88691-50-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
(2,4-Dichlorophenyl)-methanesulfonyl chloride is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to introduce the methanesulfonyl group onto aromatic and heteroaromatic compounds, enhancing the reactivity and functional group modification capabilities of these molecules.
Used as a Potent Chlorinating Agent:
In organic chemistry, (2,4-Dichlorophenyl)-methanesulfonyl chloride is utilized as a potent chlorinating agent, facilitating the introduction of chlorine atoms into organic molecules, which is crucial for the development of certain chemical structures and properties.
Used as a Protecting Group for Alcohols and Amines:
(2,4-Dichlorophenyl)-methanesulfonyl chloride serves as a protecting group for alcohols and amines during organic synthesis. This function is vital for preventing unwanted reactions from occurring at these functional groups, allowing chemists to selectively modify other parts of a molecule.
Used in Organic Synthesis:
In the field of organic synthesis, (2,4-Dichlorophenyl)-methanesulfonyl chloride is used as a versatile reagent for its capacity to modify the structure of aromatic and heteroaromatic compounds, thereby expanding the scope of possible chemical reactions and final products.

InChI:InChI=1/C7H5Cl3O2S/c8-6-2-1-5(7(9)3-6)4-13(10,11)12/h1-3H,4H2

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 

Downstream Products

• 88691-42-3 [(E)-2-(2,4-Dichloro-phenyl)-vinyl]-trimethyl-silane 
• 126788-68-9 C₁₄H₈Cl₄ 
• 51042-15-0 trans-2,2',4,4'-tetrachlorostilbene 
• 95495-88-8 (2R,3R)-2,3-Bis-(2,4-dichloro-phenyl)-thiirane 1,1-dioxide 
• 683813-13-0 methyl 4-{2-[5-chloro-2-(2-{[(2,4-dichlorobenzyl)sulfonyl]amino}ethyl)-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate 
• 19811-05-3 2,4-dichlorobenzophenone 
• 308851-22-1 methyl 2-{[(2,4-dichlorobenzyl)sulphonyl]oxy}-2-methylpropanoate 
• 1269500-17-5 C₂₂H₂₇Cl₂N₃O₅S 
• 1415808-55-7 3-(2,4-dichlorophenyl)-5-(ethylideneamino)-6-methyl-2,2-dioxo-oxathiin-4-ol 

Relevant academic research and scientific papers

Design, synthesis and evaluation of sulfonylurea-containing 4-phenoxyquinolines as highly selective c-Met kinase inhibitors

Deregulation of receptor tyrosine kinase c-Met has been reported in human cancers and is considered as an attractive target for small molecule drug discovery. In this study, a series of 4-phenoxyquinoline derivatives bearing sulfonylurea moiety were designed, synthesized and evaluated for their c-Met kinase inhibition and cytotoxicity against tested four cell lines in vitro. The pharmacological data indicated that most of the tested compounds showed moderate to significant potency as compared with foretinib, with the most promising compound 13x (c-Met kinase IC50 = 1.98 nM) demonstrated relatively good selectivity versus 10 other tyrosine kinases and remarkable cytotoxicities against HT460, MKN-45, HT-29 and MDA-MB-231 with IC50 values of 0.055 μM, 0.064 μM, 0.16 μM and 0.49 μM, respectively. The preliminary structure activity relationships indicated that a sulfonylurea moiety as linker as well as mono-EGWs (such as R1 = 4-F) on the terminal phenyl rings contributed to the antitumor activity.

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.

REACTION OF ARYLMETHANESULFONYL AND STYRYLMETHANESULFONYL CHLORIDES WITH TRIETHYLAMINE

A series of arylmethanesulfonyl chlorides were treated with triethylamine in THF to give stilbenes in excellent yields.Workup of the mixtures below 10 deg C permits isolation of stilbene episulfones which on warming decompose to yield the corresponding stilbenes stereospecifically.Application of the reaction to 9-fluorenylsulfonyl chloride affords bifluorenylidene, while trans-styrylmethanesulfonyl chloride gives 4,5-dihydro-4,5-diphenylthiepin 1,1-dioxide and 1,6-diphenylhexatriene.