5-Bromosalicylanilide

Base Information

• Chemical Name: 5-Bromosalicylanilide
• CAS No.: 4294-89-7
• Molecular Formula: C13H10BrNO2
• Molecular Weight: 292.132
• UNII: Z6PPT297D7
• DSSTox Substance ID: DTXSID90195570
• Wikidata: Q27295076
• ChEMBL ID: CHEMBL4294873
• Mol file: 4294-89-7.mol

Synonyms:5-Bromosalicylanilide;5-bromo-2-hydroxy-N-phenylbenzamide;4294-89-7;Benzamide, 5-bromo-2-hydroxy-N-phenyl-;Z6PPT297D7;CHEMBL4294873;5-bromo-2-hydroxy-N-phenyl-benzamide;UNII-Z6PPT297D7;5-Bromsalicylanilid;starbld0007931;SCHEMBL330113;DTXSID90195570;RIFLOVCLRMLWFW-UHFFFAOYSA-N;BDBM50468083;AKOS008764266;Q27295076

Chemical Property of 5-Bromosalicylanilide

Chemical Property:

• Vapor Pressure: 2.86E-05mmHg at 25°C
• Boiling Point: 346.5°C at 760 mmHg
• Flash Point: 163.4°C
• Density: 1.597g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 290.98949
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromosalicylanilide

There total 11 articles about 5-Bromosalicylanilide 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: 97.4%

5-bromosalicyclic acid (89-55-4) + aniline (62-53-3) → 5-bromo-2-hydroxy-N-phenylbenzamide (4294-89-7)

Guidance literature:

5-bromosalicyclic acid; With benzotriazol-1-ol; 1,2-dichloro-ethane; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

aniline; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 2h;

DOI:10.1016/j.jbc.2021.101477

Reference yield: 86.0%

salicylanilide (87-17-2) → 5-bromo-2-hydroxy-N-phenylbenzamide (4294-89-7)

Guidance literature:

With γ-picolinium bromochromate; In acetonitrile; at 90 ℃; for 0.833333h; regioselective reaction;

Reference yield: 68.8%

5-bromosalicyclic acid (89-55-4) → 5-bromo-2-hydroxy-N-phenylbenzamide (4294-89-7)

Guidance literature:

With aniline;

upstream raw materials:

5-bromo-2-hydroxy-benzophenone-(Z)-oxime

5-bromosalicyclic acid

aniline

5-bromo-2-hydroxybenzophenone

Downstream raw materials:

bromosalicylchloranilide

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