m-Chloroperbenzoic acid → HCID 13688954, compound

HRID 745997Notes

Reaction equation

HRID 745997 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH:10]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:32]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:9][CH:10]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[O:32])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13688953HCID 13688953, compound

Product 1

HCID 13688954HCID 13688954, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To 6.1 g (0.0143 mole) 3-(4-chlorophenylthio)-2-(2,4-dichlorobenzyloxy)-1-(1-imidazolyl)propane in methylene chloride (25 ml) at 0° C., 2.8 g (0.0143 mole) 85% meta-chloroperoxybenzoic acid in methylene chloride (50 ml) were added dropwise over about 30 minutes. The reaction mixture was maintained at about 0° C. during the addition and for about 11/2 to 2 hours after the addition. The reaction mixture was washed with a sodium bicarbonate solution (5%), with a bisulfite solution, dried, filtered, and concentrated to give 6.1 g of the above-identified product as a yellow oil.

Workup

  1. additionafter the addition
  2. washThe reaction mixture was washed with a sodium bicarbonate solution (5%), with a bisulfite solution
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-175700821b6044ddbded05768c207caa
Source dataset
uspto-grants-1986_07
Patent number
US04602030

Reaction notes

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