反应详情

A mixture comprising 997 mg of 4,5,6-trichloro-3(2H)pyridazinone, 3.20 g of 3-n-propoxy-4-methoxybenzylamine and 30 ml of ethanol, was refluxed under stirring for 2 hours. Ethanol was distilled off under reduced pressure, and dilute hydrochloric acid was poured into the residue thereby obtained. The mixture was extracted with ethyl acetate. The extract was washed with water and dried over sodium sulfate. Then, the solvent was distilled off to obtain a light brown viscous oily substance. The residue was subjected to silica gel column chromatography, and the second fraction obtained by eluting with a solvent mixture of benzene-ethyl acetate (2.5:1 v/v) was separated to obtain a colorless solid substance. The product was crystallized from a solvent solution of methanol-diethyl ether, to obtain 513 mg of the above identified compound having a melting point of from 181° to 183° C. as colorless crystals.

1. temperaturewas refluxed
2. distillationEthanol was distilled off under reduced pressure, and dilute hydrochloric acid
3. additionwas poured into the residue
4. customthereby obtained
5. extractionThe mixture was extracted with ethyl acetate
6. washThe extract was washed with water
7. dry with materialdried over sodium sulfate
8. distillationThen, the solvent was distilled off
9. customto obtain a light brown viscous oily substance
10. customthe second fraction obtained
11. washby eluting with a solvent mixture of benzene-ethyl acetate (2.5:1 v/v)
12. customwas separated
13. customto obtain a colorless solid substance
14. customThe product was crystallized from a solvent solution of methanol-diethyl ether
15. customto obtain 513 mg of the
16. customof from 181° to 183° C.