ChemicalBook CAS DataBase List Methanesulfonamide

Methanesulfonamide synthesis

3synthesis methods

Product Name:Methanesulfonamide
CAS Number:3144-09-0
Molecular formula:CH5NO2S
Molecular Weight:95.12

124-63-0
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$10.00/5g

3144-09-0
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$6.00/5g

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