Acetic Anhydride → 3-(p-Acetylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole

HRID 263127Notes

Reaction equation

HRID 263127 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[C:19]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1)(=[O:21])[CH3:20]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 202858124-[5-(Pyridin-4-yl)-1H-1,2,4-triazol-3-yl]aniline

Product 1

HCID 202857943-(p-Acetylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole

Procedure

To 3-(p-aminophenyl)-5-(4-pyridyl)-1,2,4-triazole (1 g.) is added acetic anhydride (20 ml.) and the resulting suspension is heated 18 hours on a steam bath. The excess acetic anhydride is removed under reduced pressure and water (25 ml.) is added to the residue. After stirring 0.5 hour, the solid is filtered and recrystallized to yield 3-(p-acetylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole.

Workup

  1. temperaturethe resulting suspension is heated 18 hours on a steam bath
  2. customThe excess acetic anhydride is removed under reduced pressure and water (25 ml.)
  3. additionis added to the residue
  4. filtrationthe solid is filtered
  5. customrecrystallized

Sources & evidence

ORD record
ord-3b7873516934478d882f29de4d3c4481
Source dataset
uspto-grants-1979_05
Patent number
US04156085

Reaction notes

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