Acetic Anhydride → HCID 53824685, compound

HRID 848167Notes

Reaction equation

HRID 848167 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:17])[CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19].[OH-].[Na+]>O>[C:18]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:17])[CH:9]=[CH:10][C:11]1[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=1)(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 54521924HCID 54521924, compound2×

Product 1

HCID 53824685HCID 53824685, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

45 g of 1-(2-aminophenyl) 3-(4-pyridyl) 2-propene-1-one (product of Example 14) are contacted with 13.5 ml of acetic anhydride. After 10 minutes at 100° C., the solution obtained is cooled, diluted with 80 ml of water, then the pH is slowly adjusted to 6 (while maintaining the temperature at 5° C.) by the addition of a concentrated solution of sodium hydroxide. After stirring for one hour, the precipitate formed is filtered, washed with water, then dried at 80° C. under vacuum. 53 g of 1-(2-acetylaminophenyl) 3-(4-pyridyl) 2-propene-1-one which melts at 130° C. are obtained.

Workup

  1. customthe solution obtained
  2. temperatureis cooled
  3. customthe precipitate formed
  4. filtrationis filtered
  5. washwashed with water
  6. customdried at 80° C. under vacuum

Sources & evidence

ORD record
ord-d8a51a3511dc4ca7a25aa9ed1a5138a4
Source dataset
uspto-grants-1981_10
Patent number
US04294841

Reaction notes

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