Potassium Carbonate → HCID 13853846, compound

HRID 2372338Notes

Reaction equation

HRID 2372338 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH2:7][NH2:8].[Cl:14][C:15]1[C:16](=[O:25])[N:17]([CH2:22][CH2:23][CH3:24])[N:18]=[CH:19][C:20]=1Cl.C(=O)([O-])[O-].[K+].[K+].O1CCOCC1>O>[Cl:14][C:15]1[C:16](=[O:25])[N:17]([CH2:22][CH2:23][CH3:24])[N:18]=[CH:19][C:20]=1[NH:8][CH2:7][C:6]1[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:4]([O:3][CH3:2])[CH:5]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 106559223(2H)-Pyridazinone, 4,5-dichloro-2-propyl-HCID 122116963,4-DIMETHOXYBENZYLAMINE HYDROCHLORIDE

Product 1

HCID 13853846HCID 13853846, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 1.52 g of 3,4-dimethoxybenzylamine hydrochloride prepared in Reference Example 1, 0.62 g of 4,5-dichloro-2-n-propyl-3(2H)pyridazinone, 1.66 g of potassium carbonate, 10 ml of 1,4-dioxane and 30 ml of water was refluxed under stirring for 5 hours. The solvent was distilled off under reduced pressure, and water was added to the residue thereby obtained, and the mixture was extracted with ethyl acetate. The extract was washed successively with 2% diluted hydrochloric acid, water and a saturated sodium chloride aqueous solution, and dried over sodium sulfate, and then the solvent was distilled off to obtain a pale yellow oily substance. This substance was crystallized from diethyl ether-n-hexane to obtain 522 mg of the above identified compound having a melting point of from 139 to 140° C. as colorless crystals.

Workup

  1. temperaturewas refluxed
  2. distillationThe solvent was distilled off under reduced pressure, and water
  3. additionwas added to the residue
  4. customthereby obtained
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed successively with 2% diluted hydrochloric acid, water
  7. dry with materiala saturated sodium chloride aqueous solution, and dried over sodium sulfate
  8. distillationthe solvent was distilled off
  9. customto obtain a pale yellow oily substance
  10. customThis substance was crystallized from diethyl ether-n-hexane
  11. customto obtain 522 mg of the
  12. customof from 139 to 140° C.

Sources & evidence

ORD record
ord-5d50d3f74dbd48ca872a977458264555
Source dataset
uspto-grants-1992_03
Patent number
US05098900

Reaction notes

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