Sodium Hydroxide → HCID 22267305, compound

HRID 488723Notes

Reaction equation

HRID 488723 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6](O)[C:5]2=[CH:9][CH:10]=[CH:11][N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=3)[C:4]2=[N:3]1.[OH-].[Na+].P(Cl)(Cl)([Cl:25])=O>>[CH3:1][N:2]1[CH:7]=[C:6]([Cl:25])[C:5]2=[CH:9][CH:10]=[CH:11][N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=3)[C:4]2=[N:3]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 22267306HCID 22267306, compound

Product 1

HCID 22267305HCID 22267305, compound

Procedure

Reflux a mixture of 2-methyl-4-hydroxy-8-(3,4-dichlorophenyl)pyrido[2,3-c]pyridazine (3) (3.0 g, 10 mmol) in phosphorous oxychloride (10 mL) for 2 hrs. Cool the reaction mixture, pour onto cracked ice and neutralize the solution with 1N NaOH. Extract the solution with ethyl acetate (2×100 mL) and wash the combined organic layers with brine. Dry the solution (Na2SO4) and evaporate in vacuo to obtain 4.

Workup

  1. temperatureReflux
  2. temperatureCool the reaction mixture
  3. additionpour
  4. extractionExtract the solution with ethyl acetate (2×100 mL)
  5. washwash the combined organic layers with brine
  6. dry with materialDry the solution (Na2SO4)
  7. customevaporate in vacuo
  8. customto obtain 4

Sources & evidence

ORD record
ord-53085246c67e479c868ce457a34c0de3
Source dataset
uspto-grants-2005_12
Patent number
US06974808B2

Reaction notes

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