反应详情

3-(4'-Chlorophenyl)-4-hydroxy-6-bromopyridazine (14.2 g, 0.0497 mol) was suspended in 100 ml of benzene, triethylamine (5.5 g, 0.0543 mol) was added, and the mixture was stirred for 3.5 hours at room temperature to complete the reaction. S-Butyl thiochlorocarbonate (7.85 g, 0.05162 mol) was then added dropwise to the mixture in the course of 5 minutes, and the reaction mixture was stirred for 3 more hours without heating. The triethylamine hydrochloride which had precipitated was filtered off, and the benzene solution was washed in succession in each case with 150 ml portions of water, highly dilute hydrochloric acid, highly dilute sodium hydroxide solution and then again water, and dried over sodium sulfate. The solvent was then removed completely in vacuo, and finally under an oil-pump vacuum (0.2 Torr, 90° C. bath temperature). The S-butyl thiocarbonate of 3-(4'-chlorophenyl)-4-hydroxy-6-chloropyridazine, which was first obtained as an oil (17.5 g, 0.04356 mol, 87.6% of theory), solidified upon prolonged standing and, when dissolved in and allowed to crystallize from hexane, showed amp. of 68°-71° C.

1. customthe reaction
2. stirringthe reaction mixture was stirred for 3 more hours
3. temperaturewithout heating
4. customThe triethylamine hydrochloride which had precipitated
5. filtrationwas filtered off
6. washthe benzene solution was washed in succession in each case with 150 ml portions of water, highly dilute hydrochloric acid, highly dilute sodium hydroxide solution
7. dry with materialagain water, and dried over sodium sulfate
8. customThe solvent was then removed completely in vacuo
9. customfinally under an oil-pump vacuum (0.2 Torr, 90° C. bath temperature)