

DOI:10.1002/cmdc.201300420

Reference yield: 95.0%

nitrobenzene (98-95-3,26969-40-4) + 4-nitrobenzamide (619-80-7) → 4,4'-dinitrobenzanilide (6333-15-9) + trans-azoxybenzene (20972-43-4,21650-65-7,495-48-7,55599-32-1)

Guidance literature:

With tetramethyl ammoniumhydroxide; at 70 ℃; for 4h; under 40 Torr;

DOI:10.1021/jo00076a059

Reference yield: 92.0%

4-nitro-aniline (100-01-6,104810-17-5) + 4-nitro-benzoic acid (62-23-7) → 4,4'-dinitrobenzanilide (6333-15-9)

Guidance literature:

With covalent organic polymer from p-aminophenol and cyanuric chloride; In 1,4-dioxane; at 20 ℃; for 0.666667h;

DOI:10.1039/c9dt03931g

upstream raw materials:

4-nitro-benzoyl chloride

4-nitro-aniline

4-nitro-benzoic acid

nitrobenzene

Downstream raw materials:

2-phenyl-3-(4'-[N-(4''-aminophenyl)carbamoyl]-phenyl)-quinazoline-4(3H)-one-6-sulphonic acid

N-[4-(pyridin-4-ylamino)phenyl]-4-(pyridin-4-ylamino)benzamide

C₁₄H₉N₅O₄

Refernces

• 1、 Yadav, Deepika,Awasthi, Satish Kumar. "An unsymmetrical covalent organic polymer for catalytic amide synthesis". . p. 179 - 186. Retrieved 2019/12/28.
• 2、 Tumer, Tugba B.,Onder, Ferah Comert,Ipek, Hande,Gungor, Tugba,Savranoglu, Seda,Tok, Tugba Taskin,Celik, Ayhan,Ay, Mehmet. "Biological evaluation and molecular docking studies of nitro benzamide derivatives with respect to in vitro anti-inflammatory activity". . p. 129 - 139. Retrieved 2016/12/22.