Methylamine → HCID 53711596, compound

Participants

Reaction Steps

To a solution of 31.07 g (0.126 mol) of N-formyl-5-chlorosulfonylindoline in 400 ml of ice-cold methylene chloride was added 37 ml (0.252 mol) of triethylamine and 30 ml (0.252 mol) of 40% aqueous methylamine solution, portionwise over twenty minutes. The mixture was allowed to warm to room temperature and then heated to reflux in an oil bath for one hour while stirred mechanically. Thin layer chromatography with chloroform showed the reaction was complete. The aqueous layer was removed. The methylene chloride layer was washed with water and dried over sodium sulfate. The solution was concentrated under reduced pressure and the residue allowed to air dry to give 23.74 g (0.0988 mol) (75% by weight yield) of 5-methylsulfamoyl-N-formylindoline.

Provenance & Evidence