Ethyl Acrylate → HCID 20300059, compound

HRID 1733553Notes

Reaction equation

HRID 1733553 reaction equation
[N:1]1[NH:2][C:3](=[O:7])[CH:4]=[CH:5][CH:6]=1.[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH2:10]>C(O)C>[CH2:13]([O:12][C:8](=[O:11])[CH2:9][CH2:10][N:2]1[C:3](=[O:7])[CH:4]=[CH:5][CH:6]=[N:1]1)[CH3:14]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 681533(2H)-Pyridazinone

Product 1

HCID 20300059HCID 20300059, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 5.76 g (0.06 mole) of 3(2H)-pyridazinone and 8 g (0.08 mole) of ethyl acrylate in 100 ml of ethanol, 2 ml of Triton-B was added dropwise while maintaining the temperature at 0° C. The mixture was refluxed for 4 hours, then distilled to give an orange oil residue. The crude oil was extracted with chloroform. The extract was washed with water, dried over anhydrous sodium sulfate and distilled. The residual oil was distilled in a vacuum to give 9.7 g (83% yield) of ethyl-3-(3-oxo-2-pyridazinyl)propionate as a colorless liquid boiling at 120°/121° C./1 mm Hg.

Workup

  1. temperatureThe mixture was refluxed for 4 hours
  2. distillationdistilled
  3. customto give an orange oil residue
  4. extractionThe crude oil was extracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled
  8. distillationThe residual oil was distilled in a vacuum

Sources & evidence

ORD record
ord-a54db15818214ab9ae5552187444fb1a
Source dataset
uspto-grants-1980_12
Patent number
US04242512

Reaction notes

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