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

HRID 867074Notes

Reaction equation

HRID 867074 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-87427b314f854dd4b8dbd98a621699f1
Source dataset
uspto-grants-1978_07
Patent number
US04102889

Reaction notes

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