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

HRID 32385Notes

Reaction equation

HRID 32385 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 crystallised from ethanol to give 20 mg of the title compound.

Workup

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

Sources & evidence

ORD record
ord-4ef3a47e97a84403a3701446c36f7d67
Source dataset
uspto-grants-2008_09
Patent number
US07427631B2

Reaction notes

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