Water → 5-Methyl-5-[({4'-[(trifluoromethyl)oxy]-1,1'-biphenyl-4-yl}sulfinyl)methyl]imidazolidine-2,4-dione

HRID 1864746Notes

Reaction equation

HRID 1864746 reaction equation
[CH3:1][C:2]1([CH2:9][S:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[OH:28]OS([O-])=O.[K+].C(=O)(O)[O-].[Na+].O>CO>[CH3:1][C:2]1([CH2:9][S:10]([C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:25])([F:27])[F:26])=[CH:19][CH:18]=3)=[CH:15][CH:16]=2)=[O:28])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 231334745-Methyl-5-[({4'-[(trifluoromethyl)oxy]-1,1'-biphenyl-4-yl}thio)methyl]imidazolidine-2,4-dioneHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 231334965-Methyl-5-[({4'-[(trifluoromethyl)oxy]-1,1'-biphenyl-4-yl}sulfinyl)methyl]imidazolidine-2,4-dioneYield 43.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-methyl-5-[({4′-[(trifluoromethyl)oxy]-1,1′-biphenyl-4-yl}thio)methyl]imidazolidine-2,4-dione (48 mg, 0.112 mmol) was stirred at room temperature with oxone (50 mg), sodium bicarbonate (50 mg), water (5 ml) and Methanol (10 ml) for 18 hours. The solid was filtered off and crystallized from ethanol to give 20 mg of the title compound.

Workup

  1. filtrationThe solid was filtered off
  2. customcrystallized from ethanol

Sources & evidence

ORD record
ord-2e690ce254a042d3befc334a0c0eac05
Source dataset
uspto-grants-2009_12
Patent number
US07625934B2

Reaction notes

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