4-(bromomethyl)-3,5-dichloropyridine

Base Information

• Chemical Name: 4-(bromomethyl)-3,5-dichloropyridine
• CAS No.: 159783-45-6
• Molecular Formula: C6H4BrCl2N
• Molecular Weight: 240.914
• Mol file: 159783-45-6.mol

Synonyms:

Chemical Property of 4-(bromomethyl)-3,5-dichloropyridine

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(bromomethyl)-3,5-dichloropyridine

There total 4 articles about 4-(bromomethyl)-3,5-dichloropyridine 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%

3,5-dichloro-4-hydroxymethylpyridine (159783-46-7) → 4-(bromomethyl)-3,5-dichloropyridine (159783-45-6)

Guidance literature:

With sulfurous dibromide; In dichloromethane; for 3h; Heating / reflux;

Reference yield:

3,5-dichloropyridine-4-carboxaldehyde (136590-83-5) → 4-(bromomethyl)-3,5-dichloropyridine (159783-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 0 °C

2.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran

2.2: 1 h / 0 °C

With sodium tetrahydroborate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1002/cmdc.201600491

Reference yield:

3,5-dichloropyridine (2457-47-8) → 4-(bromomethyl)-3,5-dichloropyridine (159783-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

1.2: -78 °C

2.1: sodium tetrahydroborate / ethanol / 0 °C

3.1: sulfurous dibromide / dichloromethane / -15 - 20 °C

With sodium tetrahydroborate; sulfurous dibromide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1039/d0cp06612e

upstream raw materials:

3,5-dichloro-4-hydroxymethylpyridine

3,5-dichloropyridine-4-carboxaldehyde

3,5-dichloropyridine

Downstream raw materials:

3,5-dichloro-4-(4-methoxy-3-(tetrahydro-furan-3-yloxy)phenoxymethyl)pyridine

Refernces

• 1、 -. "RORγ MODULATORS". Page/Page column 21; 38-39; 73. . Retrieved 2018/04/13.
• 2、 -. "METHYL SULFANYL PYRMIDMES USEFUL AS ANTIINFLAMMATORIES, ANALGESICS, AND ANTIEPILEPTICS". Page/Page column 85. . Retrieved 2010/12/18.