Dansyl chloride → HCID 19040006, compound

Participants

Reaction Conditions

Reaction Steps

Oil-free sodium hydride (48 mg) was added to a solution of 2-amino-3,5-dichloropyridine (326 mg) in 1,2-dimethoxyethane (20 ml). After evolution of hydrogen ceased, 5-dimethylamino-1-naphthalenesulphonyl chloride (540 mg) was added and the mixture was heated at 75° C. for 3 days. Volatile material was removed by evaporation and the residue was purified by flash chromatography. Elution with dichloromethane/hexane (3:2 v/v) and trituration of the resulting foam with ether/hexane (1:10 v/v) gave 5-(dimethylamino)-N-(3,5-dichloro-2-pyridyl)-1-naphthalenesulphonamide (52 mg), m.p. 161°-163° C.; mass spectrum [+ve FAB, dimethylsulphoxide (DMSO)/glycerol (GLY)]: 396 (M+H)+.

Provenance & Evidence