2-Aminobenzanilide

Base Information

• Chemical Name: 2-Aminobenzanilide
• CAS No.: 4424-17-3
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Hs Code.: 29242990
• European Community (EC) Number: 224-599-5
• NSC Number: 50644
• DSSTox Substance ID: DTXSID80196076
• Nikkaji Number: J38.663D
• ChEMBL ID: CHEMBL38502
• Mol file: 4424-17-3.mol

Synonyms:2-Aminobenzanilide;2-Amino-N-phenylbenzamide;4424-17-3;Anthranilanilide;Benzamide, 2-amino-N-phenyl-;Benzanilide, 2-amino-;N-(2-Aminobenzoyl)aniline;N-Phenylanthranilamide;EINECS 224-599-5;NSC 50644;N-phenyl-2-aminobenzamide;2-Amino-N-phenyl-benzamide;BRN 0782786;3-14-00-00890 (Beilstein Handbook Reference);(2-aminophenyl)-N-benzamide;NSC50644;WLN: ZR BVMR;N1-phenyl-2-aminobenzamide;Oprea1_799088;CHEMBL38502;SCHEMBL1140055;DTXSID80196076;MFCD00017096;NSC-50644;STL036414;AKOS000264127;5K-609S;BP-10689;LS-25613;HY-126944;CS-0108763;FT-0611227;SR-01000389412;SR-01000389412-1;Z56040677

Chemical Property of 2-Aminobenzanilide

Chemical Property:

• Vapor Pressure: 0.00175mmHg at 25°C
• Melting Point: 133-134 °C
• Refractive Index: 1.688
• Boiling Point: 309.6 °C at 760 mmHg
• PKA: 13.24±0.70(Predicted)
• Flash Point: 141 °C
• PSA: 55.12000
• Density: 1.244 g/cm³
• LogP: 3.17530
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-N-phenylbenzamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2N

Technology Process of 2-Aminobenzanilide

There total 54 articles about 2-Aminobenzanilide 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: 96.0%

isatoic anhydride (118-48-9) + aniline (62-53-3) → 2-aminobenzanilide (4424-17-3)

Guidance literature:

In ethyl acetate;

DOI:10.1016/j.jphotochem.2014.07.005

Reference yield: 85.0%

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

Guidance literature:

With potassium carbonate; copper(l) chloride; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 22h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c7ob02491f

upstream raw materials:

isatoic anhydride

N,N'-diphenylformamidine

aniline

N-phenyl-2-nitrobenzamide

Downstream raw materials:

tryptanthrine

2-(Acetylamino)-N-phenylbenzamide

2-[2-(benzoylamino)benzoylamino]benzene

3-phenyl-2,3-dihydro-4(1H)-quinazolinone

Refernces

• 1、 Mondal, Debasmita,Pal, Gargi,Chowdhury, Chinmay. "Palladium(0)-catalysed regioselective cyclisations of 2-amino(tosyl) benzamides/sulphonamides: The stereoselective synthesis of 3-ylidene-[1,4]benzodiazepin-5-ones/benzo[f][1,2,5]thiadiazepine-1,1-dioxides". supporting information. p. 5462 - 5465. Retrieved 2021/06/09.
• 2、 Sherafati, Maedeh,Mirzazadeh, Roghieh,Barzegari, Ebrahim,Mohammadi-Khanaposhtani, Maryam,Azizian, Homa,Sadegh Asgari, Mohammad,Hosseini, Samanesadat,Zabihi, Ebrahim,Mojtabavi, Somayeh,Ali Faramarzi, Mohammad,Mahdavi, Mohammad,Larijani, Bagher,Rastegar, Hossein,Hamedifar, Haleh,Hamed Hajimiri, Mir. "Quinazolinone-dihydropyrano[3,2-b]pyran hybrids as new α-glucosidase inhibitors: Design, synthesis, enzymatic inhibition, docking study and prediction of pharmacokinetic". . . Retrieved 2021/02/26.