Hydrogen Peroxide → HCID 178490578, compound

HRID 359584Notes

Reaction equation

HRID 359584 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][S:10][C:11]2[NH:12][C:13]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=3[N:19]=2)[CH:6]=[CH:7][CH:8]=1.[Se](=O)=[O:21].OO.O>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][S:10]([C:11]2[NH:12][C:13]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=3[N:19]=2)=[O:21])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 24007Selenium DioxideHCID 178490575HCID 178490575, compound

Product 1

HCID 178490578HCID 178490578, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-[[(3-Methoxyphenyl)methyl]thio]-1H-imidazo[4,5-c]pyridine (9.88 g, 0.036 mol) was dissolved in 130 mL of methanol by heating. An oxidizing solution was prepared by dissolving 4.0 g (0.036 mol) of selenium dioxide in 150 mL of methanol with heating followed by the addition of 4.07 g (0.036 mol) of 30% hydrogen peroxide and 2.5 mL of water. The oxidizing solution was cooled to room temperature and was added dropwise to the sulfide solution. The reaction mixture was stirred overnight. The precipitate which had formed was collected on a filter and rinsed with petroleum ether giving 4.68 g of product. An analytical sample (m.p. 176°-179° C.) was obtained by recrystallization from ethanol.

Workup

  1. temperatureby heating
  2. customAn oxidizing solution was prepared
  3. temperaturewith heating
  4. customThe precipitate which had formed
  5. customwas collected on
  6. filtrationa filter
  7. washrinsed with petroleum ether giving 4.68 g of product
  8. customAn analytical sample (m.p. 176°-179° C.) was obtained by recrystallization from ethanol

Sources & evidence

ORD record
ord-32b7fae5ee094b91b3da4273cf4df092
Source dataset
uspto-grants-1991_03
Patent number
US05001238

Reaction notes

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