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(E)-4-bromo-N-(3-vinylbenzylidene)benzenesulfonamide[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
61%
With pyrrolidine; In dichloromethane; at 60℃;Molecular sieve; Inert atmosphere; Sealed tube;
General procedure: [18] In a pressure vial (25 mL), molecular sieves 4 ? (1 g/mol) were added and framed dried for 30 s twice. After cooling down under Ar, aldehyde (2.1 mmol), pyrrolidine (0.17 mmol) and p-toluenesulfonamide(1.75 mmol) were added, then anhydrous DCM(3 mL) was added. The mixture was stirred at 60 C overnight. Thereactionwas filtered through a short pad of Celite and washed withEtOAc, the solvent was then evaporated under reduced pressureand the residue was recrystallized with ethyl acetate/petroleumether (20:80) to obtain the desired N-sulfonylimines. Due to thechemical instability of these compounds on silica gel, most wereused directly after only minimal purification.