3-bromo-N-phenylbenzamide

Base Information

• Chemical Name: 3-bromo-N-phenylbenzamide
• CAS No.: 63710-33-8
• Molecular Formula: C13H10BrNO
• Molecular Weight: 276.132
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60357461
• Nikkaji Number: J2.516.724D
• Wikidata: Q82137372
• ChEMBL ID: CHEMBL4292251
• Mol file: 63710-33-8.mol

Synonyms:3-bromo-N-phenylbenzamide;63710-33-8;CHEMBL4292251;n-phenyl-3-bromobenzamide;3-BROMOBENZANILIDE;CBMicro_000493;SCHEMBL3827286;DTXSID60357461;SAGPZJDZARMYKP-UHFFFAOYSA-N;SMSF0006611;BDBM50468069;MFCD00087947;STK155715;AKOS000171731;CB01707;DS-3449;BIM-0000353.P001;CS-0158600;D82559;SR-01000215584;SR-01000215584-1

Chemical Property of 3-bromo-N-phenylbenzamide

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 305.718oC at 760 mmHg
• Flash Point: 138.694oC
• PSA: 29.10000
• Density: 1.497g/cm3
• LogP: 3.77440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 274.99458
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

≥95% ^*data from raw suppliers

3-Bromo-N-phenylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-bromo-N-phenylbenzamide

There total 14 articles about 3-bromo-N-phenylbenzamide 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: 100.0%

1-Bromo-3-iodobenzene (591-18-4) + carbon monoxide (201230-82-2) + aniline (62-53-3) → 3-bromo-N-phenylbenzamide (63710-33-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 8h; under 750.075 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.molcata.2014.11.008

Reference yield: 99.0%

m-bromobenzoic acid (585-76-2) + aniline (62-53-3) → 3-bromo-N-phenylbenzamide (63710-33-8)

Guidance literature:

m-bromobenzoic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

aniline; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

Reference yield: 95.0%

3-bromobenzoyl chloride (1711-09-7) + aniline (62-53-3) → 3-bromo-N-phenylbenzamide (63710-33-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01293

upstream raw materials:

m-bromobenzoic aldehyde

1-{(3-Bromo-phenyl)-[(Z)-phenylimino]-methyl}-4-dimethylamino-pyridinium; chloride

(3-bromophenyl)boronic acid

phenyl isocyanate

Downstream raw materials:

2-(3-N-methyl-N-phenylbenzamidoamino)benzamide

C₂₀H₁₇N₃O₂

3-bromo-N-methyl-N-phenylbenzamide

2-(3-Bromo-phenyl)-benzothiazole

Refernces

• 1、 Wu, Yundong,Guo, Lei,Liu, Yuxuan,Xiang, Jiannan,Jiang, Jun. "Fe-mediated synthesis of: N -aryl amides from nitroarenes and acyl chlorides". . p. 15290 - 15295. Retrieved 2021/05/19.
• 2、 Barsottini, Mario R. O.,Carazzolle, Marcelo F.,Costa, Paulo C. S.,Evangelista, Joel S.,Miranda, Paulo C. M. L.,Nascimento, Andrey F. Z.,Pereira, Gon?alo A. G.,Pires, Bárbara A.,Rocco, Silvana A.,Sfor?a, Maurício L.,Silva, Jaqueline S.,Vieira, Maria L. L.,Zeri, Ana C. M.. "N-Phenylbenzamide derivatives as alternative oxidase inhibitors: Synthesis, molecular properties, 1H-STD NMR, and QSAR". . . Retrieved 2020/02/27.