349-04-2

Usage

Uses

Used in Organic Synthesis:
4-chloro-3-nitrobenzenesulfonyl fluoride is used as a reagent for the preparation of sulfonamide compounds due to its strong electrophilic nature, which facilitates nucleophilic substitution reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-chloro-3-nitrobenzenesulfonyl fluoride is utilized as a building block in the development of new drugs and the production of various organic compounds, contributing to the advancement of medicinal chemistry.
Used in Research and Development:
4-chloro-3-nitrobenzenesulfonyl fluoride is employed in research settings to explore its potential applications and reactions, furthering the understanding of its chemical properties and possible uses in different fields.
It is crucial to handle 4-chloro-3-nitrobenzenesulfonyl fluoride with caution due to its toxic nature and potential health hazards if not managed properly.

Upstream product

• 349-89-3 p-chlorobenzenesulfonyl fluoride 
• 35964-48-8 1,1'-disulphanediylbis(4-chloro-3-nitrobenzene) 
• 6655-80-7 4-chloro-3-nitrobenzenesulfonylhydrazine 
• 108-90-7 chlorobenzene 

Downstream Products

• 97-09-6 4-Chloro-3-nitrobenzenesulfonamide 

Relevant academic research and scientific papers

A fluoride compound of preparation method

The invention relates to a preparation method of a sulfuryl fluoride compound. A sulfonyl hydrazide compound and a fluoride reagent serve as reaction raw materials. The preparation method includes the steps that a, the sulfonyl hydrazide compound with the structure (I) and the fluoride reagent are dispersed in a solvent, wherein the structure (I) is shown in the specification; b; a mixture obtained from the step a is stirred and heated to obtain the sulfuryl fluoride compound with the structure (II), wherein the structure (II) is shown in the specification (II). Compared with existing related technologies in the chemical synthesis field, the method of preparing sulfuryl fluoride from sulfonyl hydrazide is achieved for the first time. In the method, no catalyst needs to be added, reaction conditions are moderate, good compatibility can be achieved for water and air, and large-scale production is easy to achieve. The experimental result indicates that the yield of the obtained sulfuryl fluoride compound can reach up to 98%.

Catalyst-free radical fluorination of sulfonyl hydrazides in water

The first catalyst-free fluorination of sulfonyl hydrazides for the synthesis of sulfonyl fluorides has been developed via a free-radical pathway. This protocol presents a broad substrate scope and does not require any metal catalyst and additive. All these transformations proceed smoothly in water under mild conditions, which enables a straightforward, practical and environmentally benign fluorination for S-F bond formation.

New 4-pentafluorosulfanyl and 4-perfluoroalkylthio derivatives of 1-chloro-2-nitro- and 1-chloro-2,6-dinitrobenzenes

New 4-pentafluorosulfanyl and 4-perfluoroalkylthio derivatives of 1-chloro-2-nitrobenzene and 1-chloro-2,6-dinitrobenzene were prepared from the corresponding bis(4-chloro-3-nitrophenyl)disulfide and bis(4-chloro-3,5-dinitrophenyl)disulfide, respectively. The SF5 derivatives were obtained by fluorination of the disulfides with AgF2 according to Sheppard's method, while perfluoroalkylation was carried out by means of thermolytic reactions with xenon(II) bis(perfluoroalkylcarboxylates). The introduction of fluorine-containing, electron-withdrawing substituents into the aromatic ring (in the presence of other deactivating groups) reinforces the activation of the halogen substituent towards nucleophilic attack. Several nucleophilic substitution reactions have been carried out with these compounds, and as a result, some N- and S-containing groups were introduced in the benzene ring. For example, the previously unknown SF5, CF3S, and C2F5S analogues of trifluralin (Treflan) were prepared and characterized. Additional synthetic possibilities for heterocyclic chemistry are presented on the basis of reactions of the new 1-chloro-2,6-dinitrobenzene derivatives with ethyl thioglycolate wherein fluorine-containing derivatives of benzothiazole N-oxide were obtained as the main products.