Hydrochloric Acid → 3-(2-methylimidazo[1,2-a]pyridin-3-yl)sulfonyl-1H-1,2,4-triazole

HRID 1293142Notes

Reaction equation

HRID 1293142 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11][C:12]1[N:16]=[CH:15][NH:14][N:13]=1.C(#N)C.C([O-])([O-])=[O:21].C([O-])([O-])=O.OO.OO.OO.[Na+].[Na+].[Na+].[Na+].Cl.[OH2:39]>>[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11]([C:12]1[N:16]=[CH:15][NH:14][N:13]=1)(=[O:21])=[O:39]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962Water2×HCID 6342AcetonitrileHCID 159762Sodium percarbonateHCID 178432162HCID 178432162, compound

Product 1

HCID 1784321633-(2-methylimidazo[1,2-a]pyridin-3-yl)sulfonyl-1H-1,2,4-triazole

Procedure

To a mixture of 3-(2-methylimidazo[1,2-a]pyridin-3-yl)thio-1H-1,2,4-triazole (Example 50-a) (230 mg), acetonitrile (5 ml) and water (5 ml) was added sodium percarbonate (630 mg) in small portions on a water bath at 30° C. At this temperature the reaction mixture was stirred for 4 hours. To the reaction solution was added water (7.5 ml), and then concentrated hydrochloric acid was added dropwise on an ice bath, followed by adjusting the pH to about 4. The reaction mixture was stirred as it was for 30 minutes, and precipitated crystals were collected by filtration, washed with water, and dried to the title compound (139 mg).

Workup

  1. stirringThe reaction mixture was stirred as it
  2. waitwas for 30 minutes
  3. customprecipitated crystals
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. dry with materialdried to the title compound (139 mg)

Sources & evidence

ORD record
ord-6b163f7e584b4b81b6c3a7f479e96813
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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