114235-06-2

Upstream product

• 110-00-9 furan 
• 36898-42-7 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzenesulfonyl chloride 

Downstream Products

• 114235-08-4 4-((1S,2R,6S,7R)-3,5-Dioxo-10-oxa-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-N-phenyl-benzenesulfonamide 
• 114259-66-4 4-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.0^2,6]dec-8-en-4-yl)benzenesulfonylhydrazide 

Relevant academic research and scientific papers

Synthesis and characterization of benzenesulfonyl hydrazones and benzenesulfonamides

In the search for structural cyclic imide analogues of therapeutic interest, the syntheses and characterization of benzenesulfonyl hydrazones and benzenesulfonamides are described. The benzenesulfonyl chlorides (2) and (3) were obtained through the Diels-

DIELS-ALDER REACTIONS USING N-(p-CHLOROSULFONYLPHENYL)MALEIMIDE AS DIENOPHILE

N-(p-chlorosulfonylphenyl)maleimide reacts as a dienophile with cyclopentadiene, furan, 2,3-dimethylbutadiene, anthracene, 1,3-cyclohexadiene, 1,2,3,4-tetrachloro-5,5-dimethoxycyclopentadiene, hexachlorocyclopentadiene and tetraphenylcyclopentadienone to give the chlorosulfonyl adducts (2, 10, 18, 24, 32, 40, 48, 56).These were converted into derivatives by reaction with amines, hydrazine and sodium azide.The stereochemistry of the Diels-Alder adducts was determined by NMR spectroscopy of the adducts and their dimethylamides; and the relative ease of addition is discussed.Attempted formation of (2) by chlorosulfonation of the adduct from N-phenylmaleimide and cyclopentadiene was unsuccessful.The spectral data are briefly discussed.