Hydrogen Peroxide → HCID 178527213, compound

HRID 1090321Notes

Reaction equation

HRID 1090321 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][S:10][C:11]1[NH:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[N:19]=1.[Se](=O)=[O:21].OO.O>CO.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][S:10]([C:11]1[NH:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[N:19]=1)=[O:21]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 24007Selenium DioxideHCID 178505704HCID 178505704, compound

Product 1

HCID 178527213HCID 178527213, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

2-[[(2-Chloro-6-fluorophenyl)methyl]thio]-1H-imidazo[4,5-c]pyridine (2.6 g, 0.0089 mol) was dissolved in 140 mL of methanol containing 20 mL of ethyl acetate. An oxidizing solution was prepared by heating 0.99 g (0.0089 mol) of selenium dioxide in 40 mL of methanol and adding 1.01 g (0.0089 mol) of 30% hydrogen peroxide and 0.65 mL of water. The oxidizing solution was added dropwise with stirring to the sulfide solution. The reaction mixture was stirred overnight at room temperature. Approximately 1/2 the solvent was removed in a rotary evaporator and the reaction mixture was chilled in ice. The resulting precipitate was collected and amounted to 1.08 g. An analytical sample, m.p. 180°-183° C., was obtained by recrystallization from ethanol.

Workup

  1. customAn oxidizing solution was prepared
  2. additionThe oxidizing solution was added dropwise
  3. customApproximately 1/2 the solvent was removed in a rotary evaporator
  4. temperaturethe reaction mixture was chilled in ice
  5. customThe resulting precipitate was collected
  6. customAn analytical sample, m.p. 180°-183° C., was obtained by recrystallization from ethanol

Sources & evidence

ORD record
ord-8dd3c16b40fe4bd2b6497fb9c71bc572
Source dataset
uspto-grants-1992_01
Patent number
US05081253

Reaction notes

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