Sodium Hydroxide → HCID 22267310, compound

HRID 488725Notes

Reaction equation

HRID 488725 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-466fb96f22fd4cf3b4684b9e9ad6086d
Source dataset
uspto-grants-2005_12
Patent number
US06974808B2

Reaction notes

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