m-Chloroperbenzoic acid → HCID 21435650, compound

HRID 2397509Notes

Reaction equation

HRID 2397509 reaction equation
[CH3:1][S:2][C:3]1[S: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>[CH3:1][S:2]([C:3]1[S: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 12457588HCID 12457588, compound

Product 1

HCID 21435650HCID 21435650, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled (ice/water) solution of 1.1 g. of 2-methylthio-4,5-diphenyl-thiazole pre-dissolved in 15 ml. of methylene chloride is added in portions over 5 minutes, 0.8 g. of m-chloro-peroxybenzoic acid. Examination by TLC after 30 minutes indicates the presence of essentially all of the sulfinyl compound (reaction complete). The precipitated m-chloro-benzoic acid is filtered off and the methylene chloride solution is washed successively with a 10% solution of sodium bisulfite and with saturated sodium bicarbonate solution, dried, evaporated in vacuo to dryness and the residue further dried overnight in vacuo to yield 2-methylsulfinyl- 4,5-diphenyl-thiazole, m.p. 102°-103° C.

Workup

  1. filtrationThe precipitated m-chloro-benzoic acid is filtered off
  2. washthe methylene chloride solution is washed successively with a 10% solution of sodium bisulfite and with saturated sodium bicarbonate solution
  3. customdried
  4. customevaporated in vacuo to dryness
  5. customthe residue further dried overnight in vacuo

Sources & evidence

ORD record
ord-406fa10ebc0e4f01b9a1163030a6b442
Source dataset
uspto-grants-1977_05
Patent number
US04022607

Reaction notes

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