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

HRID 1904232Notes

Reaction equation

C(O)C[OH:3].[C:5]([N:9]1[C:14](=[O:15])[C:13]([CH3:16])=[C:12](Cl)[CH:11]=[N:10]1)([CH3:8])([CH3:7])[CH3:6].[OH-].[K+].Cl>O>[C:5]([N:9]1[C:14](=[O:15])[C:13]([CH3:16])=[C:12]([OH:3])[CH:11]=[N:10]1)([CH3:8])([CH3:7])[CH3:6]

Participants

Conditions

Temperature: 130 °C

Procedure

To 30 ml of ethylene glycol were added 20 g (0.01 mol) of 2-t-butyl-5-chloro-4-methyl-3(2H)-pyridazinone and 2.8 g (0.05 mol) of potassium hydroxide and the mixture was stirred at 130° C. for 4 hours. After allowing to cool, the mixture was poured into 200 ml of water and added with 20 ml of 6N hydrochloric acid. The precipitated crystals were gathered by filtration. After drying, the crystals were washed with 30 ml of hot isopropyl ether to obtain 1.7 g of 2-t-butyl-5-hydroxy-4-methyl-3(2H)-pyridazinone, m.p. 236.0°~239.0° C.

Workup

temperatureto cool
filtrationThe precipitated crystals were gathered by filtration
customAfter drying
washthe crystals were washed with 30 ml of hot isopropyl ether

Sources & evidence

ORD record: ord-291ca437f1d54b96ab8be57756f805ea
Source dataset: uspto-grants-1989_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04837217

Reaction notes

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