m-Chloroperbenzoic acid → HCID 20446292, compound

HRID 2418338Notes

Reaction equation

HRID 2418338 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[O:12]=[C:13]1[CH2:21][C:20]2[C:15](=[C:16]([S:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:17]=[CH:18][CH:19]=2)[NH:14]1>C(Cl)(Cl)Cl>[O:12]=[C:13]1[CH2:21][C:20]2[C:15](=[C:16]([S:22]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[O:9])[CH:17]=[CH:18][CH:19]=2)[NH:14]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20446275HCID 20446275, compound

Product 1

HCID 20446292HCID 20446292, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

m-Chloroperbenzoic acid (purity: 85%, 0.76 g.) was added to a solution of 2-oxo-7-phenylthioindoline (0.9 g.) in chloroform (20 ml.) with stirring under ice cooling. The mixture was stirred at the same temperature for an hour. To the reaction mixture was added chloroform (50 ml.), and the solution was washed with a saturated aqueous solution of sodium bicarbonate and water, dried over magnesium sulfate and then evaporated. The resultant crystals (1.0 g.) were recrystallized from dioxane twice to give white prisms of the captioned compound (0.6 g.).

Workup

  1. stirringThe mixture was stirred at the same temperature for an hour
  2. washthe solution was washed with a saturated aqueous solution of sodium bicarbonate and water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe resultant crystals (1.0 g.) were recrystallized from dioxane twice
  6. customto give white prisms of the captioned compound (0.6 g.)

Sources & evidence

ORD record
ord-8fc84a0477bf4e39a1c4c28b06295a46
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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