Sodium Thiosulfate → HCID 72703862, compound
Reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=1[C:25]1[N:26]=[C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][N:28]2[CH:37]=1)C.[S:38]([O-:42])([O-])(=[O:40])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:38]([C:17]1[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=[CH:15][C:16]=1[C:25]1[N:26]=[C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:35])([F:36])[F:34])=[CH:29][N:28]2[CH:37]=1)(=[O:42])=[O:40])[CH3:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
436 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 236 mg of 2-(2-ethylsulfanyl-4-trifluoromethylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine and 5 ml of chloroform under ice cooling, and the mixture was stirred at room temperature for 4 hours. A 10% aqueous sodium thiosulfate solution was poured 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, then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 122 mg of 2-(2-ethylsulfonyl-4-trifluoromethylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine (hereinafter, referred to as Compound of Present Invention 7).
Workup
- extractionthe mixture was extracted with chloroform
- washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-17f073b2feae43b1b261f41d1a66eacb
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09271500B2
Reaction notes
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