Methanesulfonyl chloride → HCID 67299734, compound

Participants

Reaction Conditions

Reaction Steps

Mixture of 4-Methanesulfonyl-2,3-dimethyl-pyridine 1-oxide (100 g) and methane sulfonyl chloride (300 ml) was heated to 90-95° C. and maintained at the same temperature for 3-4 hrs. 20% sodium hydroxide solution (1500 ml) was cooled to 0-5° C. separately and the above reaction mixture was added to this solution slowly for a period of 2-3 hrs and maintained at the same temperature for 1-2 hrs. The solid was filtered and washed with DM water (200 ml). DM water (400 ml) was added to the wet material and stirred for 30-60 min at 25-35° C. The solid was filtered and washed with DM water (100 ml). Ethylacetate (600 ml) was added to the wet material followed by heating to get clear solution and adding carbon (10 gm) and stirring the reaction mixture for 30 minutes. The resultant reaction mass was filtered through hiflow bed and washed with ethyl acetate (200 ml). The filtrate was dried with sodium sulfate (100 gm). Subsequently, conc. HCl (60 ml) was added, heated to reflux and maintained at the same temperature for 30-60 min. The reaction mixture was cooled to 25-30° C., then to 0-5° C. and maintained at the same temperature for 1-2 hrs. The solid was then filtered and washed with ethylacetate (100 ml). The wet compound was dried at 50-60° C. 90 g of the title compound was obtained.

Provenance & Evidence