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

HRID 1834776Notes

Reaction equation

HRID 1834776 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-87f7f98967d44107a2201a8b2122104d
Source dataset
uspto-grants-1978_01
Patent number
US04071518

Reaction notes

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