4-hydroxy-N,N-dimethylbenzenesulfonamide

Base Information

• Chemical Name: 4-hydroxy-N,N-dimethylbenzenesulfonamide
• CAS No.: 15020-57-2
• Molecular Formula: C8H11 N O3 S
• Molecular Weight: 201.246
• Hs Code.: 2935009090
• European Community (EC) Number: 841-281-7
• UNII: 5OLO4OTH59
• DSSTox Substance ID: DTXSID6065844
• Nikkaji Number: J41.377A
• Wikidata: Q27117939
• Metabolomics Workbench ID: 55961
• ChEMBL ID: CHEMBL4534175
• Mol file: 15020-57-2.mol

Synonyms:4-hydroxy-N,N-dimethylbenzenesulfonamide;15020-57-2;4-Dimethylsulfamoylphenol;p-(N,N-Dimethylsulfamoyl)phenol;4-hydroxy-N,N-dimethylbenzene-1-sulfonamide;Benzenesulfonamide, 4-hydroxy-N,N-dimethyl-;BRN 2103901;Benzenesulfonamide, p-hydroxy-N,N-dimethyl-;UNII-5OLO4OTH59;5OLO4OTH59;1-Phenol-4-sulfanomide, N,N-dimethyl-;N,N-dimethyl-4-hydroxybenzenesulfonamide;Benzenesulfonamide, N,N-dimethyl-p-hydroxy-;P-HYDROXY-N,N-DIMETHYLBENZENE SULFONAMIDE;SCHEMBL1104973;CHEMBL4534175;DTXSID6065844;CHEBI:38678;p-(N,N-dimethylsulfamoyl) phenol;AKOS008121837;AT13555;4-hydroxy-N,N-dimethyl-benzenesulfonamide;LS-31533;4-(N,N-DIMETHYLAMINOSULFONYL)PHENOL;CS-0217089;FT-0741358;EN300-67430;1-PHENOL-4-SULFONAMIDE, N,N-DIMETHYL-;N,N-DIMETHYL-P-HYDROXYBENZENESULFONAMIDE;1-Phenol-4-sulfanomide, N,N-dimethyl- (6CI);Q27117939;Z381036656

Chemical Property of 4-hydroxy-N,N-dimethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 2.7E-05mmHg at 25°C
• Melting Point: 95 °C
• Refractive Index: 1.5364 (estimate)
• Boiling Point: 347.3°Cat760mmHg
• PKA: 7.81±0.13(Predicted)
• Flash Point: 163.9°C
• PSA: 65.99000
• Density: 1.311g/cm³
• LogP: 1.72330
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 201.04596439
• Heavy Atom Count: 13
• Complexity: 247

Purity/Quality:

99% ^*data from raw suppliers

4-Dimethylsulfamoylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)S(=O)(=O)C1=CC=C(C=C1)O
• Uses: 4-Dimethylsulfamoylphenol is a useful synthetic intermediate. 4-Dimethylsulfamoylphenol can be used as a reagent to synthesize N-(4-ethoxyphenyl)-4-[hydroxy(diphenyl)methyl]piperidine-1-carbothioamide derivs. as neuropeptide Y Y2 receptor antagonists.

Technology Process of 4-hydroxy-N,N-dimethylbenzenesulfonamide

There total 13 articles about 4-hydroxy-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: 92.0%

4-acetoxybenzenesulfonyl chloride (79119-26-9) + N,N-dimethylammonium chloride (506-59-2) → N,N-dimethyl-4-hydroxybenzenesulfonamide (15020-57-2)

Guidance literature:

N,N-dimethylammonium chloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

4-acetoxybenzenesulfonyl chloride; With pyridine; In dichloromethane; at 0 - 20 ℃;

Reference yield: 39.0%

4-hydroxybenzene-1-sulfonyl chloride (4025-67-6) + dimethyl amine (124-40-3) → 4-hydroxy-benzenesulfonic acid 4-dimethylsulfamoyl-phenyl ester + C20H19NO9S3 + N,N-dimethyl-4-hydroxybenzenesulfonamide (15020-57-2)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 10h;

DOI:10.1081/SCC-200026214

Reference yield:

sodium p-hydroxybenzenesulfonate (825-90-1) → N,N-dimethyl-4-hydroxybenzenesulfonamide (15020-57-2)

Guidance literature:

With dimethyl amine; In thionyl chloride;

upstream raw materials:

N,N-Dimethyl-p-chlorobenzenesulfonamide

4-hydroxybenzene-1-sulfonyl fluoride

dimethyl amine

phenyl N,N-dimethylsulfamate

Downstream raw materials:

4-[4-(4-dimethylsulfamoyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

C₂₇H₃₀N₂O₅S

N,N-dimethyl-4-(prop-2-ynyloxy)benzenesulfonamide

2,6-Dibromo-N,N-dimethyl-1-phenol-4-sulfonamide, propionate

Refernces

• 1、 Levin, Jeremy I.,Du, Mila T.,Park, Kaapjoo. "Practical sulfonylation of amines with 4-hydroxybenzenesulfonyl chloride: In situ silylation-desilylation". . p. 2773 - 2781. Retrieved 2004.
• 2、 Mittapalli, Gopi Kumar,Vellucci, Danielle,Yang, Jun,Toussaint, Marion,Brothers, Shaun P.,Wahlestedt, Claes,Roberts, Edward. "Synthesis and SAR of selective small molecule neuropeptide y Y2 receptor antagonists". scheme or table. p. 3916 - 3920. Retrieved 2012/07/03.