179524-68-6

Basic information

• Product Name: 2,4-DIFLUOROBENZYLSULFONYL CHLORIDE
• Synonyms: 2,4-DIFLUOROBENZYLSULFONYL CHLORIDE;(2,4-Difluorophenyl)methylsulphonyl chloride;2,4-Difluorobenzylsulphonyl chloride;(2,4-Difluorophenyl)methanesulphonyl chloride;alpha-(Chlorosulphonyl)-2,4-difluorotoluene
• CAS NO: 179524-68-6
• Molecular Formula: C7H5ClF2O2S
• Molecular Weight: 226.63
• Mol File: 179524-68-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 40-41°C
• Appearance: /
• CAS DataBase Reference: 2,4-DIFLUOROBENZYLSULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIFLUOROBENZYLSULFONYL CHLORIDE(179524-68-6)
• EPA Substance Registry System: 2,4-DIFLUOROBENZYLSULFONYL CHLORIDE(179524-68-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 179524-68-6(Hazardous Substances Data)

Usage

General Description

2,4-Difluorobenzylsulfonyl chloride is a chemical compound with the formula C7H5ClF2O2S. It is a colorless to light brown liquid that is used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and agrichemicals. It is known for its ability to introduce the difluoromethylsulfonyl group into organic molecules, which can enhance their biological activity. 2,4-Difluorobenzylsulfonyl chloride is also an important intermediate in the synthesis of biologically active compounds and is used in the pharmaceutical industry for the production of drugs with potential therapeutic benefits. However, it is considered to be a hazardous substance and should be handled with caution due to its potential for causing skin and respiratory irritation.

Upstream product

• 1211527-75-1 (2,4-difluorophenyl)methyl isothiourea hydrochloride 
• 452-07-3 2,4-difluorobenzyl chloride 

Downstream Products

• 1296730-88-5 C₁₇H₁₃F₂N₃O₃S 

Relevant articles and documents

Optimization of P2Y12 Antagonist Ethyl 6-(4-((Benzylsulfonyl)carbamoyl)piperidin-1-yl)-5-cyano-2-methylnicotinate (AZD1283) Led to the Discovery of an Oral Antiplatelet Agent with Improved Druglike Properties

P2Y12 antagonists are widely used as antiplatelet agents for the prevention and treatment of arterial thrombosis. Based on the scaffold of a known P2Y12 antagonist AZD1283, a series of novel bicyclic pyridine derivatives were designed and synthesized. The cyclization of the ester substituent on the pyridine ring to the ortho-methyl group led to lactone analogues of AZD1283 that showed significantly enhanced metabolic stability in subsequent structure-pharmacokinetic relationship studies. The metabolic stability was further enhanced by adding a 4-methyl substituent to the piperidinyl moiety. Compound 58l displayed potent inhibition of platelet aggregation in vitro as well as antithrombotic efficacy in a rat ferric chloride model. Moreover, 58l showed a safety profile that was superior to what was observed for clopidogrel in a rat tail-bleeding model. These results support the further evaluation of compound 58l as a promising drug candidate.

Palladium-Catalyzed Remote meta-Selective C-H Bond Silylation and Germanylation

Selective meta-C-H activation of arenes to date has met with a limited number of functionalizations. Expanding the horizon of meta-C-H functionalization, herein we disclose an unprecedented meta-silylation and -germanylation protocol by employing a simple nitrile-based directing template. Longer linkers between the target site and the directing template were successfully explored for meta-silylation (sp2-? and sp2-ζ). Additionally, synthetic utility was demonstrated with several postsynthetic elaborations and with a formal synthesis of TAC101, a promising drug for the treatment of lung cancer.