365-35-5

Basic information

• Product Name: 2-methoxybenzene-1-sulfonyl fluoride
• Synonyms: 2-methoxybenzene-1-sulfonyl fluoride
• CAS NO: 365-35-5
• Molecular Weight: 190.195
• Mol File: 365-35-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-methoxybenzene-1-sulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxybenzene-1-sulfonyl fluoride(365-35-5)
• EPA Substance Registry System: 2-methoxybenzene-1-sulfonyl fluoride(365-35-5)

Safety Data

• Hazardous Substances Data: 365-35-5(Hazardous Substances Data)

Upstream product

• 13165-78-1 ortho-methoxybenzenesulfinic acid 
• 6971-45-5 2-methoxyphenylhydrazine hydrochloride 
• 492-95-5 2-methoxyphenyldiazonium tetrafluoroborate 
• 90-04-0 2-methoxy-phenylamine 
• 529-28-2 4-iodoanisol 
• 15898-40-5 Sodium; 2-methoxy-benzenesulfinate 
• 10130-87-7 o-Methoxybenzenesulfonyl chloride 

Downstream Products

• 86-26-0 2-methoxy-1,1'-biphenyl 

Relevant articles and documents

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Arenesulfonyl Fluoride Synthesis via Copper-free Sandmeyer-type Fluorosulfonylation of Arenediazonium Salts

The limited availability of highly valuable arenesulfonyl fluorides seriously hinders their further application in many research fields including medicinal chemistry and chemical biological, organic synthesis, polymer preparation, etc. We report herein a mild and efficient copper-free Sandmeyer-type fluorosulfonylation reaction of various arenediazonium salts to prepare valuable arenesulfonyl fluorides using K2S2O5 as both a reductant and a practical sulfonyl source in combination with N-fluorobenzenesulfonimide as an effective fluorine source. This methodology provides an attractive route to diverse important arenesulfonyl fluorides given the overall practicality and scope.

Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides

A copper-free Sandmeyer-type fluorosulfonylation reaction is reported. Utilizing Na2S2O5 and Selectfluor as the sulfur dioxide and fluorine sources, respectively, aryldiazonium salts were transformed into sulfonyl fluorides. The one-pot direct synthesis of sulfonyl fluorides from aromatic amines was also realized via in situ diazotization. The practicality of this method was demonstrated by the broad functional group tolerance, gram-scale synthesis, and late-stage fluorosulfonylation of natural products and pharmaceuticals.