Sodium Thiosulfate → HCID 117988775, compound

HRID 2201351Notes

Reaction equation

HRID 2201351 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[C:20]([C:21]2[N:33]([CH3:34])[C:24]3=[N:25][CH:26]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:28]=[C:23]3[N:22]=2)=[CH:19][CH:18]=[C:17]([C:35]([F:38])([F:37])[F:36])[N:16]=1)C.[S:39]([O-:43])([O-])(=[O:41])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:39]([C:15]1[C:20]([C:21]2[N:33]([CH3:34])[C:24]3=[N:25][CH:26]=[C:27]([C:29]([F:30])([F:31])[F:32])[CH:28]=[C:23]3[N:22]=2)=[CH:19][CH:18]=[C:17]([C:35]([F:37])([F:38])[F:36])[N:16]=1)(=[O:43])=[O:41])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117988884HCID 117988884, compound

Product 1

HCID 117988775HCID 117988775, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

542 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 416 mg of 2-(2-ethylsulfanyl-6-trifluoromethylpyridin-3-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine and 5 ml of chloroform, and the mixture was stirred at room temperature for 1 hour, then allowed to stand at room temperature overnight. 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 to obtain 452 mg of 2-(2-ethylsulfonyl-6-trifluoromethylpyridin-3-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as Compound of Present Invention 5).

Workup

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

Sources & evidence

ORD record
ord-52f7deaa47e9444ea88dbbedce080a03
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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