Sodium Thiosulfate → HCID 117974429, compound

HRID 2272898Notes

Reaction equation

HRID 2272898 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[S:16][C:17]([C:35]([F:38])([F:37])[F:36])=[CH:18][C:19]=1[C:20]1[N:33]([CH3:34])[C:23]2=[N:24][CH:25]=[C:26]([S:28][C:29]([F:32])([F:31])[F:30])[CH:27]=[C:22]2[N:21]=1)C.[S:39]([O-:43])([O-])(=[O:41])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:39]([C:15]1[S:16][C:17]([C:35]([F:37])([F:38])[F:36])=[CH:18][C:19]=1[C:20]1[N:33]([CH3:34])[C:23]2=[N:24][CH:25]=[C:26]([S:28][C:29]([F:30])([F:32])[F:31])[CH:27]=[C:22]2[N:21]=1)(=[O:43])=[O:41])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117974422HCID 117974422, compound

Product 1

HCID 117974429HCID 117974429, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.12 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to 3 ml of a solution of 0.1 g of 2-(2-ethylthio-5-trifluoromethylthiophen-3-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine in chloroform under ice cooling, and the mixture was stirred for 2 hours and at room temperature for 1 hour. A 10% aqueous sodium thiosulfate solution was poured into the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 0.09 g of 2-(2-ethylsulfonyl-5-trifluoromethylthiophen-3-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine (Compound of Present Invention (8)).

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-e0688ba07aa7450fa9b865547621d0a9
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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