反应详情

A mixture of 4.0 g of 4-oxo-5,6-dihydro-4H-thieno-[2,3-b]thiopyran-5-acetic acid and 3.3 g of 4-chlorophenylhydrazine in 70 ml of ethanol is refluxed under heating for 6.5 hours. After cooling, the reaction mixture is concentrated under reduced pressure. The residue is dissolved in 50 ml of acetic acid and the solution is refluxed under heating for 2 hours. Then, the resultant mixture is concentrated under reduced pressure, the residue is subjected to chromatography on silica gel and eluted with chloroform. The crystals obtained from the fraction are recrystallized from a mixed solvent of chloroform and ethanol to give 4.3 g of 2-(4-chlorophenyl)-4a,5-dihydro-2H-thieno[2',3':2,3]thiopyrano[4,5-c]pyridazin-3(4H)-one as pale brown crystals, melting at 162°-164° C.

1. temperatureis refluxed
2. temperatureunder heating for 6.5 hours
3. temperatureAfter cooling
4. concentrationthe reaction mixture is concentrated under reduced pressure
5. dissolutionThe residue is dissolved in 50 ml of acetic acid
6. temperaturethe solution is refluxed
7. temperatureunder heating for 2 hours
8. concentrationThen, the resultant mixture is concentrated under reduced pressure
9. washeluted with chloroform
10. customThe crystals obtained from the fraction
11. customare recrystallized from a mixed solvent of chloroform and ethanol