1H-1,2,4-Triazole → HCID 18986638, compound

HRID 981536Notes

Reaction equation

HRID 981536 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH:12]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH3:13])[CH2:11][O:10]1.[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:19]1([CH2:11][C:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])([OH:10])[CH:12]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH3:13])[CH:23]=[N:22][CH:21]=[N:20]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 21461141HCID 21461141, compound

Product 1

HCID 18986638HCID 18986638, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(2,4-difluorophenyl)-2-[1-(1H-1,2,4-triazol-1-yl)ethyl]oxirane (0.5 g, 1.9 m.Mole) in dimethylformamide (20 ml) was added 1,2,4-triazole (0.27 g, 3.8 m.Mole) and anhydrous potassium carbonate (0.27 g, 1.9 m.Mole). Heating, with stirring, was carried out for three hours at 85°. The solvent was evaporated, water (100 ml.) was added and the mixture was then extracted with methylene chloride (3×30 ml). The combined organic extracts were washed with water (3×20 ml), dried over anhydrous magnesium sulphate, and evaporated to an impure solid, weight 0.6 g.

Workup

  1. temperatureHeating
  2. customThe solvent was evaporated
  3. additionwater (100 ml.) was added
  4. extractionthe mixture was then extracted with methylene chloride (3×30 ml)
  5. washThe combined organic extracts were washed with water (3×20 ml)
  6. dry with materialdried over anhydrous magnesium sulphate
  7. customevaporated to an impure solid

Sources & evidence

ORD record
ord-7e4a184bcf364364b9ecc5b3afe33b9d
Source dataset
uspto-grants-1991_02
Patent number
US04992454

Reaction notes

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