Ethanol → HCID 13825163, compound

HRID 2352017Notes

Reaction equation

HRID 2352017 reaction equation
[OH-].[K+].[C:3]([N:7]1[C:12](=[O:13])[C:11]([CH3:14])=[C:10](Cl)[CH:9]=[N:8]1)([CH3:6])([CH3:5])[CH3:4].[CH2:16]([OH:18])[CH3:17]>O>[C:3]([N:7]1[C:12](=[O:13])[C:11]([CH3:14])=[C:10]([O:18][CH2:16][CH3:17])[CH:9]=[N:8]1)([CH3:6])([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 138222642-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one

Product 1

HCID 13825163HCID 13825163, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(Method B): In a mixture of 25 ml of ethanol and 25 ml of water was dissolved 4.7 g of potassium hydroxide and the 5.0 g (0.025 mol) of 2-tert.-butyl-5-chloro-4-methyl-3(2H)-pyridazinone was added thereto. The resulting mixture was stirred under reflux for 26 hours. After ethanol was distilled off, the reaction mixture was added with 100 ml of water and extracted with 100 ml of chloroform. The chloroform layer was washed with 100 ml of water, dried over anhydrous sodium sulfate and free of solvent by distillation to give 5.2 g of a crude product. The crude product was recrystallized from 30 ml of hexane to give 4.5 g of 2-tert.-butyl-5-ethoxy-4-methyl-3(2H)-pyridazinone.

Workup

  1. temperatureunder reflux for 26 hours
  2. distillationAfter ethanol was distilled off
  3. additionthe reaction mixture was added with 100 ml of water
  4. extractionextracted with 100 ml of chloroform
  5. washThe chloroform layer was washed with 100 ml of water
  6. dry with materialdried over anhydrous sodium sulfate and free of solvent by distillation
  7. customto give 5.2 g of a crude product
  8. customThe crude product was recrystallized from 30 ml of hexane

Sources & evidence

ORD record
ord-498bc155d62442db8c95873aad170e91
Source dataset
uspto-grants-1989_10
Patent number
US04874861

Reaction notes

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