4-Aminopyridine → Acetic acid--N-(pyridin-4-yl)acetamide (1/1)

HRID 344669Notes

Reaction equation

HRID 344669 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[C:8]([O:11][C:12](=[O:14])[CH3:13])(=[O:10])[CH3:9]>>[C:8]([OH:11])(=[O:10])[CH3:9].[C:12]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 17274-AminopyridineHCID 7918Acetic Anhydride

Product 1

HCID 67923113Acetic acid--N-(pyridin-4-yl)acetamide (1/1)Yield 88.3%

Conditions

Temperature
100 °C

Procedure

4-Aminopyridine (101.28 g) and acetic anhydride (110 g) were mixed neat and heated at 100° C. for 1/2 h. The solidified reaction mixture was triturated with acetone, filtered off, and washed with ether to afford 186.48 g of title compound as a white solid in two crops.

Workup

  1. customThe solidified reaction mixture
  2. customwas triturated with acetone
  3. filtrationfiltered off
  4. washwashed with ether

Sources & evidence

ORD record
ord-70630576f7fa4fdf9a289b0a26d56d9a
Source dataset
uspto-grants-1991_10
Patent number
US05053413

Reaction notes

Loading…