3-bromo-4-(2-methylpropoxy)benzonitrile

Base Information

• Chemical Name: 3-bromo-4-(2-methylpropoxy)benzonitrile
• CAS No.: 208665-95-6
• Molecular Formula: C11H12BrNO
• Molecular Weight: 254.126
• Hs Code.: 2926909090
• Mol file: 208665-95-6.mol

Synonyms:3-bromo-4-(2-methylpropoxy)nitrile;

Chemical Property of 3-bromo-4-(2-methylpropoxy)benzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 319.417 °C at 760 mmHg
• Flash Point: 146.978 °C
• PSA: 33.02000
• Density: 1.369 g/cm³
• LogP: 3.35558

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-4-(2-methylpropoxy)benzonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-bromo-4-(2-methylpropoxy)benzonitrile

There total 3 articles about 3-bromo-4-(2-methylpropoxy)benzonitrile 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%

Isobutyl bromide (78-77-3) + 3-bromo-4-hydroxybenzonitrile (2315-86-8) → 3-bromo-4-isobutoxybenzonitrile (208665-95-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

Reference yield:

3-bromo-4-hydroxybenzylaldehyde (2973-78-6) → 3-bromo-4-isobutoxybenzonitrile (208665-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HCl·DMPU; hydroxylamine hydrochloride / acetonitrile / 60 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 5 h / 100 °C / Inert atmosphere

With HCl·DMPU; hydroxylamine hydrochloride; potassium carbonate; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/d0gc00757a

Reference yield:

4-cyanophenol (767-00-0) → 3-bromo-4-isobutoxybenzonitrile (208665-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; trifluorormethanesulfonic acid / acetonitrile / -15 - 30 °C

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C

With N-Bromosuccinimide; trifluorormethanesulfonic acid; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

Isobutyl bromide

3-bromo-4-hydroxybenzonitrile

4-cyanophenol

3-bromo-4-hydroxybenzylaldehyde

Downstream raw materials:

3-bromo-4-isobutoxyphenylthiocarboxamide

4-isobutoxyisophthalonitrile

febuxostat

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Refernces

• 1、 -. "2 - (3-cyano-4-alkoxy) phenyl-4-substituted thiazole-5- formic acid class compound, composition and its preparation and use". Paragraph 0103; 0104. . Retrieved 2016/10/07.
• 2、 -. "A PROCESS FOR THE PREPARATION OF FEBUXOSTAT". Page/Page column 15. . Retrieved 2010/12/29.