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

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

Uses

Used in Pharmaceutical Industry:
2,4-Difluorobenzylsulfonyl chloride is used as a reagent for the synthesis of biologically active compounds, contributing to the development of drugs with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic synthesis, 2,4-Difluorobenzylsulfonyl chloride is used as a reagent to introduce the difluoromethylsulfonyl group into organic molecules, which can enhance their biological activity and improve the effectiveness of pharmaceuticals and agrichemicals.
Used in Production of Agrichemicals:
2,4-Difluorobenzylsulfonyl chloride is also utilized in the production of agrichemicals, where it serves as a reagent to improve the biological activity of these compounds, potentially increasing their efficacy in agricultural applications.

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.

Rhodium-Catalyzed meta-C?H Functionalization of Arenes

Rhodium-catalyzed ortho-C?H functionalization is well known in the literature. Described herein is the Xphos-supported rhodium catalysis of meta-C?H olefination of benzylsulfonic acid and phenyl acetic acid frameworks with the assistance of a para-methoxy-substituted cyano phenol as the directing group. Complete mono-selectivity is observed for both scaffolds. A wide range of olefins and functional groups attached to arene are tolerated in this protocol.

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.