Water → HCID 136054505, compound

HRID 606516Notes

Reaction equation

HRID 606516 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][S:9][CH2:10][C:11]2[NH:12][C:13](=[O:16])[NH:14][N:15]=2)=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:25])C=1.[OH2:28].C(=O)([O-])O.[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][S:9]([CH2:10][C:11]2[NH:12][C:13](=[O:16])[NH:14][N:15]=2)(=[O:25])=[O:28])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 136054523HCID 136054523, compound

Product 1

HCID 136054505HCID 136054505, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-({[(4-bromophenyl)methyl]thio}methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one obtained in Reference Example 108 (0.500 g, 1.67 mmol) in DMF (5 mL) was added m-chloroperbenzoic acid (0.903 g, 3.67 mmol) at room temperature, and the mixture was stirred for 12 hr. Water and saturated aqueous sodium hydrogencarbonate solution were added to the reaction mixture, and the precipitated solid was collected by filtration. The solid was washed with water and diethyl ether to give the title compound as a white powder (0.508 g, 92%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washThe solid was washed with water and diethyl ether

Sources & evidence

ORD record
ord-e5899cd299524219b332f7b308c670aa
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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