53153-59-6

Upstream product

• 57-14-7 N,N-Dimethylhydrazine 
• 98-59-9 p-toluenesulfonyl chloride 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 31529-11-0 1,1-Dimethyl-1-(3-methyl-2-butenyl)-2-p-tosylhydrazoniumylid 
• 15543-64-3 prenyl tolyl sulfone 
• 180036-30-0 N-trimethylammoniotoluene-p-sulfonamidate 
• 135733-21-0 N,N'-Diphenacyl-N,N'-ditosylhydrazine 
• 31529-14-3 1,1-Dimethyl-1-benzyl-2-p-tosylhydrazoniumbromid 
• 31529-13-2 1,1-Dimethyl-1-(3-methyl-2-butenyl)-2-p-tosylhydrazoniumbromid 
• 70581-28-1 N,N,N-trimethyl-N'-(toluene-4-sulfonyl)-hydrazinium; iodide 

Relevant academic research and scientific papers

Synthesis of S-Aryl arenethiosulfonates from N,N-Di(arenesulfonyl) hydrazines: Reduction of sulfonyl chlorides with an organic reagent

N,N-Di(arenesulfonyl)-N′,N′-dimethyl-hydrazines, readily prepared from arenesulfonyl chlorides and N,N-dimethylhydrazine, were heated at 120°C in chlorobenzene to give S-aryl arenethiosulfonates, ArSSO 2Ar, in good yields.

Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: Scope of the three-component synthesis of N-aminosulfonamides

By using DABCO·(SO2)2, DABSO, as a solid bench-stable SO2-equivalent, the palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides has been achieved. N,N-Dialkylhydrazines are employed as the N-nucleophiles and provide N-aminosulfonamides as the products in good to excellent yields. The reactions are operationally simple to perform, requiring only a slight excess of SO 2 (1.2-2.2 equiv.), and tolerate a variety of substituents on the halide coupling partner. Variation of the hydrazine component is also demonstrated. The use of N,N-dibenzylhydrazine as the N-nucleophile delivers N-aminosulfonamide products that can be converted into the corresponding primary sulfonamides using a high-yielding, telescoped, deprotection sequence. The ability to employ hydrazine·SO2 complexes as both the N-nucleophile and SO2 source is also illustrated.