N-tert-butyl-2,4,6-trimethylbenzenesulfonamide

Base Information

• Chemical Name: N-tert-butyl-2,4,6-trimethylbenzenesulfonamide
• CAS No.: 161452-12-6
• Molecular Formula: C13H21NO2S
• Molecular Weight: 255.381
• DSSTox Substance ID: DTXSID20395228
• Wikidata: Q82195172
• Mol file: 161452-12-6.mol

Synonyms:N-tert-butyl-2,4,6-trimethylbenzenesulfonamide;161452-12-6;Benzenesulfonamide, N-(1,1-dimethylethyl)-2,4,6-trimethyl-;Oprea1_071580;N-tert-butyl-2,4,6-trimethylbenzene-1-sulfonamide;SCHEMBL4819288;DTXSID20395228;STL389913;AKOS003835614;EU-0069688;AE-848/36659024;N-(tert-butyl)-2,4,6-trimethylbenzenesulfonamide;SR-01000416241;SR-01000416241-1;Z45516706;N-TERT-BUTYL-2,4,6-TRIMETHYL-BENZENESULFONAMIDE

Chemical Property of N-tert-butyl-2,4,6-trimethylbenzenesulfonamide

Chemical Property:

• PSA: 54.55000
• LogP: 4.16030
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 255.12930009
• Heavy Atom Count: 17
• Complexity: 339

Purity/Quality:

99.90% ^*data from raw suppliers

N-TERT-BUTYL-2,4,6-TRIMETHYL-BENZENESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)NC(C)(C)C)C

Technology Process of N-tert-butyl-2,4,6-trimethylbenzenesulfonamide

There total 3 articles about N-tert-butyl-2,4,6-trimethylbenzenesulfonamide 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: 98.0%

2,4,6-trimethylbenzene-1-sulfonyl fluoride (384-98-5) + tert-butylamine (75-64-9) → N-(tert-butyl)-2,4,6-trimethylbenzenesulfonamide (161452-12-6)

Guidance literature:

With 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 25 ℃; for 24h; Sealed tube;

DOI:10.1002/anie.202013976

Reference yield: 95.0%

2-mesitylenesulphonyl chloride (773-64-8) + tert-butylamine (75-64-9) → N-(tert-butyl)-2,4,6-trimethylbenzenesulfonamide (161452-12-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jacs.9b10316

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → N-(tert-butyl)-2,4,6-trimethylbenzenesulfonamide (161452-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydrogen difluoride / acetonitrile; water / 12 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol / dimethyl sulfoxide / 24 h / 25 °C / Sealed tube

With potassium hydrogen difluoride; 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In water; dimethyl sulfoxide; acetonitrile;

DOI:10.1002/anie.202013976

upstream raw materials:

2-mesitylenesulphonyl chloride

tert-butylamine

2,4,6-trimethylbenzene-1-sulfonyl fluoride

Downstream raw materials:

N-(tert-butyl)-N-(4-bromobutyl)mesitylenesulfonamide

2,4,6-trimethylbenzenesulfonamide

N¹,N⁵,N¹⁰,N¹⁴-tetrakis(mesitylenesulfonyl)-N¹-(tert-butyl)-N¹⁴-ethylhomospermine

N,N-t-butyl-(mesitylenesulfonyl)-4-aminobutyronitrile

Refernces

• 1、 Wei, Mingjie,Liang, Dacheng,Cao, Xiaohui,Luo, Wenjun,Ma, Guojian,Liu, Zeyuan,Li, Le. "A Broad-Spectrum Catalytic Amidation of Sulfonyl Fluorides and Fluorosulfates**". supporting information. p. 7397 - 7404. Retrieved 2021/02/16.
• 2、 -. "Cycloalkyl substituted polyamines for cancer therapy and methods of synthesis therefor". Page/Page column 15. . Retrieved 2010/01/31.