Sodium Thiosulfate → 2-(2-Ethylsulfonylphenyl)-7-trifluoromethylquinazoline

HRID 521664Notes

Reaction equation

HRID 521664 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)[CH:3]=1.C(S[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[N:30]=[CH:29][C:28]2[C:23](=[CH:24][C:25]([C:31]([F:34])([F:33])[F:32])=[CH:26][CH:27]=2)[N:22]=1)C.[S:35]([O-:39])([O-])(=[O:37])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:35]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[N:30]=[CH:29][C:28]2[C:23](=[CH:24][C:25]([C:31]([F:34])([F:33])[F:32])=[CH:26][CH:27]=2)[N:22]=1)(=[O:39])=[O:37])[CH3:3]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 1180355842-(2-Ethylsulfanylphenyl)-7-trifluoromethylquinazoline

Product 1

HCID 1180349932-(2-Ethylsulfonylphenyl)-7-trifluoromethylquinazoline

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

117 mg of 3-chloroperbenzoic acid (purity of 65% or more) was added to a mixture of 175 mg of 2-(2-ethylsulfanylphenyl)-7-trifluoromethylquinazoline and 3 ml of chloroform, under ice cooling, and the mixture was stirred at room temperature for 6 hours. A 10% aqueous sodium thiosulfate solution was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 87 mg of 2-(2-ethylsulfonylphenyl)-7-trifluoromethylquinazoline (Compound of Present Invention 12).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b384e32315cd4a8a896f78195db07707
Source dataset
uspto-grants-2016_05
Patent number
US09328121B1

Reaction notes

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