m-Chloroperbenzoic acid → HCID 19805451, compound

HRID 1681694Notes

Reaction equation

HRID 1681694 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH2:12]([S:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[C:31](=[O:32])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24]2)=[CH:19][CH:18]=1)[CH2:13][CH2:14][CH3:15]>C(Cl)Cl>[CH2:12]([S:16]([C:17]1[CH:18]=[CH:19][C:20]([N:23]2[C:31](=[O:32])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24]2)=[CH:21][CH:22]=1)=[O:9])[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 54375321HCID 54375321, compound

Product 1

HCID 19805451HCID 19805451, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Chloroperbenzoic acid (150mg) was added to a stirred solution of 1,2-dihydro-2-(4-butylthiophenyl)-3H-indazol-3-one (250 mg) in methylene chloride (5 ml) at 0-5° C. Stirring was continued for 15 minutes after the addition was complete. The reaction mixture was then washed with water, dried (MgSO4) and evaporated in vacuo. The residue was purified by column chromatography using methylene chloride/ether (70:30 v/v) to give 1,2-dihydro-2-(4-butylsulphinylphenyl)-3H-indazol-3-one (Ex. 52) as a solid (160 mg), m.p. 168-169° C.

Workup

  1. additionafter the addition
  2. washThe reaction mixture was then washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated in vacuo
  5. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-8aa3f413e504493cacde6135f1e06f09
Source dataset
uspto-grants-1992_12
Patent number
US05173496

Reaction notes

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