Synthesis of the oxime ethers containing pyridazinones

Abstract

Compounds 1a-f were synthesized from 4, 5-dichloropyridazinone 4 under two different conditions (NaH/DMF or NaOH/acetone). The nucleophilic substitution fo 4-chloro-5-(β-bromo-ethoxy)-pyridazinone 3 with aromatic aldehyde (ketone) oximes afforded exclusively the product 2 in the condition of PTC. However, it led to a mixture of 1 and 2 reacting with alphatic ketone oximes. The regioselectivity of the reaction affacted by nucleophiles and reaction conditions was also discussed.

Key words: REACTION CONDITION, PYRIDAZINONE, NUCLEOPHILIC REAGENTS, REGIOSELECTIVITY, OXIME

CLC Number:

O629

Cite this article

LIU TIANLIN;YU AIMING;WANG LIKUN. Synthesis of the oxime ethers containing pyridazinones[J]. Chin. J. Org. Chem., 1997, 17(3): 237-241.

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