m-Chloroperbenzoic acid → HCID 21435654, compound

HRID 2397507Notes

Reaction equation

HRID 2397507 reaction equation
[CH3:1][C:2]1[S:6][C:5]([S:7][CH3:8])=[N:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.ClC1C=C(C=CC=1)C(OO)=[O:20]>C(Cl)Cl>[CH3:1][C:2]1[S:6][C:5]([S:7]([CH3:8])=[O:20])=[N:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21435651HCID 21435651, compound

Product 1

HCID 21435654HCID 21435654, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.56 g. of 5-methyl-2-methylthio-4-phenylthiazole pre-dissolved in 100 ml. of methylene chloride is cooled in an ice bath. The stirred solution is treated with 6.01 g. of m-chloroperoxybenzoic acid, added in portions over five minutes. After 30 minutes, the reaction is complete and the precipitated m-chlorobenzoic acid is filtered and the filtrate washed successively with a 10% solution of sodium sulfite, saturated aqueous sodium bicarbonate solution and water. After drying, concentration in vacuo and chromatography yields a white solid, m.p. 96°-97° C.

Workup

  1. additionThe stirred solution is treated with 6.01 g
  2. filtrationthe precipitated m-chlorobenzoic acid is filtered
  3. washthe filtrate washed successively with a 10% solution of sodium sulfite, saturated aqueous sodium bicarbonate solution and water
  4. customAfter drying
  5. concentrationconcentration in vacuo and chromatography
  6. customyields a white solid, m.p. 96°-97° C.

Sources & evidence

ORD record
ord-9c8f668a660042499f58abea6ac66bf8
Source dataset
uspto-grants-1977_05
Patent number
US04022607

Reaction notes

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