5-Bromo-2-phenoxyaniline

Base Information

• Chemical Name: 5-Bromo-2-phenoxyaniline
• CAS No.: 56966-45-1
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.121
• DSSTox Substance ID: DTXSID10582983
• Nikkaji Number: J3.191.649F
• Wikidata: Q82474494
• Mol file: 56966-45-1.mol

Synonyms:5-Bromo-2-phenoxyaniline;56966-45-1;5-bromo-2-phenoxybenzenamine;5-Bromo-2-phenoxybenzeneamine;SCHEMBL811543;DTXSID10582983;PBWVVCKGEVIALS-UHFFFAOYSA-N;AKOS000215452

Chemical Property of 5-Bromo-2-phenoxyaniline

Chemical Property:

• PSA: 35.25000
• LogP: 4.40480
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 262.99458
• Heavy Atom Count: 15
• Complexity: 194

Purity/Quality:

5-Bromo-2-phenoxyaniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=C(C=C2)Br)N

Technology Process of 5-Bromo-2-phenoxyaniline

There total 6 articles about 5-Bromo-2-phenoxyaniline 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: 94.0%

5-bromo-2--phenoxynitrobenzene (56966-61-1) → 5-bromo-2-phenoxyaniline (56966-45-1)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 80 ℃; for 5h;

DOI:10.1021/jm061127n

Reference yield: 85.0%

2-amino-4-bromo-phenol (40925-68-6) + nitrobenzene (98-95-3,26969-40-4) → 5-bromo-2-phenoxyaniline (56966-45-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 0.183333h; Reflux; Microwave irradiation;

DOI:10.1055/s-0033-1338869

Reference yield:

4-Bromo-1-fluoro-2-nitrobenzene (364-73-8) → 5-bromo-2-phenoxyaniline (56966-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

2: 94 percent / Fe; NH₄Cl / ethanol; H₂O / 5 h / 80 °C

With iron; potassium carbonate; ammonium chloride; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm061127n

upstream raw materials:

5-bromo-2--phenoxynitrobenzene

4-Bromo-1-fluoro-2-nitrobenzene

phenol

2-amino-4-bromo-phenol

Downstream raw materials:

N--(2,5-dimethoxybenzyl)-N--(2--phenoxy--5-(4,4,5,5-tetramethyl-1,3,2--dioxaborolan-2-yl)phenyl)acetamide

N-(5-bromo-2-phenoxyphenyl)acetamide

2-bromodibenzo[b,d]furan

N-(5-bromo-2-phenoxy-phenyl)-formamide

Refernces

• 1、 -. "IDO INHIBITORS". Page/Page column 57; 61. . Retrieved 2015/01/16.
• 2、 Zhang, Ming-Rong,Kumata, Katsushi,Maeda, Jun,Haradahira, Terushi,Noguchi, Junko,Suhara, Tetsuya,Halldin, Christer,Suzuki, Kazutoshi. "N-(5-fluoro-2-phenoxyphenyl)-N-(2-[131I]iodo-5-methoxybenzyl) acetamide: A potent iodinated radioligand for the peripheral-type benzodiazepine receptor in brain". . p. 848 - 855. Retrieved 2007/10/03.