Water → HCID 15342359, compound

HRID 1293151Notes

Reaction equation

HRID 1293151 reaction equation
[NH:1]1[CH:5]=NC=[N:2]1.[C:6]1([CH3:16])[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1.[H-].[Na+].O.[CH3:20][N:21](C)C=O>>[C:6]1([CH3:16])[CH:11]=[CH:10][C:9]([S:12]([N:21]2[CH:20]=[CH:5][N:1]=[N:2]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 73974-Toluenesulfonyl chlorideHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydride

Product 1

HCID 15342359HCID 15342359, compound

Procedure

To a solution of 1H-1,2,4-triazole (5 g) and 4-toluenesulfonyl chloride (14.5 g) in N,N-dimethylformamide was added sodium hydride (2.9 g) with cooling it on ice, and the reaction mixture was stirred for 40 minutes with cooling it on ice. To the reaction mixture was added water, and the resulting mixture was extracted with ethyl acetate. The obtained organic layer was washed twice with water, and then dried over magnesium sulfate. The residue was purified by a short-column chromatography (eluent: n-hexane/ethyl acetate=4/1) to yield white solids (21.8 g).

Workup

  1. temperaturewith cooling it on ice
  2. temperaturewith cooling it on ice
  3. extractionthe resulting mixture was extracted with ethyl acetate
  4. washThe obtained organic layer was washed twice with water
  5. dry with materialdried over magnesium sulfate
  6. customThe residue was purified by a short-column chromatography (eluent: n-hexane/ethyl acetate=4/1)

Sources & evidence

ORD record
ord-7c41b147f73b47c68f270e4e9c7934c9
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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