m-Chloroperbenzoic acid → HCID 15959410, compound

HRID 990974Notes

Reaction equation

HRID 990974 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[C:12]1([C:18]2[C:19]3[S:25][C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[C:20]=3[NH:21][N:22]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[C:12]1([C:18]2[C:19]3[S:25](=[O:6])[C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[C:20]=3[NH:21][N:22]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 18416009HCID 18416009, compound

Product 1

HCID 15959410HCID 15959410, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
10 °C

Procedure

A solution of 3-chloroperoxybenzoic acid (450 mg, 60% pure) in dichloromethane (30 ml) was added dropwise with stirring over 15 minutes to a solution of 3-phenyl-1H-[1]benzothieno[3,2-c]pyrazole (400 mg) in dichloromethane (50 ml) at 0-5° C. The mixture was stirred at 5-15° C. for 4 hours, then washed with water, dried and evaporated to give a solid which was purified by chromatography on silica using petroleum ether/ethyl acetate (1:3) as the mobile phase. Appropriate fractions were collected, combined and evaporated to give a solid which was triturated with ether, and filtered to give 3-phenyl-1H-[1]benzothieno[3,2-c]pyrazole 4-oxide, m.p. 222-224° C.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated
  4. customto give a solid which
  5. customwas purified by chromatography on silica
  6. customAppropriate fractions were collected
  7. customevaporated
  8. customto give a solid which
  9. customwas triturated with ether
  10. filtrationfiltered

Sources & evidence

ORD record
ord-cf4025a59979489699edc333e6393cf4
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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