3-Amino-5-bromophenol

Base Information

• Chemical Name: 3-Amino-5-bromophenol
• CAS No.: 100367-38-2
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2922299090
• European Community (EC) Number: 812-587-8
• Mol file: 100367-38-2.mol

Synonyms:3-AMINO-5-BROMOPHENOL;100367-38-2;3-Bromo-5-aminophenol;3-amino-5-bromo-phenol;SCHEMBL1357351;MITPOGKUUPJAPC-UHFFFAOYSA-N;MFCD16999374;AKOS023431594;MB25497;AS-36419;CS-0370461;FT-0750572;EN300-113504;AS-813/43501680;Z1255437489

Chemical Property of 3-Amino-5-bromophenol

Chemical Property:

• PSA: 46.25000
• LogP: 2.31810
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-5-bromophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1O)Br)N

Technology Process of 3-Amino-5-bromophenol

There total 3 articles about 3-Amino-5-bromophenol 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: 87.0%

3-bromo-5-nitro-phenol (116632-23-6) → 3-amino-5-bromophenol (100367-38-2)

Guidance literature:

3-bromo-5-nitro-phenol; With iron; acetic acid; In ethanol; for 2h; Reflux;

With sodium carbonate; In ethanol; water;

Reference yield:

3-bromo-5-methoxyaminobenzene (16618-68-1) → 3-amino-5-bromophenol (100367-38-2)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1248/cpb.c18-00917

Reference yield:

5-Nitro-2-aminophenol (121-88-0) → 3-amino-5-bromophenol (100367-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

1.2: 0.5 h / Reflux

1.3: 1 h

2.1: acetic acid; iron / ethanol / 2 h / Reflux

With N-Bromosuccinimide; iron; acetic acid; In ethanol; acetonitrile;

upstream raw materials:

5-Nitro-2-aminophenol

3-bromo-5-nitro-phenol

3-bromo-5-methoxyaminobenzene

Downstream raw materials:

3-bromo-5-[[6-[[(R)-methyloxidophenyl-λ4-sulphanylidene]amino]quinolin-4-yl]amino]phenol

Refernces

• 1、 Brancaccio, Diego,Cassese, Hilde,Coluccia, Antonio,Di Maro, Salvatore,Giustiniano, Mariateresa,Grassia, Gianluca,Ialenti, Armando,La Pietra, Valeria,La Regina, Giuseppe,Marinelli, Luciana,Martini, Claudia,Novellino, Ettore,Passacantilli, Sara,Silvestri, Romano,Stornaiuolo, Mariano,Taliani, Sabrina. "Structure-based lead optimization and biological evaluation of BAX direct activators as novel potential anticancer agents". . p. 2135 - 2148. Retrieved 2015/03/30.