4-tert-butyl-N,N-dimethylbenzenesulfonamide

Base Information

• Chemical Name: 4-tert-butyl-N,N-dimethylbenzenesulfonamide
• CAS No.: 5636-10-2
• Molecular Formula: C₁₂H₁₉NO₂S
• Molecular Weight: 241.354
• Mol file: 5636-10-2.mol

Synonyms:N,N-dimethyl-4-(tert-butyl)benzenesulfonamide

Chemical Property of 4-tert-butyl-N,N-dimethylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-tert-butyl-N,N-dimethylbenzenesulfonamide

There total 5 articles about 4-tert-butyl-N,N-dimethylbenzenesulfonamide 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: 90.0%

O-benzoyl N,N-dimethylhydroxylamine (58105-38-7) + p-tert-butylphenylboronic acid (123324-71-0) → N,N-dimethyl-4-(tert-butyl)benzenesulfonamide (5636-10-2)

Guidance literature:

p-tert-butylphenylboronic acid; With 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; tetrabutylammomium bromide; palladium diacetate; In 1,4-dioxane; methanol; at 80 ℃; for 5h; Schlenk technique; Inert atmosphere;

O-benzoyl N,N-dimethylhydroxylamine; With sodium carbonate; copper(ll) bromide; In 1,4-dioxane; methanol; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201601732

Reference yield: 86.0%

4-tert-butylbenzenesulfonyl chloride (15084-51-2) + 3-(Dimethylaminomethyl)indole (87-52-5) → N,N-dimethyl-4-(tert-butyl)benzenesulfonamide (5636-10-2)

Guidance literature:

With triethylamine; In acetonitrile; at 25 ℃; for 24h;

Reference yield: 85.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4-tert-butylbenzene sulfinic acid sodium salt → N,N-dimethyl-4-(tert-butyl)benzenesulfonamide (5636-10-2)

Guidance literature:

N,N-dimethyl-formamide; With potassium tert-butylate; In acetonitrile; at 50 ℃; for 0.25h;

4-tert-butylbenzene sulfinic acid sodium salt; With N-iodo-succinimide; In acetonitrile; at 50 ℃; for 12h;

upstream raw materials:

tert-butylbenzene

dimethyl amine

O-benzoyl N,N-dimethylhydroxylamine

p-tert-butylphenylboronic acid

Refernces

• 1、 -. "Preparation method of N,N-dimethylsulfamide derivatives". Paragraph 0076-0080; 0166. . Retrieved 2019/10/01.
• 2、 Zhu, Haibo,Shen, Yajing,Deng, Qinyue,Huang, Changyu,Tu, Tao. "One-Pot Bimetallic Pd/Cu-Catalyzed Synthesis of Sulfonamides from Boronic Acids, DABSO and O-Benzoyl Hydroxylamines". . p. 706 - 712. Retrieved 2017/03/22.