Sodium Thiosulfate → HCID 117974257, compound

HRID 2272905Notes

Reaction equation

HRID 2272905 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[S:19][CH:18]=[N:17][C:16]=1[C:20]1[N:32]([CH3:33])[C:23]2=[N:24][CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=[C:22]2[N:21]=1)C.[S:34]([O-:38])([O-])(=[O:36])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:34]([C:15]1[S:19][CH:18]=[N:17][C:16]=1[C:20]1[N:32]([CH3:33])[C:23]2=[N:24][CH:25]=[C:26]([C:28]([F:31])([F:29])[F:30])[CH:27]=[C:22]2[N:21]=1)(=[O:38])=[O:36])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117974430HCID 117974430, compound

Product 1

HCID 117974257HCID 117974257, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.81 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 0.56 g of 2-(5-ethylthiothiazol-4-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine and 10 ml of chloroform, under ice cooling, and the mixture was stirred at room temperature for 5 hours and then allowed to stand overnight. 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 and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure to obtain 0.6 g of 2-(5-ethylsulfonylthiazol-4-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (Compound of Present Invention (22)).

Workup

  1. waitto stand 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-06c65b421a2440b88e125d1b5eb62a4d
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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