m-Chloroperbenzoic acid → HCID 21435673, compound

HRID 2397510Notes

Reaction equation

HRID 2397510 reaction equation
[CH3:1][S:2][C:3]1[O:4][C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.ClC1C=C(C=CC=1)C(OO)=[O:25]>C(Cl)(Cl)Cl>[CH3:1][S:2]([C:3]1[O:4][C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1)=[O:25]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 846092-(Methylthio)-4,5-diphenyloxazole

Product 1

HCID 21435673HCID 21435673, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a cooled (ice/water) solution of 5.21 g. of 2-methylthio-4,5-diphenyl-oxazole pre-dissolved in 50 ml. of chloroform is added in portions over 5 minutes, 4.35 g. of m-chloro-peroxybenzoic acid dissolved in 50 ml. of chloroform. After stirring the reaction mixture for 20 minutes, the ice/water bath is removed and the reaction mixture stirred at room temperature for an additional 60 minutes. The precipitated m-chloro-benzoic acid is filtered off, washed with chloroform and the combined chloroform solution is washed with a 10% solution of sodium carbonate, dried, evaporated in vacuo to dryness, and the residue recrystallized from benzene/ligroin to yield 2-methylsulfinyl-4,5-diphenyl-oxazole, m.p. 75°-78° C.

Workup

  1. customthe ice/water bath is removed
  2. stirringthe reaction mixture stirred at room temperature for an additional 60 minutes
  3. filtrationThe precipitated m-chloro-benzoic acid is filtered off
  4. washwashed with chloroform
  5. washthe combined chloroform solution is washed with a 10% solution of sodium carbonate
  6. customdried
  7. customevaporated in vacuo to dryness
  8. customthe residue recrystallized from benzene/ligroin

Sources & evidence

ORD record
ord-1ea058de7d194455894bf52f429066d8
Source dataset
uspto-grants-1977_05
Patent number
US04022607

Reaction notes

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