Ethanolamine → 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone

HRID 1597124Notes

Reaction equation

HRID 1597124 reaction equation
[OH:1][C:2]1[C:7](=[O:8])[CH:6]=[CH:5][N:4]([CH3:9])[C:3]=1[CH3:10].[CH2:11](CN)[OH:12]>>[OH:12][CH2:11][CH2:9][N:4]1[CH:5]=[CH:6][C:7](=[O:8])[C:2]([OH:1])=[C:3]1[CH3:10]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 2972Deferiprone

Product 1

HCID 944143-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone

Procedure

A reaction analogous to that used for the synthesis of 3-hydroxy-1,2-dimethyl-4- pyridinone was employed, starting with ethanolamine (0.44 g). No precipitate was observed after concentration. Recrystallization from ethanol and diethyl ether resulted in a white powder (0.53 g). Proton NMR (D20): 7.82 (d, 1H), 6.89 (d, 1H), 4.27 (t, 2H), 3.74 (t, 2H), 2.36 (s, 3H).

Workup

  1. customA reaction analogous to
  2. concentrationafter concentration
  3. customRecrystallization from ethanol and diethyl ether

Sources & evidence

ORD record
ord-3cdde7548c434c1fa54b16c05e770b43
Source dataset
uspto-grants-2001_09
Patent number
US06294152B1

Reaction notes

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