NSC57674

Base Information

• Chemical Name: NSC57674
• CAS No.: 7155-00-2
• Molecular Formula: C11H17 N O2 S
• Molecular Weight: 227.327
• Hs Code.: 2935009090
• Mol file: 7155-00-2.mol

Synonyms:o-Toluenesulfonamide,5-tert-butyl- (8CI); 2-Methyl-5-tert-butylbenzenesulfonamide; NSC 57674

Chemical Property of NSC57674

Chemical Property:

• Vapor Pressure: 2.01E-05mmHg at 25°C
• Boiling Point: 361.8°Cat760mmHg
• Flash Point: 172.6°C
• PSA: 68.54000
• Density: 1.129g/cm³
• LogP: 3.72100

Purity/Quality:

99%min ^*data from raw suppliers

5-tert-Butyl-2-methylbenzene-1-sulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NSC57674

There total 5 articles about NSC57674 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%

2-methyl-5-tert-butylthiophenol (7340-90-1) → 5-(tert-butyl)-2-methylbenzenesulfonamide (7155-00-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; ammonium carbamate; In methanol; at 25 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00788

Reference yield:

ethyl 3-(4-(tert-butyl)phenyl)propanoate (130872-28-5) → 5-(tert-butyl)-2-methylbenzenesulfonamide (7155-00-2) + C15H23NO4S

Guidance literature:

With chlorosulfonic acid; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c9cc04006d

Reference yield:

(carbethoxymethyl)triphenylphosphonium bromide (1530-45-6) → 5-(tert-butyl)-2-methylbenzenesulfonamide (7155-00-2) + C15H23NO4S

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / Inert atmosphere

1.2: 4 h / Inert atmosphere

2.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / Darkness

3.1: chlorosulfonic acid / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With chlorosulfonic acid; 5%-palladium/activated carbon; potassium tert-butylate; hydrogen; In tetrahydrofuran; dichloromethane; ethyl acetate; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;

DOI:10.1039/c9cc04006d

upstream raw materials:

2-methyl-5-tert-butylthiophenol

(carbethoxymethyl)triphenylphosphonium bromide

ethyl 3-(4-t-butylphenyl) propenoate

ethyl 3-(4-(tert-butyl)phenyl)propanoate

Refernces

• 1、 Tota, Arianna,St John-Campbell, Sahra,Briggs, Edward L.,Estévez, Gala Ogalla,Afonso, Michelle,Degennaro, Leonardo,Luisi, Renzo,Bull, James A.. "Highly Chemoselective NH- and O-Transfer to Thiols Using Hypervalent Iodine Reagents: Synthesis of Sulfonimidates and Sulfonamides". supporting information. p. 2599 - 2602. Retrieved 2018/05/22.