2-Amino-6-Bromo-4-Methoxyphenol

Base Information

• Chemical Name: 2-Amino-6-Bromo-4-Methoxyphenol
• CAS No.: 206872-01-7
• Molecular Formula: C7H8BrNO2
• Molecular Weight: 218.05
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20457613
• Nikkaji Number: J3.214.732A
• Wikidata: Q72438611
• Mol file: 206872-01-7.mol

Synonyms:2-Amino-6-Bromo-4-Methoxyphenol;206872-01-7;2-Amino-6-bromo-4-methoxybenzenol;2-amino-6-bromo-4-methoxy-phenol;SCHEMBL4463386;DTXSID20457613;2-Amino-4-methoxy-6-bromophenol;QOWCASMWCNULKH-UHFFFAOYSA-N;AMY17810;MFCD03695460;AKOS005060958;AE-0773;AC-24562;A4491;BB 0243949;CS-0318320;FT-0650572;J-507977

Chemical Property of 2-Amino-6-Bromo-4-Methoxyphenol

Chemical Property:

• Appearance/Colour: Amaranth fine powder
• Vapor Pressure: 0.000926mmHg at 25°C
• Melting Point: 99 °C
• Refractive Index: 1.636
• Boiling Point: 294.4 °C at 760 mmHg
• PKA: 8.72±0.23(Predicted)
• Flash Point: 131.8 °C
• PSA: 55.48000
• Density: 1.673 g/cm³
• LogP: 2.32670
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 216.97384
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-bromo-4-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)Br)O)N

Technology Process of 2-Amino-6-Bromo-4-Methoxyphenol

There total 3 articles about 2-Amino-6-Bromo-4-Methoxyphenol 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: 96.0%

6-bromo-4-methoxy-2-nitrophenol (115929-59-4) → 2-amino-6-bromo-4-methoxyphenol (206872-01-7)

Guidance literature:

With hydrogen; In tetrahydrofuran; for 2.5h; under 1292.87 Torr;

DOI:10.1021/jm049719y

Reference yield:

4-methoxy-2-nitrophenol (1568-70-3) → 2-amino-6-bromo-4-methoxyphenol (206872-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; NaOAc; AcOH / 2.5 h / 20 - 70 °C

2: 96 percent / H₂ / tetrahydrofuran / 2.5 h / 1292.87 Torr

With hydrogen; bromine; sodium acetate; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm049719y

Reference yield:

→ 2-amino-6-bromo-4-methoxyphenol (206872-01-7)

Guidance literature:

upstream raw materials:

6-bromo-4-methoxy-2-nitrophenol

4-methoxy-2-nitrophenol

Downstream raw materials:

8-bromo-6-methoxy-4H-benzo[1,4]oxazin-3-one

7-bromo-5-methoxy-2-methyl-1,3-benzoxazole

7-bromo-2-(6-benzyloxypyridin-3-yl)-5-methoxy-1,3-benzoxazole

5-oxo-pyrrolidine-2-carboxylic acid (3-bromo-2-hydroxy-5-methoxy-phenyl)-amide

Refernces

• 1、 -. "NOVEL COMPOUND AND PHARMACOLOGICALLY ACCEPTABLE SALT THEREOF". Paragraph 1073; 1074; 1142; 1143. . Retrieved 2019/11/05.
• 2、 Chandrappa,Vinaya,Ramakrishnappa,Rangappa. "An efficient method for aryl nitro reduction and cleavage of azo compounds using iron powder/calcium chloride". experimental part. p. 3019 - 3022. Retrieved 2011/03/17.