Hydrogen Peroxide → HCID 10643284, compound

HRID 1728928Notes

Reaction equation

HRID 1728928 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]3[CH2:15][CH2:16][S:17][C:18]4[S:22][C:21]([CH3:23])=[CH:20][C:19]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1.[OH:24]O.O>C(O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]3[CH2:15][CH2:16][S:17](=[O:24])[C:18]4[S:22][C:21]([CH3:23])=[CH:20][C:19]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 784Hydrogen Peroxide2×HCID 962WaterHCID 10570553HCID 10570553, compound

Product 1

HCID 10643284HCID 10643284, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
5 °C

Procedure

To a solution of 1.0 g of 2-(4-chlorophenyl)-9-methyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one in 50 ml of formic acid is added 0.3 ml of 35% aqueous hydrogen peroxide solution with stirring at 5° C. and the mixture is stirred for 10 minutes at the same temperature. To the mixture is further added 0.3 ml of aqueous hydrogen peroxide solution and the mixture is stirred for 20 minutes. Then, the mixture is poured into water, extracted with chloroform three times and the extract is washed with water and dried over magnesium sulfate. After the chloroform is distilled off under reduced pressure, the resulting crystals are recrystallized from a mixed solvent of chloroform and ethanol to give 1.0 g of 2-(4-chlorophenyl)-9-methyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one 7-oxide as white crystals, melting at 174°-175° C. with decomposition.

Workup

  1. stirringthe mixture is stirred for 10 minutes at the same temperature
  2. stirringthe mixture is stirred for 20 minutes
  3. extractionextracted with chloroform three times
  4. washthe extract is washed with water
  5. dry with materialdried over magnesium sulfate
  6. distillationAfter the chloroform is distilled off under reduced pressure
  7. customthe resulting crystals are recrystallized from a mixed solvent of chloroform and ethanol

Sources & evidence

ORD record
ord-d78a80da2ea646ba833b45fd8a153087
Source dataset
uspto-grants-1994_07
Patent number
US05329016

Reaction notes

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