Sodium Hydroxide → HCID 22267310, compound

HRID 275694Notes

Reaction equation

HRID 275694 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4](O)[C:5]2[C:6]([N:19]=1)=[C:7]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=1)[N:8]=[N:9][CH:10]=2.[OH-].[Na+].P(Cl)(Cl)([Cl:25])=O>>[CH3:1][C:2]1[CH:3]=[C:4]([Cl:25])[C:5]2[C:6]([N:19]=1)=[C:7]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=1)[N:8]=[N:9][CH:10]=2

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178428873HCID 178428873, compound

Product 1

HCID 22267310HCID 22267310, compound

Procedure

Reflux a mixture of 2-methyl-4-hydroxy-8-(3,4-dichlorophenyl)pyrido[2,3-d]pyridazine (3) (4.5 g, 15 mmol) in phosphorous oxychloride (15 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-7dfaa4dee829482a9ea92c972d387cab
Source dataset
uspto-grants-2002_03
Patent number
US06352990B1

Reaction notes

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