2297-64-5

Usage

Uses

Used in Organic Synthesis:
4-Bromobenzenesulfonohydrazide is used as a reactant in the preparation of a variety of compounds, including potential pharmaceuticals and agrochemicals. Its versatility in undergoing chemical reactions makes it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Bromobenzenesulfonohydrazide is used as a key intermediate in the production of various pharmaceutical compounds. Its ability to participate in nucleophilic substitution and oxidative coupling reactions allows for the creation of new and innovative drug molecules.
Used in Agrochemical Industry:
4-Bromobenzenesulfonohydrazide is also utilized in the agrochemical industry for the synthesis of various agrochemicals. Its reactivity and ability to form new compounds make it a valuable component in the development of effective and targeted agrochemical products.
Used in Dye and Pigment Production:
In the dye and pigment industry, 4-Bromobenzenesulfonohydrazide serves as a key intermediate in the production of dyes and pigments. Its chemical properties allow for the creation of a wide range of colors and hues, contributing to the diversity of dyes and pigments available for various applications.

InChI:InChI=1/C6H7BrN2O2S/c7-5-1-3-6(4-2-5)12(10,11)9-8/h1-4,9H,8H2

Upstream product

• 98-58-8 4-bromobenzenesulfonyl chloride 

Downstream Products

• 115273-37-5 4-bromo-benzenesulfonic acid-(N'-ξ-D-ribopyranosyl-hydrazide) 
• 108630-26-8 4-bromo-benzenesulfonic acid-(N'-ξ-D-glucopyranosyl-hydrazide) 
• 18405-29-3 D-erythro-Pentulose-<4-brom-benzolsulfonylhydrazon> 
• 102261-81-4 ((p-bromophenyl)sulfonyl)hydrazone of trans-9-methyl-4-ketoperhydroazulene 
• 344876-40-0 C₁₇H₂₅BrN₂O₂S 
• 85319-01-3 trans-1-decalone (p-bromophenyl)sulfonylhydrazone 
• 85318-91-8 C₁₆H₂₁BrN₂O₂S 
• 73274-45-0 C₁₇H₂₁BrN₂O₂S 
• 85335-03-1 C₁₇H₂₃BrN₂O₂S 
• 85283-31-4 C₂₀H₂₉BrN₂O₂S 
• 85283-28-9 C₂₀H₂₉BrN₂O₂S 
• 3347-03-3 S-4-bromophenyl 4-bromobenzenesulfonothioate 
• 219711-56-5 2-(4-bromo-benzenesulfonyl)-6-hydroxy-2H-pyridazin-3-one 

Relevant academic research and scientific papers

Synthesis and anticancer activity of novel hydrazone linkage-based aryl sulfonate derivatives as apoptosis inducers

In the present study, the various 28 hybrid molecules containing hydrazone and sulfonate moieties were synthesized and characterized by FTIR, 1H-NMR, 13C-NMR spectroscopy and LC-MS spectrometry, besides elemental analysis. The compou

Electrochemical fluorosulfonylation of alkenes to access vicinal fluorinated sulfones derivatives

Herein, we report a practical and efficient fluorosulfonylation of the various alkenes with sulfonyl radical sources (RSO2NHNH2) and Et3N·3HF as cost-effective fluorination reagents under mild conditions. Remarkably, this

Palladium-Catalyzed Direct C-H Arylation of 3-Butenoic Acid Derivatives

We report herein a direct method to synthesize 4-aryl-3-butenoic acid through a carboxylic-acid-directed oxidative Heck reaction. The various 4-aryl-3-butenoic acids are easily prepared in moderate to good yields. In view of the promising bioactivity of 4-phenyl-3-butenoic acid previously reported, its derivatives reported here may be bioactive.

Copper-catalyzed sulfonylation ofN-tosylhydrazones followed by a one-pot C-N bond formation

A new methodology to synthesize sulfonyl-N-phenylaniline derivativesviathe trapping of bromo-sulfone derivatives generated fromN-tosylhydrazones (NTHs) with amines is described. The reaction proved successful for a wide range of NTHs and amines and tolera

Electrochemical heterodifunctionalization of α-CF3alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols

An unprecedented electrochemical heterodifunctionalization of α-CF3alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.

Electrochemical fluorosulfonylation of styrenes

An environmentally friendly and efficient electrochemical fluorosulfonylation of styrenes has been developed. With the use of sulfonylhydrazides and triethylamine trihydrofluoride, a diverse array of β-fluorosulfones could be readily obtained. This reaction features mild conditions and a broad substrate scope, which could also be conveniently extended to a gram-scale preparation.

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).

Palladium-Catalyzed Asymmetric Hydrosulfonylation of 1,3-Dienes with Sulfonyl Hydrazides

A highly enantio- and regioselective hydrosulfonylation of 1,3-dienes with sulfonyl hydrazides has been realized by using a palladium catalyst containing a monodentate chiral spiro phosphoramidite ligand. The reaction provided an efficient approach to synthetically useful chiral allylic sulfones. Mechanistic studies suggest that the reaction proceeds through the formation of an allyl hydrazine intermediate and subsequent rearrangement to the chiral allylic sulfone product. The transformation of the allyl hydrazine intermediate to the product is the enantioselectivity-determining step.

Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

Herein, we reported a dual-catalytic platform for the allylation of amines and sulfonyl hydrazines with olefins to selectively access α-allylic amines and allylic sulfones in good yields by combining photoredox catalysis and cobaloxime catalysis. This strategy avoided the use of a stoichiometric amount of terminal oxidant and the use of pre-functionalized allylic precursors, representing a green and ideal atom- & step-economical process. Good substrate scope and gram-scale synthesis demonstrated the utility of this protocol. Mechanistic studies revealed that a radical process is probably involved in this reaction.

Synthesis of symmetrical / unsymmetrical thiosulfonates through the disproportionate coupling reaction of sulfonyl hydrazide mediated by phosphomolybdic acid

Phosphomolybdic acid (H3PMo12O40) is reported as a green low-cost catalyst for the synthesis of symmetrical / unsymmetrical thiosulfonates via the disproportionate coupling reaction of sulfonyl hydrazide. The attributes of this reported catalytic system include low catalyst loadings (1 mol%), efficient turnover, and high yields (up to 94%). Additionally, this reaction mechanism involves the formation of a thiyl radical and sulfonyl radical via sulfinyl radical disproportionation.