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ChemicalBook CAS DataBase List Methanesulfonamide

Methanesulfonamide synthesis

3synthesis methods
-

Yield:3144-09-0 99%

Reaction Conditions:

with triethylamine in dichloromethane;ethyl acetate;

Steps:

7.A Preparation of 4-[(3,5-dimethyl-1-piperidinyl)sulfonyl]tetrahydro-N-hydroxy-2H-pyran-4-carboxamide

Part A: 3,5-Dimethylpiperadine (70% cis/30% trans, 7.0 mL, 53 mmol) and triethylamine (11.2 mL, 80 mmol) were slurried in CH2Cl2 (75 mL) and cooled to 0° C. A solution of methanesulfonyl chloride (6.2 mL, 80 mmol) in CH2Cl2 (25 mL) was slowly added, maintaining the temperature <10° C. with an ice bath. After the addition, the ice bath was removed and the reaction stirred 1 hr as it came to room temperature. After the disappearance of the starting material, the solvent was removed and the residue was taken up in ethyl acetate (200 mL) and H2O (50 mL). Once separated, the organic layer was washed with 5% KHSO4 (3*-50 mL) and brine (1*-50 mL). The organic layer was then dried over Na2SO4, filtered, and concentrated to afford the methyl sulfonamide an off white solid (10.0 g, 99% yield. 1H NMR showed the desired compound.

References:

US6372758,2002,B1

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