Acetic Anhydride → HCID 18969175, compound

HRID 398827Notes

Reaction equation

HRID 398827 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[C:5]([C:7]1[C:8]([NH:13][CH3:14])=[N:9][CH:10]=[CH:11][CH:12]=1)=[O:6].C(O[C:22](=[O:24])[CH3:23])(=O)C>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[C:5]([C:7]1[C:8]([N:13]([CH3:14])[C:22](=[O:24])[CH3:23])=[N:9][CH:10]=[CH:11][CH:12]=1)=[O:6]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 18969205HCID 18969205, compound

Product 1

HCID 18969175HCID 18969175, compoundYield 90%

Procedure

Acetic anhydride (40 ml) solution containing 3-(3-chlorobenzoyl)-2-methylaminopyridine (3.16 g, 13 mmol) was heated under reflux for 4 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (benzene-ethyl acetate) to give N-[3-(3-chlorobenzoyl)-2-pyridyl]-N-methylacetamide (3.34 g, 90%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (benzene-ethyl acetate)

Sources & evidence

ORD record
ord-edec1ed39f0b414cb903c45ba3d993a5
Source dataset
uspto-grants-1998_10
Patent number
US05817670

Reaction notes

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