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

HRID 2073867

Reaction equation

HRID 2073867 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-31119d159f3d4c278c7e282373e48453
Source dataset
uspto-grants-1990_04
Patent number
US04920130

Linked notes

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