2-Anilinobenzamide

Base Information

• Chemical Name: 2-Anilinobenzamide
• CAS No.: 1211-19-4
• Molecular Formula: C13H12 N2 O
• Molecular Weight: 212.251
• Hs Code.: 2924299090
• NSC Number: 75183
• DSSTox Substance ID: DTXSID50153151
• Nikkaji Number: J1.354.434D
• Wikidata: Q83020006
• ChEMBL ID: CHEMBL561194
• Mol file: 1211-19-4.mol

Synonyms:2-(phenylamino)benzamide;2-Anilinobenzamide;1211-19-4;Benzamide, 2-(phenylamino)-;Benzamide, o-anilino-;SIRT-IN-3;BRN 0782669;CHEMBL561194;3-14-00-00903 (Beilstein Handbook Reference);Anilinobenzamide;NSC75183;2-Phenylaminobenzamide;2-phenylamino-benzamide;SCHEMBL1318994;DTXSID50153151;KUC112561N;BAA21119;BDBM50297159;MFCD00476529;NSC 75183;NSC-75183;AKOS005279221;DS-8370;KSC-321-003;LS-25675;HY-133998;CS-0136357;C71744;EN300-7414302;BRD-K79647146-001-01-2;Z135897260

Chemical Property of 2-Anilinobenzamide

Chemical Property:

• Vapor Pressure: 4.84E-07mmHg at 25°C
• Melting Point: 122 °C
• Boiling Point: 413.3°C at 760 mmHg
• PKA: 15.59±0.50(Predicted)
• Flash Point: 203.8°C
• PSA: 55.12000
• Density: 1.218g/cm³
• LogP: 3.30240
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

2-(Phenylamino)benzamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC=C2C(=O)N

Technology Process of 2-Anilinobenzamide

There total 15 articles about 2-Anilinobenzamide 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: 97.0%

bromobenzene (108-86-1,52753-63-6) + anthranilic acid amide (28144-70-9,88-68-6) → 2-phenylaminobenzamide (1211-19-4) + 2-aminobenzanilide (4424-17-3)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 22h;

DOI:10.1021/ja035483w

Reference yield: 90.0%

anthranilic acid amide (28144-70-9,88-68-6) + phenylboronic acid (98-80-6) → 2-phenylaminobenzamide (1211-19-4)

Guidance literature:

With triethylamine; copper(l) chloride; In methanol; at 20 ℃; for 12h; Reagent/catalyst; Solvent; chemoselective reaction; Catalytic behavior;

DOI:10.1039/c7ob02491f

Reference yield: 80.0%

anthranilic acid amide (28144-70-9,88-68-6) + phenylboronic acid (98-80-6) → 2-phenylaminobenzamide (1211-19-4) + 2-aminobenzanilide (4424-17-3)

Guidance literature:

With triethylamine; copper(I) bromide; In ethanol; at 20 ℃; for 12h;

DOI:10.1002/adsc.201900827

upstream raw materials:

Methyl N-phenylanthranilate

N-phenyl isatoic anhydride

2-(phenylamino)benzoic acid

bromobenzene

Downstream raw materials:

2-methyl-1-phenyl-4(1H)-quinazolinone

1-phenyl-2-(trifluoromethyl)-4(1H)-quinazolinone

2-(γ-chloropropyl)-1-phenyl-4(1H)-quinazolinone

2-phenylaminobenzonitrile

Refernces

• 1、 Maruyama, Reiji,Ono, Shin,Inoue, Masami. "Amidation of polyaromatic carboxylic acids in aqueous medium". . p. 5229 - 5232. Retrieved 2000.
• 2、 Maruyama,Kawata,Ono,Nishizawa,Ito,Inoue. "Effects of amino acids on the amidation of polyaromatic carboxylic acids by Bacillus cereus.". . p. 1761 - 1765. Retrieved 2001.
• 3、 Meerakrishna, Ramakrishnan Suseela,Shanmugam, Ponnusamy. "Synthesis of blue-red emissive amido-substituted di(het)aryl and tri(het)aryl amine derivatives via chemoselective N-mono and N,N-diarylation of (het) aryl amino amides using benzyne/arynes". . p. 2550 - 2558. Retrieved 2019/02/14.