Ethanolamine → 2-(Pyrimidin-2-ylamino)ethanol

HRID 1613666Notes

Reaction equation

HRID 1613666 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([CH2:10][NH2:11])[OH:9]>O>[N:3]1[CH:4]=[CH:5][CH:6]=[N:7][C:2]=1[NH:11][CH2:10][CH2:8][OH:9]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 744042-Chloropyrimidine

Product 1

HCID 5727142-(Pyrimidin-2-ylamino)ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloropyrimidine (5 g) and ethanolamine (15 ml) were stirred for 2 hours at 140° C. After cooling, the mixture was added to water (200 ml) and continuously extracted with ethyl acetate (500 ml) for 16 hours. The organic extract was dried (MgSO4), filtered and evaporated to dryness. The title compound was obtained as a solid (m.p. 66° C.), following chromatography on silica-gel in 3% methanol in dichloromethane.

Workup

  1. temperatureAfter cooling
  2. extractioncontinuously extracted with ethyl acetate (500 ml) for 16 hours
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-a7f7f1567dce49eab552ce8da5de2f27
Source dataset
uspto-grants-1993_03
Patent number
US05194443

Reaction notes

Loading…