Potassium hydroxy sulfite → HCID 44481477, compound

HRID 452798Notes

Reaction equation

HRID 452798 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[C:15]([C:18]4[O:22][C:21]([NH2:23])=[N:20][N:19]=4)[CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1.[OH:24]OS([O-])=O.[K+]>O1CCCC1.O>[CH3:1][S:2]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[C:15]([C:18]4[O:22][C:21]([NH2:23])=[N:20][N:19]=4)[CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1)=[O:24]

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 44481476HCID 44481476, compound

Product 1

HCID 44481477HCID 44481477, compoundYield 6%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 5-[3-[4-(methylthio)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazol-2-amine (0.25 g, 0.77 mmol) in tetrahydrofuran (10 mL) was added a solution of oxone (registered trade mark, 0.24 g, 0.77 mmol) in water (3 mL) at 0° C., and the mixture was stirred at 0° C. for 30 min and at room temperature for 1 hr. Water was added to the reaction mixture, and the precipitate was collected by filtration and purified by preparative HPLC to give the title compound (15.2 mg, yield 6%) as colorless crystals.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-e492030d1def4e5b96d5af0ce704a2b1
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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