Potassium Hydroxide → HCID 54732428, compound

HRID 2427787Notes

Reaction equation

HRID 2427787 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([O:16]C)[CH:11]=[N:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([OH:16])[CH:11]=[N:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 54596448HCID 54596448, compound

Product 1

HCID 54732428HCID 54732428, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-(3,5-Dichlorophenyl)-5-methoxypyridazin-3-one (0.25 g, 0.92 mmoles) was suspended in ethanol (40 ml) and potassium hydroxide (0.12 g, 1.8 mmoles) was added in water (5 ml). Refluxed overnight with stirring to give a yellow solution. Evaporated to dryness and added 2M hydrochloric acid. Extracted with ethyl acetate (×2) and washed with water and dried over anhydrous magnesium sulphate. Filtered and evaporated to give a yellow solid. Triturated with dichloromethane to give a pale yellow solid. (0.1 g, 42%)

Workup

  1. temperatureRefluxed overnight
  2. customto give a yellow solution
  3. customEvaporated to dryness
  4. additionadded 2M hydrochloric acid
  5. extractionExtracted with ethyl acetate (×2)
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulphate
  8. filtrationFiltered
  9. customevaporated
  10. customto give a yellow solid
  11. customTriturated with dichloromethane
  12. customto give a pale yellow solid

Sources & evidence

ORD record
ord-39e4737654a9472e83d5e69524744074
Source dataset
uspto-grants-2011_06
Patent number
US07968711B2

Reaction notes

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