m-Chloroperbenzoic acid → HCID 12889534, compound

HRID 1164317Notes

Reaction equation

HRID 1164317 reaction equation
[CH:1]([S:4][C:5]1[S:6][C:7]([S:10]([CH:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[N:8][N:9]=1)([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:24])C=1>ClCCl>[CH:1]([S:4]([C:5]1[S:6][C:7]([S:10]([CH:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[N:8][N:9]=1)=[O:24])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 12889528HCID 12889528, compound

Product 1

HCID 12889534HCID 12889534, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

13.3 g 2-isopropylthio-5-isopropylsulfonyl-1,3,4-thiadiazole are dissolved in 50 ml dichloromethane and to the solution is added drop by drop at 10° to 15° C. under agitation and cooling a solution of 8.63 g m-chloroperbenzoic acid in 200 ml dichloromethane. The reaction mixture is stirred for another thirty minutes, then extracted with aqueous soda ash solution for removing the m-chlorobenzoic acid, the organic phase is separated and dried with magnesium sulfate. After distilling off the solvent a residue is obtained, which is recrystallized from acetonitrile.

Workup

  1. additionis added drop by drop at 10° to 15° C. under agitation
  2. extractionextracted with aqueous soda ash solution
  3. customfor removing the m-chlorobenzoic acid
  4. customthe organic phase is separated
  5. dry with materialdried with magnesium sulfate
  6. distillationAfter distilling off the solvent a residue
  7. customis obtained
  8. customwhich is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-c164bc46b68b415eac374ce476d20827
Source dataset
uspto-grants-1983_01
Patent number
US04369185

Reaction notes

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