3-Nitro-o-phenylenediamine

Base Information

• Chemical Name: 3-Nitro-o-phenylenediamine
• CAS No.: 3694-52-8
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Hs Code.: 29215900
• European Community (EC) Number: 223-013-5
• NSC Number: 84243
• UNII: WRZ63L50ZK
• DSSTox Substance ID: DTXSID60190436
• Nikkaji Number: J79.839H
• Wikidata: Q27292799
• Mol file: 3694-52-8.mol

Synonyms:3-nitro-o-phenylenediamine;n-phenylenediamine

Chemical Property of 3-Nitro-o-phenylenediamine

Chemical Property:

• Appearance/Colour: dark red needle-like crystals
• Vapor Pressure: 1.16E-05mmHg at 25°C
• Melting Point: 156-159 °C
• Refractive Index: 1.708
• Boiling Point: 369.7 °C at 760 mmHg
• PKA: 2.02±0.10(Predicted)
• Flash Point: 177.4 °C
• PSA: 97.86000
• Density: 1.446 g/cm³
• LogP: 2.44480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Nitrobenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitro-o-phenylenediamine

There total 14 articles about 3-Nitro-o-phenylenediamine 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: 90.0%

2,6-dinitroaniline (606-22-4) → 2,3-diamino-nitrobenzene (3694-52-8)

Guidance literature:

With hydrazine; Ru-carbon; In ethanol; for 3h; Heating;

DOI:10.1080/00397919508011408

Reference yield: 80.0%

4-nitrobenzofuroxan (18771-85-2) → 2,3-diamino-nitrobenzene (3694-52-8)

Guidance literature:

With Saccharomyces cerevisiae BY; In methanol; at 20 ℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction;

DOI:10.1080/00397910802372509

Reference yield: 76.0%

5-methoxy-4-nitro-2,1,3-benzoselenadiazole (146294-19-1) → 2,3-diamino-nitrobenzene (3694-52-8)

Guidance literature:

With hydrogenchloride; hydrogen iodide; for 2h; Ambient temperature;

upstream raw materials:

2,6-dinitroaniline

5-methoxy-4-nitro-2,1,3-benzoselenadiazole

5-methoxy-2,1,3-benzoselenadiazole

4-methoxy-1,2-phenylenediamine

Downstream raw materials:

4-nitro-2-phenyl-1H-benzo[d]imidazole

8-ethyl-6-nitro-1,3-dideazaadenine

N-(2-amino-3-nitrophenyl)toluene-p-sulphonamide

N-(2-amino-3-nitrophenyl)-3-chloropropionamide

Refernces

• 1、 Schoepf, Anna M.,Salcher, Stefan,Obexer, Petra,Gust, Ronald. "Overcoming imatinib resistance in chronic myelogenous leukemia cells using non-cytotoxic cell death modulators". supporting information. . Retrieved 2019/10/22.
• 2、 Brockway, Anthony J.,Volkov, Oleg A.,Cosner, Casey C.,MacMillan, Karen S.,Wring, Stephen A.,Richardson, Thomas E.,Peel, Michael,Phillips, Margaret A.,De Brabander, Jef K.. "Synthesis and evaluation of analogs of 5′-(((Z)-4-amino-2-butenyl)methylamino)-5′-deoxyadenosine (MDL 73811, or AbeAdo) – An inhibitor of S-adenosylmethionine decarboxylase with antitrypanosomal activity". supporting information. p. 5433 - 5440. Retrieved 2017/10/06.