Water → HCID 15007188, compound

HRID 1085793Notes

Reaction equation

HRID 1085793 reaction equation
[CH:1]([N:4]1[C:9](=[O:10])[C:8]([Br:11])=[C:7](Br)[CH:6]=[N:5]1)([CH3:3])[CH3:2].Cl.[CH3:14][O:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]=1[CH2:26][NH2:27].C(=O)([O-])[O-].[Na+].[Na+].O>O1CCOCC1>[CH:1]([N:4]1[C:9](=[O:10])[C:8]([Br:11])=[C:7]([NH:27][CH2:26][C:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:24]=[CH:25][C:16]=2[O:15][CH3:14])[CH:6]=[N:5]1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 10827742HCID 10827742, compoundHCID 20058940HCID 20058940, compound

Product 1

HCID 15007188HCID 15007188, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture comprising 1.48 g of 2-i-propyl-4,5-dibromo-3(2H)pyridazinone, 1.68 g of 2-methoxy-1-naphthylmethylamine hydrochloride, 1.33 g of sodium carbonate, 30 ml of water and 30 ml of 1,4-dioxane, was refluxed under stirring overnight. Then, the solvent was distilled off under reduced pressure, and water was poured to the residue thus obtained. The mixture was extracted with ethyl acetate. The extract was washed sequentially with a 2 wt% hydrochloric acid aqueous solution, water and a saturated sodium chloride aqueous solution and then dried over sodium sulfate. Then, the solvent was distilled off. The residual solid thus obtained was crystallized from ethyl acetate/n-hexane to obtain 1.18 g of the above identified compound as colorless crystals having a melting point of from 160° to 161° C.

Workup

  1. temperaturewas refluxed
  2. distillationThen, the solvent was distilled off under reduced pressure, and water
  3. additionwas poured to the residue
  4. customthus obtained
  5. extractionThe mixture was extracted with ethyl acetate
  6. washThe extract was washed sequentially with a 2 wt% hydrochloric acid aqueous solution, water
  7. dry with materiala saturated sodium chloride aqueous solution and then dried over sodium sulfate
  8. distillationThen, the solvent was distilled off
  9. customThe residual solid thus obtained
  10. customwas crystallized from ethyl acetate/n-hexane
  11. customto obtain 1.18 g of the
  12. customof from 160° to 161° C.

Sources & evidence

ORD record
ord-0fb402eda23a412b9a550654ed8594c9
Source dataset
uspto-grants-1991_04
Patent number
US05011839

Reaction notes

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