Ethanolamine → HCID 53408842, compound

HRID 1910776Notes

Reaction equation

HRID 1910776 reaction equation
[NH2:1][CH2:2][CH2:3][OH:4].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8](Cl)[N:7]=1>N1C=CC=CC=1.C(OCC)(=O)C>[Cl:5][C:6]1[N:7]=[C:8]([NH:1][CH2:2][CH2:3][OH:4])[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 700EthanolamineHCID 169892,6-Dichloropyridine

Product 1

HCID 53408842HCID 53408842, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

2-Amino-ethanol (0.82 g, 13.5 mmol) was added to a solution of 2,6-dichloropyridine (2.0 g, 13.5 mmol) in pyridine (10 mL) at room temperature and then heated at 100° C. overnight. The reaction mixture was concentrated in vacuo to obtain a residue which was dissolved in ethyl acetate. The solution was washed with water, brine, dried over anhydrous sodium sulfate and evaporated in vacuo to afford 2-(6-chloro-pyridin-2-ylamino)-ethanol (2.3 g, 99%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto obtain a residue which
  3. washThe solution was washed with water, brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-aa4952b90dca4185aa9583d3844e2298
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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