446883-84-7

Basic information

• Product Name: BENZENESULFONYL CHLORIDE, 4-[4-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIAZOLYL]-
• Synonyms: 4-[4-(4-TRIFLUOROMETHYL-PHENYL)-THIAZOL-2-YL]-BENZENESULFONYL CHLORIDE;BENZENESULFONYL CHLORIDE, 4-[4-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIAZOLYL]-;4-[4-[4-(Trifluoromethyl)phenyl]-2-thiazolyl]-benzenesulfonylchloride;4-(4-(4-(trifluoroMethyl)phenyl)thiazol-2-yl)
• CAS NO: 446883-84-7
• Molecular Formula: C₁₆H₉ClF₃NO₂S₂
• Molecular Weight: 403.831
• Mol File: 446883-84-7.mol

Chemical Properties

• Boiling Point: 496.9 °C at 760 mmHg
• Flash Point: 254.3 °C
• Appearance: /
• Density: 1.48 g/cm³
• Vapor Pressure: 1.59E-09mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: BENZENESULFONYL CHLORIDE, 4-[4-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIAZOLYL]-(CAS DataBase Reference)
• NIST Chemistry Reference: BENZENESULFONYL CHLORIDE, 4-[4-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIAZOLYL]-(446883-84-7)
• EPA Substance Registry System: BENZENESULFONYL CHLORIDE, 4-[4-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIAZOLYL]-(446883-84-7)

Safety Data

• Hazardous Substances Data: 446883-84-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Benzenesulfonyl chloride, 4-[4-[4-(trifluoromethyl)phenyl]-2-thiazolyl]is used as a reagent in the synthesis of pharmaceuticals for its ability to form covalent bonds with various functional groups, contributing to the development of new chemical entities.
Used in Agrochemical Industry:
Benzenesulfonyl chloride, 4-[4-[4-(trifluoromethyl)phenyl]-2-thiazolyl]is used as a reagent in the synthesis of agrochemicals for its ability to form covalent bonds with various functional groups, aiding in the development of new agrochemical compounds.

InChI:InChI=1/C16H9ClF3NO2S2/c17-25(22,23)13-7-3-11(4-8-13)15-21-14(9-24-15)10-1-5-12(6-2-10)16(18,19)20/h1-9H

Upstream product

• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 26197-93-3 p-bromothiobanzamide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 383-53-9 2-bromo-1-[4-(trifluoromethyl)phenyl]ethanone 
• 4714-67-4 4-aminobenzothioamide 
• 873-74-5 4-Aminobenzonitrile 
• 533867-27-5 4-(4-trifluoromethyl-phenyl)-2-phenyl-thiazole 
• 533867-29-7 2-(4-bromo-phenyl)-4-(4-trifluoromethyl-phenyl)thiazole 
• 533867-33-3 2-(4-bromo-phenyl)-4-(4-trifluoromethyl-phenyl)-5-trimethylsilylthiazole 

Downstream Products

• 533867-50-4 (R)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-2-(4-{4-[4-trifluoromethyl-phenyl-thiazol-2-yl]-benzenesulfonylamino}-phenyl)-acetamide 
• 1190393-26-0 tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate 
• 1190615-51-0 tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(pyridin-3-yl)methyl]-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine-1-carboxylate trifluoroacetate 

Relevant articles and documents

HYDROXYMETHYL PYRROLIDINES AS BETA 3 ADRENERGIC RECEPTOR AGONISTS

The present invention provides compounds of Formula I, pharmaceutical compositions thereof, and method of using the same in the treatment or prevention of diseases mediated by the activation of β3-adrenoceptor.

Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist

A β3 adrenergic receptor agonist was prepared on a multi-kilogram scale in high yield and purity via a convergent synthesis. A key intermediate in this synthesis was an arylthiazolylbenzenesulfonyl chloride. The triaryl segment of this sulfonyl chloride was assembled at the thiazole ring via coupling of α-haloketone and thiobenzamide precursors (Hantzsch synthesis). Three strategies for introducing the para-sulfonyl chloride moiety were developed and evaluated. The sulfonation/chlorination and diazotization/chlorosulfonylation routes were found the most efficient.