4-(p-Tolylsulfonyl)aniline

Base Information

• Chemical Name: 4-(p-Tolylsulfonyl)aniline
• CAS No.: 4094-38-6
• Molecular Formula: C13H13NO2S
• Molecular Weight: 247.318
• Mol file: 4094-38-6.mol

Synonyms:4-p-Tolylsulfon-anilin;4-(toluene-4-sulfonyl)-aniline;4-(Toluol-4-sulfonyl)-anilin;4-aminophenyl 4-methylphenyl sulfone;benzenamine,4-[(4-methylphenyl)sulfonyl];2NH2Ph-SO2-4MePh;(4-Amino-phenyl)-p-tolyl-sulfon;4-(p-Tolylsulfonyl)aniline;4-aminophenyl 4-tolyl sulfone;4-[(4-methylphenyl)sulfonyl]aniline;p-aminophenyl p-tolyl sulfone;

Chemical Property of 4-(p-Tolylsulfonyl)aniline

Chemical Property:

• PSA: 68.54000
• LogP: 4.07200

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(p-Tolylsulfonyl)aniline

There total 29 articles about 4-(p-Tolylsulfonyl)aniline 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: 65.0%

4-(acetamino)phenyl 4-methylphenyl sulfone (4094-39-7) → 4-aminophenyl 4-methylphenyl sulfone (4094-38-6)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 90 ℃; for 4h;

DOI:10.1002/1099-0690(20022)2002:3<439::AID-EJOC439>3.0.CO;2-B

Reference yield: 51.0%

sodium 4-methylbenzenesulfinate (824-79-3) + 4-bromo-aniline (106-40-1) → 4-aminophenyl 4-methylphenyl sulfone (4094-38-6)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); C₄₈H₅₆IrN₄⁽¹⁺⁾*F₆P^(1-); 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1002/anie.201711104

Reference yield: 47.0%

phenyl toluenesulfonamide (68-34-8) → 4-aminophenyl 4-methylphenyl sulfone (4094-38-6)

Guidance literature:

With trifluorormethanesulfonic acid; at 108 ℃; for 1h;

DOI:10.1080/00397911.2016.1178776

upstream raw materials:

4-nitrophenyl 4-toluenesulfonate

4-(acetamino)phenyl 4-methylphenyl sulfone

4-methyl-N-phenyl-N-tosylbenzenesulfonamide

aniline hydrochloride

Downstream raw materials:

4-(4-Methylphenylsulfonyl)-trifluormethansulfonanilid

2-nitro-4-(toluene-4-sulfonyl)-aniline

(4-chloro-3-nitro-phenyl)-p-tolyl sulfone

[4-(4-Amino-benzenesulfonyl)-benzyl]-(2-imino-5-methyl-1,2-dihydro-benzo[cd]indol-6-yl)-methyl-amine

Refernces

• 1、 Newcomer, Rebecca,McKee, James,Zanger, Murray. "Triflic acid–catalyzed rearrangement of unalkylated benzene sulfonanilides". supporting information. p. 949 - 955. Retrieved 2016/07/12.
• 2、 Kato, Jun,Kakehata, Hiroyuki,Maekawa, Yasunari,Yamashita, Takashi. "Regioselectivity control of radiation-induced reaction: Electron beam-induced Fries rearrangement of sulfonamide within a β-cyclodextrin inclusion complex". . p. 4498 - 4500. Retrieved 2008/09/19.