1-Bromo-4-(propane-1-sulfonyl)benzene

Base Information

• Chemical Name: 1-Bromo-4-(propane-1-sulfonyl)benzene
• CAS No.: 223557-20-8
• Molecular Formula: C9H11BrO2S
• Molecular Weight: 263.155
• Hs Code.: 2904909090
• Mol file: 223557-20-8.mol

Synonyms:1-Bromo-4-(propylsulfonyl)benzene;4-Brom-1-propylsulfon-benzol;(4-Brom-phenyl)-propyl-sulfon;1-bromo-4-(propane-1-sulfonyl)-benzene;(4-bromo-phenyl)-propyl sulfone;1-bromo-4-(1-propylsulfonyl)benzene;4-propanesulfonylbromobenzne;

Chemical Property of 1-Bromo-4-(propane-1-sulfonyl)benzene

Chemical Property:

• PSA: 42.52000
• LogP: 3.71360

Purity/Quality:

98.5% ^*data from raw suppliers

1-Bromo-4-(propane-1-sulfonyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Bromo-4-(propane-1-sulfonyl)benzene

There total 5 articles about 1-Bromo-4-(propane-1-sulfonyl)benzene 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: 85.0%

4-bromophenyl(1-propyl)sulfane (76542-19-3) → 1-bromo-4-(propane-2-sulfonyl)benzene (223557-20-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2011.11.075

Reference yield: 42.0%

4-Bromophenylboronic acid (5467-74-3) + propyl bromide (106-94-5) → 1-bromo-4-(propane-2-sulfonyl)benzene (223557-20-8)

Guidance literature:

4-Bromophenylboronic acid; With dichloro bis(acetonitrile) palladium(II); potassium pyrosulfite; tetrabutylammomium bromide; tert-butyl XPhos; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

propyl bromide; In N,N-dimethyl-formamide; at 85 ℃; for 22h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201505918

Reference yield:

para-bromobenzenethiol (106-53-6) → 1-bromo-4-(propane-2-sulfonyl)benzene (223557-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmcl.2011.11.075

upstream raw materials:

propyl bromide

para-bromobenzenethiol

4-bromophenyl(1-propyl)sulfane

4-Bromophenylboronic acid

Downstream raw materials:

3-amino-N-phenyl-6-(4-(propylsulfonyl)phenyl)pyrazine-2-carboxamide

4,4,5,5-tetramethyl-2-[4-(propane-1-sulfonyl)phenyl][1,3,2]dioxaborolane

(4-tributylstannylphenyl)propylsulfone

Refernces

• 1、 Semple, Graeme,Santora, Vincent J.,Smith, Jeffrey M.,Covel, Jonathan A.,Hayashi, Rena,Gallardo, Charlemagne,Ibarra, Jason B.,Schultz, Jeffrey A.,Park, Douglas M.,Estrada, Scott A.,Hofilena, Brian J.,Smith, Brian M.,Ren, Albert,Suarez, Marissa,Frazer, John,Edwards, Jeffrey E.,Hart, Ryan,Hauser, Erin K.,Lorea, Jodie,Grottick, Andrew J.. "Identification of biaryl sulfone derivatives as antagonists of the histamine H3 receptor: Discovery of (R)-1-(2-(4′-(3- methoxypropylsulfonyl)biphenyl-4-yl)ethyl)-2-methylpyrrolidine (APD916)". supporting information; experimental part. p. 71 - 75. Retrieved 2012/02/16.