Potassium Carbonate → HCID 13853901, compound

HRID 2372351Notes

Reaction equation

HRID 2372351 reaction equation
Cl.[CH2:2]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1)[CH3:3].[Br:13][C:14]1[C:15](=[O:24])[N:16]([CH:21]([CH3:23])[CH3:22])[N:17]=[CH:18][C:19]=1Br.C(=O)([O-])[O-].[K+].[K+].O1CCOCC1>O>[Br:13][C:14]1[C:15](=[O:24])[N:16]([CH:21]([CH3:22])[CH3:23])[N:17]=[CH:18][C:19]=1[NH:10][CH2:9][C:8]1[CH:11]=[CH:12][C:5]([O:4][CH2:2][CH3:3])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 10827742HCID 10827742, compoundHCID 18975845HCID 18975845, compound

Product 1

HCID 13853901HCID 13853901, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 0.38 g of 4-ethoxybenzylamine hydrochloride, 0.4 g of 4,5-dibromo-2-iso-propyl-3(2H)pyridazinone, 0.34 g of potassium carbonate, 6 ml of 1,4-dioxane and 18 ml of water, was heated at 90° C. under stirring for 10 hours. The sovent 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 with diluted hydrochloric acid and a saturated sodium chloride aqueous solution, and dried over sodium sulfate, and then the solvent was distilled off. The product was crystallized from ether to obtain 220 mg of the above identified compound having a melting point of from 151° to 152.5° C. as pale yellow crystals.

Workup

  1. distillationThe sovent was distilled off under reduced pressure, and water
  2. additionwas added to the residue
  3. customthereby obtained
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with diluted hydrochloric acid
  6. dry with materiala saturated sodium chloride aqueous solution, and dried over sodium sulfate
  7. distillationthe solvent was distilled off
  8. customThe product was crystallized from ether
  9. customto obtain 220 mg of the
  10. customof from 151° to 152.5° C.

Sources & evidence

ORD record
ord-9c2b6825c3434f8c941796b2eae9f43d
Source dataset
uspto-grants-1992_03
Patent number
US05098900

Reaction notes

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