m-Chloroperbenzoic acid → 4-(4-(2-Quinolinylmethylsulfinyl)styryl)benzoic acid

HRID 373949

Reaction equation

HRID 373949 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12][C:13]1[CH:29]=[CH:28][C:16]([CH:17]=[CH:18][C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.ClC1C=CC=C(C(OO)=[O:38])C=1.C(=O)([O-])O.[K+]>ClC=CCl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12]([C:13]1[CH:29]=[CH:28][C:16]([CH:17]=[CH:18][C:19]2[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=2)=[CH:15][CH:14]=1)=[O:38]

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516893Potassium BicarbonateHCID 541560444-(4-(2-Quinolinylmethylthio)styryl)benzoic acid

Product 1

HCID 545127564-(4-(2-Quinolinylmethylsulfinyl)styryl)benzoic acid

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Procedure

4-(4-(2-quinolinylmethylthio)styryl)benzoic acid (4 mmol) in dichloroethene (50 ml) is stirred with m-chloroperbenzoic acid (4 mmol) and solid potassium hydrogen carbonate (1.0 g). The reaction is assayed by TLC and upon consumption of the starting thio compound, the mixture is filtered, washed with dilute aqueous sodium bisulfite, dried and evaporated to give 4-(4-(2-quinolinylmethylsulfinyl)styryl)benzoic acid.

Workup

  1. customThe reaction is assayed by TLC and upon consumption of the starting thio compound
  2. filtrationthe mixture is filtered
  3. washwashed with dilute aqueous sodium bisulfite
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-466eee6c7a1d4223bdf708061fca70b3
Source dataset
uspto-grants-1992_11
Patent number
US05166210

Linked notes

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