Hydrogen Peroxide → HCID 14098716, compound

HRID 1905376Notes

Reaction equation

HRID 1905376 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH2:12][CH:11]3[CH2:15][S:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1.[OH:23]O.O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:13](=[O:14])[CH2:12][CH:11]3[CH2:15][S:16](=[O:23])[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[C:10]3=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14098684HCID 14098684, compound

Product 1

HCID 14098716HCID 14098716, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a mixture of 11.5 g of 2-(4-chlorophenyl)-2,3,4,4a-tetrahydro-5H-(1)benzothiopyrano[4,3-c]pyridazin-3-one in 200 ml of acetic acid is added 66 ml of 35% hydrogen peroxide dropwise with stirring at room temperature. After the completion of addition, the mixture is stirred at room temperature for 3 hours, poured into an excess amount of water and extracted with chloroform. The extract is washed with water, dried over magnesium sulfate anhydride and the chloroform is distilled off under reduced pressure. To the precipitated crystals is added diisopropyl ether. The crystals are collected by filtration and recrystallized from isopropyl alcohol to give 7.7 g of 2-(4-chlorophenyl)-2,3,4,4a-tetrahydro-5H-(1)benzothiopyrano[4,3-c]pyridazin-3-one 6-oxide, melting at 181°-183° C., as colorless needles.

Workup

  1. additionAfter the completion of addition
  2. stirringthe mixture is stirred at room temperature for 3 hours
  3. extractionextracted with chloroform
  4. washThe extract is washed with water
  5. dry with materialdried over magnesium sulfate anhydride
  6. distillationthe chloroform is distilled off under reduced pressure
  7. additionTo the precipitated crystals is added diisopropyl ether
  8. filtrationThe crystals are collected by filtration
  9. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-fa27d1b010c649e09e47a4f1e3c15639
Source dataset
uspto-grants-1989_06
Patent number
US04843075

Reaction notes

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