Hydrogen Peroxide → 2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5-oxide

HRID 2286845Notes

Reaction equation

HRID 2286845 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]3[CH2:14][S:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[C:10]=3[NH:9]2)=[CH:4][CH:3]=1.[OH:22]O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12](=[O:13])[C:11]3[CH2:14][S:15](=[O:22])[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[C:10]=3[NH:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 130175212-(4-chlorophenyl)-1,4-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3(2H)-one

Product 1

HCID 130175222-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

In a 50 ml. round bottom flask under nitrogen was placed 2-(p-chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazole-3-one (0.5 g., 0.0016 mole) 8.33 ml. of glacial acetic acid and 3 ml. of 30% hydrogen peroxide. After stirring at 0° C., for 3.5 hours, the resulting solid was removed by filtration, washed with glacial acetic acid and dried in vacuo over phosphorous pentoxide to afford product, m.p. 193° C. (dec.). Weight 0.42 g. (80%). A second crop (0.4 g., 8%) was obtained from mother liquors.

Workup

  1. customround bottom flask under nitrogen was placed
  2. customthe resulting solid was removed by filtration
  3. washwashed with glacial acetic acid
  4. dry with materialdried in vacuo over phosphorous pentoxide
  5. customto afford product, m.p. 193° C. (dec.)
  6. customA second crop (0.4 g., 8%) was obtained from mother liquors

Sources & evidence

ORD record
ord-e4560fb9290b4c6d86a57ace90ad4ae0
Source dataset
uspto-grants-1981_05
Patent number
US04268516

Reaction notes

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