n-(2-Hydroxyethyl)-n,4-dimethylbenzenesulfonamide

Base Information

• Chemical Name: n-(2-Hydroxyethyl)-n,4-dimethylbenzenesulfonamide
• CAS No.: 59724-61-7
• Molecular Formula: C10H15 N O3 S
• Molecular Weight: 229.3
• NSC Number: 30139
• DSSTox Substance ID: DTXSID10283160
• Wikidata: Q82017630
• Mol file: 59724-61-7.mol

Synonyms:n-(2-hydroxyethyl)-n,4-dimethylbenzenesulfonamide;59724-61-7;NSC 30139;NSC30139;SCHEMBL7200356;DTXSID10283160;NSC-30139;AKOS010186881;FT-0669622

Chemical Property of n-(2-Hydroxyethyl)-n,4-dimethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 2.32E-06mmHg at 25°C
• Boiling Point: 377.2°Cat760mmHg
• PKA: 14.29±0.10(Predicted)
• Flash Point: 181.9°C
• PSA: 65.99000
• Density: 1.237g/cm³
• LogP: 1.68860
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 229.07726451
• Heavy Atom Count: 15
• Complexity: 276

Purity/Quality:

99%min ^*data from raw suppliers

N-2-Hydroxyethyl-N-methyl-p-toluenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(C)CCO
• Uses: N-2-Hydroxyethyl-N-methyl- N-2-Hydroxyethyl-N-methyl-p-toluenesulfonamide, is used for the preparation of Rosiglitazone (R693500) derivatives, acting as antidiabetic agents.

Technology Process of n-(2-Hydroxyethyl)-n,4-dimethylbenzenesulfonamide

There total 5 articles about n-(2-Hydroxyethyl)-n,4-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: 92.0%

(2-hydroxyethyl)(methyl)amine (109-83-1) + p-toluenesulfonyl chloride (98-59-9) → N-(2-hydroxyethyl)-N,4-dimethylbenzenesulfonamide (59724-61-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 5 ℃; for 4h;

DOI:10.1248/cpb.42.1459

Reference yield: 90.0%

(2-hydroxyethyl)(methyl)amine (109-83-1) + sodium 4-methylbenzenesulfinate (824-79-3) → N-(2-hydroxyethyl)-N,4-dimethylbenzenesulfonamide (59724-61-7)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; acetonitrile; at 50 ℃; for 8h;

DOI:10.1039/c4ra13454k

Reference yield:

2-chloro-ethanol (107-07-3) + N-methyl-p-toluenesulfonylamide (640-61-9) → N-(2-hydroxyethyl)-N,4-dimethylbenzenesulfonamide (59724-61-7)

Guidance literature:

With potassium hydroxide; at 170 ℃;

upstream raw materials:

(2-hydroxyethyl)(methyl)amine

p-toluenesulfonyl chloride

2-chloro-ethanol

N-methyl-p-toluenesulfonylamide

Downstream raw materials:

N-(2-([1,1'-biphenyl]-4-yloxy)ethyl)-N,4-dimethylbenzenesulfonamide

N-methyl-N-p-toluenesulfonylethylenediamine

N-methyl-N,N'-bis(p-toluenesulfonyl)ethylenediamine

N-methyl-N-p-toluenesulfonylaminoethyl methanesulfonate

Refernces

• 1、 Zhao, Jinwu,Xu, Jingxiu,Chen, Jiaxi,Wang, Xiaoqin,He, Minghua. "Metal-free oxidative coupling of amines with sodium sulfinates: A mild access to sulfonamides". . p. 64698 - 64701. Retrieved 2015/04/27.
• 2、 Sawanishi,Wakusawa,Murakami,Miyamoto,Tanaka -,Yoshifuji. "Structure-activity relationships of diamines, dicarboxamides, and disulfonamides on vinblastine accumulation in P388/ADR cells". . p. 1459 - 1462. Retrieved 2007/10/02.