Dimethyl Sulfate → HCID 20189873, compound

HRID 1788627Notes

Reaction equation

HRID 1788627 reaction equation
[H-].[Na+].[CH3:3][O:4][CH2:5][CH2:6][S:7][C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH:15][C:16]([NH:18][S:19]([C:22]2[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=2[Cl:29])(=[O:21])=[O:20])=[O:17])[N:9]=1.[H][H].[CH3:32]OS(OC)(=O)=O>CN(C)C=O.O>[CH3:3][O:4][CH2:5][CH2:6][S:7][C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH:15][C:16]([N:18]([CH3:32])[S:19]([C:22]2[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=2[Cl:29])(=[O:21])=[O:20])=[O:17])[N:9]=1

Participants

7

Reactant 4

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 20189886HCID 20189886, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20189873HCID 20189873, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

An equivalent amount of sodium hydride (50% mineral oil dispersion) is added to a solution of N-[[4-(2-methoxyethylthio)-6-methylpyrimidin-2-yl]aminocarbonyl]-2,5-dichlorobenzenesulfonamide in dimethylformamide under a nitrogen atmosphere. After hydrogen evolution ceases, an equivalent amount of dimethylsulfate is added. After stirring for 12 hours the reaction mixture is poured into a large volume of water. The resulting precipitate is filtered to yield N-[[4-(2-methoxyethylthio)-6-methylpyrimidin-2-yl]aminocarbonyl]-2,5-dichloro-N-methylbenzenesulfonamide.

Workup

  1. filtrationThe resulting precipitate is filtered

Sources & evidence

ORD record
ord-2e8a46510293438e9de6699f29e47925
Source dataset
uspto-grants-1987_08
Patent number
US04684395

Reaction notes

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