m-Chloroperbenzoic acid → HCID 21510434, compound

HRID 1576953Notes

Reaction equation

HRID 1576953 reaction equation
[CH3:1][S:2][CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=2)[NH:5][C:4]1=[O:16].ClC1C=C(C=CC=1)C(OO)=[O:22]>C(Cl)Cl>[CH3:1][S:2]([CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([F:15])([F:13])[F:14])[CH:10]=2)[NH:5][C:4]1=[O:16])=[O:22]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 123514913-Methylsulfanyl-5-trifluoromethyl-1,3-dihydro-indol-2-one

Product 1

HCID 21510434HCID 21510434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled (ice/water) solution of 9.4 g. of 3 -methylthio-5-trifluoromethyl-2-indolinone predissolved in 318 ml. of methylene chloride is added 7.33 g. of m-chloroperoxybenzoic acid in small portions over a period of one minute. The ice/water bath is then removed; and, after eight minutes stirring, the reaction mixture is filtered (after the peracid is dissolved and before the product precipitates). The reaction mixture is stirred for an additional hour during which product precipitates. The product is then collected by filtration. Recrystallization from ethyl acetate/ligroine gives 3-methylsulfinyl- 5-trifluoromethyl-2-indolinone, m.p. 141°-142°C.

Workup

  1. customThe ice/water bath is then removed
  2. filtrationthe reaction mixture is filtered (after the peracid
  3. dissolutionis dissolved and before the product
  4. customprecipitates)
  5. stirringThe reaction mixture is stirred for an additional hour during which product
  6. customprecipitates
  7. filtrationThe product is then collected by filtration
  8. customRecrystallization from ethyl acetate/ligroine

Sources & evidence

ORD record
ord-344f778a2b6e41c9b0835d2983e77a65
Source dataset
uspto-grants-1976_09
Patent number
US03983242

Reaction notes

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