Ethanolamine → HCID 22031162, compound

HRID 1792453Notes

Reaction equation

HRID 1792453 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:9][CH2:10][CH2:11][OH:12].C(=O)(O)[O-].[Na+]>>[Cl:8][C:7]1[C:2]([NH:9][CH2:10][CH2:11][OH:12])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 700EthanolamineHCID 169882,3-DichloropyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 22031162HCID 22031162, compound

Procedure

After 11.46 g of 2,3-dichloropyridine and 9.8 mL 2-aminoethanol were heated at 100° C. for 24 hours, an aqueous saturated sodium bicarbonate solution was added thereto, and the reaction mixture was extracted with ethyl acetate. The extract was washed with brine, the organic layer was dried over anhydrous sodium sulfate, the solvent was removed, and the resulting crude product was purified by silica gel column chromatography (ethyl acetate/hexane) to give 2.1 g of the title compound (yellow oil).

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. customthe solvent was removed
  5. customthe resulting crude product was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-d734a28c973d447fb5fa90364bc5b07d
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

Loading…