2-Amino-4-bromophenol

Base Information

• Chemical Name: 2-Amino-4-bromophenol
• CAS No.: 40925-68-6
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 29222990
• Mol file: 40925-68-6.mol

Synonyms:4-Bromo-2-aminophenol;NSC 523846;2-Amino-4-bromo-phenol;Phenol, 2-amino-4-bromo-;2-Amino-4-brombenzolol;

Chemical Property of 2-Amino-4-bromophenol

Chemical Property:

• Vapor Pressure: 0.00192mmHg at 25°C
• Melting Point: 135-140°C
• Refractive Index: 1.677
• Boiling Point: 282.8 °C at 760 mmHg
• PKA: 9.19±0.18(Predicted)
• Flash Point: 124.9 °C
• PSA: 46.25000
• Density: 1.768 g/cm³
• LogP: 2.31810
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-bromophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-42/43-22
• Safety Statements: 26-36/37/39-36/37-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: Reactant for:Preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reactionCopper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activationSynthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitorsPreparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitorsSynthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase

Technology Process of 2-Amino-4-bromophenol

There total 17 articles about 2-Amino-4-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: 100.0%

4-bromo-2-nitrophenol (7693-52-9) → 2-amino-4-bromo-phenol (40925-68-6)

Guidance literature:

With hydrogenchloride; tin(II) chloride dihdyrate; In methanol; water; at 0 - 20 ℃; for 4.5h;

DOI:10.1016/j.bmc.2009.12.027

Reference yield: 93.0%

2-amino-phenol (95-55-6) → 2-amino-4-bromo-phenol (40925-68-6)

Guidance literature:

With N-Bromosuccinimide; 2C₅HN₁₀^(3-)*2Mn⁽²⁺⁾*Cu⁽²⁺⁾*5H₂O; In acetonitrile; at 90 ℃; for 6h; Reagent/catalyst; regioselective reaction;

DOI:10.1021/acs.inorgchem.9b01891

Reference yield: 89.0%

N-(5-bromo-2-hydroxyphenyl)acetamide (107986-49-2) → 2-amino-4-bromo-phenol (40925-68-6)

Guidance literature:

With hydrogenchloride; water; In ethanol; for 4h; Reflux;

DOI:10.1021/op300185s

upstream raw materials:

4-bromo-2-nitrophenol

4,4'-dibromo-2,2'-azo-di-phenol

4-(5-bromo-2-hydroxy-phenylazo)-benzenesulfonic acid amide

N-(sulfonatooxy)-3-bromoacetanilide

Downstream raw materials:

5-bromo-1,3-benzoxazol-2(3H)-one

2-benzylidenamino-4-bromo-phenol

(5-bromo-2-hydroxy-phenyl)-carbamic acid phenyl ester

Dithiocarbonic acid S-(5-bromo-2-hydroxy-phenyl) ester O-ethyl ester

Refernces

• 1、 ?ukowska-Chojnacka, Edyta,Baran, Joanna,Gryciuk, Aleksander,Kawalec, Joanna,Kowalkowska, Anna,Kuryk, ?ukasz,Rogalska, Marta,Staniszewska, Monika. "In vitro anti-Candida activity and action mode of benzoxazole derivatives". . . Retrieved 2021/08/30.
• 2、 Alarcón-Espósito, Jazmín,Araya-Maturana, Ramiro,Cabezas, David,Cerda-Cavieres, Christopher,Chung, Hery,Iturriaga-Vásquez, Patricio,Mella-Raipán, Jaime,Ojeda-Gómez, Claudia,Pessoa-Mahana, Carlos D.,Pessoa-Mahana, Hernán,Quiroz, Gabriel,Reyes-Parada, Miguel,Rodríguez-Lavado, Julio,Saitz, Claudio. "Synthesis, docking, 3-D-qsar, and biological assays of novel indole derivatives targeting serotonin transporter, dopamine D2 receptor, and mao-a enzyme: In the pursuit for potential multitarget directed ligands". . . Retrieved 2020/10/18.