4,4'-Diaminobenzanilide

Base Information

• Chemical Name: 4,4'-Diaminobenzanilide
• CAS No.: 785-30-8
• Molecular Formula: C13H13N3O
• Molecular Weight: 227.266
• Hs Code.: 2924.29
• European Community (EC) Number: 212-321-5
• NSC Number: 37092
• UNII: 00X4JM89UH
• DSSTox Substance ID: DTXSID4020400
• Nikkaji Number: J7.093I
• Wikidata: Q27231382
• ChEMBL ID: CHEMBL350416
• Mol file: 785-30-8.mol

Synonyms:4,4'-diaminobenzanilide

Chemical Property of 4,4'-Diaminobenzanilide

Chemical Property:

• Appearance/Colour: off-white to grey-beige powder
• Melting Point: 205-207 °C(lit.)
• Boiling Point: 384 °C at 760 mmHg
• PKA: 13.99±0.70(Predicted)
• Flash Point: 186 °C
• PSA: 81.14000
• Density: 1.314 g/cm³
• LogP: 3.33870
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.105862047
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

4,4'-Diaminobenzanilide >98.0%(HPLC)(T) ^*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(=CC=C1C(=O)NC2=CC=C(C=C2)N)N

Technology Process of 4,4'-Diaminobenzanilide

There total 9 articles about 4,4'-Diaminobenzanilide 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: 98.0%

C13H11N5O → 4,4'-diaminobenzanilide (785-30-8)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; chemoselective reaction;

DOI:10.1021/acscatal.6b01217

Reference yield: 96.1%

4,4'-dinitrobenzanilide (6333-15-9) → 4,4'-diaminobenzanilide (785-30-8)

Guidance literature:

4,4'-dinitrobenzanilide; With palladium on activated charcoal; hydrogen; In N,N-dimethyl-formamide; at 10 ℃; under 6000.6 Torr; Autoclave;

In butan-1-ol; at 25 - 135 ℃; for 0.333333h; Autoclave;

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → 4,4'-diaminobenzanilide (785-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / chlorobenzene / 4.5 h / 90 - 95 °C

2: hydrogenchloride; iron / water / 2 h / 95 - 98 °C

With hydrogenchloride; iron; triethylamine; In water; chlorobenzene;

DOI:10.2298/JSC090225021P

upstream raw materials:

4,4'-dinitrobenzanilide

4-aminobenzoyl chloride

1,4-phenylenediamine

4-amino-benzoic acid

Downstream raw materials:

Benzanilid-bis-diazoniumchlorid-(4,4')

4,4'-bis[2,3-di(tert-butoxycarbonyl)guanidino]benzanilide

4,4'-bis[1,3-di(tert-butoxycarbonyl)-2-imidazolidinylimino]benzanilide

4-amino-N-[4-N',N''-di(tert-butoxycarbonyl)guanidinophenyl]benzamide

Refernces

• 1、 -. "Preparation method of electronic-grade 4,4'-diaminobenzanilide". Paragraph 0013; 0015-0017; 0026; 0028-0030. . Retrieved 2018/08/28.
• 2、 Rilova, Elodie,Erdmann, Alexandre,Gros, Christina,Masson, Veronique,Aussagues, Yannick,Poughon-Cassabois, Valerie,Rajavelu, Arumugam,Jeltsch, Albert,Menon, Yoann,Novosad, Natacha,Gregoire, Jean-Marc,Vispe, Stephane,Schambel, Philippe,Ausseil, Frederic,Sautel, Francois,Arimondo, Paola B.,Cantagrel, Frederic. "Design, synthesis and biological evaluation of 4-Amino-N-(4-aminophenyl) benzamide analogues of quinoline-based SGI-1027 as inhibitors of DNA methylation". . p. 590 - 601. Retrieved 2014/03/21.