3-Methyl-1-[2-[4-((methylsulfonyl)amino)phenyl]-2-oxoethyl]-1H-imidazolium chloride → (+/-)-1-[2-Hydroxy-2-[4-((methylsulfonyl)amino)phenyl]ethyl]-3-methyl-1H-imidazolium chloride

HRID 1789477Notes

Reaction equation

HRID 1789477 reaction equation
[Cl-:1].[CH3:2][N:3]1[CH:7]=[CH:6][NH+:5]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][CH:12]=2)=[O:10])[CH2:4]1>O.[Pd]>[Cl-:1].[OH:10][CH:9]([C:11]1[CH:12]=[CH:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:15][CH:16]=1)[CH2:8][NH+:5]1[CH:6]=[CH:7][N:3]([CH3:2])[CH2:4]1

Participants

4

Reactant 1

HCID 867410313-Methyl-1-[2-[4-((methylsulfonyl)amino)phenyl]-2-oxoethyl]-1H-imidazolium chloride

Product 1

HCID 20188316(+/-)-1-[2-Hydroxy-2-[4-((methylsulfonyl)amino)phenyl]ethyl]-3-methyl-1H-imidazolium chloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A solution of 152.3 g (0.463 mole) of 3-methyl-1[2-[4-((methylsulfonyl)amino)phenyl]-2-oxoethyl]-1H-imidazolium chloride in 1 L of distilled water and 7.62 g 10% Pd/C catalyst are placed in a 2 L Parr bottle and hydrogenated at 50 psi pressure for ca. 5 hours.

Sources & evidence

ORD record
ord-04d3b9ce6ec74a958e6dc71bb1716b03
Source dataset
uspto-grants-1987_08
Patent number
US04689341

Reaction notes

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