Sodium Thiosulfate → HCID 117974529, compound

HRID 2272897Notes

Reaction equation

HRID 2272897 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[S:17][C:16]=1[C:24]1[N:36]([CH3:37])[C:27]2=[N:28][CH:29]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:31]=[C:26]2[N:25]=1)C.[S:38]([O-:42])([O-])(=[O:40])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:38]([C:15]1[CH:19]=[C:18]([C:20]([F:21])([F:23])[F:22])[S:17][C:16]=1[C:24]1[N:36]([CH3:37])[C:27]2=[N:28][CH:29]=[C:30]([C:32]([F:35])([F:33])[F:34])[CH:31]=[C:26]2[N:25]=1)(=[O:42])=[O:40])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 72203603HCID 72203603, compound

Product 1

HCID 117974529HCID 117974529, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.08 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a solution of 0.06 g of 2-(3-ethylthio-5-trifluoromethylthiophen-2-yl)-3-methyl-6-t rifluoromethyl-3H-imidazo[4,5,b]pyridine in 3 ml of 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 0.06 g of 2-(3-ethylsulfonyl-5-trifluoromethylthiophen-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5,b]pyridine (Compound of Present Invention (6)).

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-486c7fa54d08420caf22519799861b68
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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