Ethylene Glycol → 2-tert-Butyl-5-hydroxy-4-methylpyridazin-3(2H)-one

HRID 2352016Notes

Reaction equation

HRID 2352016 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8](Cl)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].C(O)C[OH:18].Cl>O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([OH:18])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 138222642-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one

Product 1

HCID 547131062-tert-Butyl-5-hydroxy-4-methylpyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

(Method A): A mixture of 2.0 g (0.01 mol) of 2-tert.-butyl-5-chloro-4-methyl-3(2H)-pyridazinone and 2.8 g (0.05 mol) of potassium hydroxide was added to 30 ml of ethylene glycol and stirred at 130° C. for 4 hours. After allowing to cool, the reaction liquid was poured into 200 ml of water and added with 20 ml of 6N hydrochloric acid. The crystals thus precipitated were collected by filtration. After drying, the crystals were washed with 30 ml of hot isopropyl ether to give 1.7 g of 2-tert.-butyl-5-hydroxy-4-methyl-3(2H)-pyridazinone.

Workup

  1. temperatureto cool
  2. customthe reaction liquid
  3. customThe crystals thus precipitated
  4. filtrationwere collected by filtration
  5. customAfter drying
  6. washthe crystals were washed with 30 ml of hot isopropyl ether

Sources & evidence

ORD record
ord-ebecbf6eb66643808b8e15a3df470f59
Source dataset
uspto-grants-1989_10
Patent number
US04874861

Reaction notes

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