3,4-Diaminobenzophenone

Base Information

• Chemical Name: 3,4-Diaminobenzophenone
• CAS No.: 39070-63-8
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Hs Code.: 29223900
• European Community (EC) Number: 254-273-8
• DSSTox Substance ID: DTXSID40192317
• Nikkaji Number: J89.268H
• Wikidata: Q72462692
• ChEMBL ID: CHEMBL4301718
• Mol file: 39070-63-8.mol

Synonyms:3,4-diamino benzophenone;3,4-diaminobenzophenone

Chemical Property of 3,4-Diaminobenzophenone

Chemical Property:

• Appearance/Colour: yellow to ochre-yellow powder
• Vapor Pressure: 5.76E-08mmHg at 25°C
• Melting Point: 115-117 °C(lit.)
• Refractive Index: 1.673
• Boiling Point: 440.7 °C at 760 mmHg
• PKA: 2.96±0.10(Predicted)
• Flash Point: 220.3 °C
• PSA: 69.11000
• Density: 1.233 g/cm³
• LogP: 3.24440
• Storage Temp.: Store below +30°C.
• Solubility.: 0.4g/l
• Water Solubility.: 410 mg/L (20 ºC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

3,4-Diaminobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC(=C(C=C2)N)N
• Uses: 3,4-Diaminobenzophenone is used in the synthesis of 2-Amino-5(6)-benzoylbenzimidazole (A593760), which is a minor urinary metabolite of Mebendazole (M200500) in man. Mebendazole impurity.

Technology Process of 3,4-Diaminobenzophenone

There total 18 articles about 3,4-Diaminobenzophenone 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: 98.9%

2-nitro-4-benzoylaniline (31431-19-3) → 4-benzoylbenzene-1,2-diamine (39070-63-8)

Guidance literature:

With pyrrolidine; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 60 ℃; for 5h; Reagent/catalyst; Temperature;

Reference yield:

3,4-dinitrobenzophenone (33609-48-2) → 4-benzoylbenzene-1,2-diamine (39070-63-8)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; at 30 - 40 ℃;

Reference yield:

3,4-dinitrobenzoic acid (528-45-0) → 4-benzoylbenzene-1,2-diamine (39070-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SOCl₂, 2.) AlCl₃ / 1.) reflux, 10 min, 2.) room temp., 24 h, then 40-50 deg C, 0.5 h

2: H₂ / Raney nickel / tetrahydrofuran / 30 - 40 °C

With aluminium trichloride; thionyl chloride; hydrogen; nickel; In tetrahydrofuran;

upstream raw materials:

2-nitro-4-benzoylaniline

3,4-dinitrobenzophenone

N-(4-benzoylphenyl)acetamide

4-acetamido-3-nitrobenzophenone

Downstream raw materials:

3-(p-Chlorphenylmethylenimino)-4-aminobenzophenon

3-(2-Naphthylmethylenimino)-4-aminobenzophenon

C₁₉H₁₈N₄O₅S₂

3-(3,4-Dichlorphenylmethylenimino)-4-aminobenzophenon

Refernces

• 1、 -. "MEBENDAZOLE POLYMORPH FOR TREATMENT AND PREVENTION OF TUMORS". Sheet 9/17. . Retrieved 2016/09/22.
• 2、 Navarrete-Vazquez, Gabriel,Yepez, Lilian,Hernandez-Campos, Alicia,Tapia, Amparo,Hernandez-Luis, Francisco,Cedillo, Roberto,Gonzalez, Jose,Martinez-Fernandez, Antonio,Martinez-Grueiro, Mercedes,Castillo, Rafael. "Synthesis and antiparasitic activity of Albendazole and Mebendazole analogues". . p. 4615 - 4622. Retrieved 2007/10/03.