Ethanolamine → 6-[(2-Hydroxyethyl)amino]-3-pyridinecarboxaldehyde

HRID 242146Notes

Reaction equation

HRID 242146 reaction equation
[NH2:1][CH2:2][CH2:3][OH:4].Cl[C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][N:7]=1>>[OH:4][CH2:3][CH2:2][NH:1][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 27640536-Chloropyridine-3-carbaldehyde

Product 1

HCID 592786186-[(2-Hydroxyethyl)amino]-3-pyridinecarboxaldehyde

Conditions

Temperature
135 °C

Procedure

10.12 g (165.68 mmol) of 2-aminoethanol are added to 1.00 g (7.06 mmol) of 6-chloronicotinaldehyde, and the reaction mixture is then stirred at 135° C. for 14 h. This gives a yellow solution which is fractionated by distillation in a kugelrohr apparatus (2.2 mbar, 100° C.). The fraction comprising the desired product is then directly reacted further.

Workup

  1. customThis gives a yellow solution which
  2. distillationis fractionated by distillation in a kugelrohr apparatus (2.2 mbar, 100° C.)
  3. customis then directly reacted further

Sources & evidence

ORD record
ord-e17903c7cbdb474ea0511ea1ea6cc076
Source dataset
uspto-grants-2014_02
Patent number
US08653109B2

Reaction notes

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