Sodium Thiosulfate → HCID 117974277, compound

HRID 2272899Notes

Reaction equation

HRID 2272899 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:37]([F:40])([F:39])[F:38])=[CH:18][C:19]=1[C:20]1[N:35]([CH3:36])[C:23]2=[N:24][CH:25]=[C:26]([C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])[CH:27]=[C:22]2[N:21]=1)C.[S:41]([O-:45])([O-])(=[O:43])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:41]([C:15]1[S:16][C:17]([C:37]([F:39])([F:40])[F:38])=[CH:18][C:19]=1[C:20]1[N:35]([CH3:36])[C:23]2=[N:24][CH:25]=[C:26]([C:28]([F:33])([F:34])[C:29]([F:32])([F:31])[F:30])[CH:27]=[C:22]2[N:21]=1)(=[O:45])=[O:43])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117974373HCID 117974373, compound

Product 1

HCID 117974277HCID 117974277, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.08 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to 3 ml of a solution of 0.07 g of 2-(2-ethylthio-5-trifluoromethylthiophen-3-yl)-3-methyl-6-pentafluoroethyl-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 0.07 g of 2-(2-ethylsulfonyl-5-trifluoromethylthiophen-3-yl)-3-methyl-6-pentafluoroethyl-3H-imidazo[4,5,b]pyridine (Compound of Present Invention (10)).

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-f473435004a841b0ac05f016a738be5a
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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