反应详情

A solution of 20.0 g (0.067 mol) of 2-(2'-chloro-4'-nitrophenyl)-5,5-dimethyl-1,3-cyclohexanedione in 150 ml of concentrated ammonium hydroxide and 150 ml of ethanol was stirred at room temperature while passing hydrogen sulfide gas through the solution at such a rate that all of the H2S was absorbed. When the solution was saturated with H2S, the temperature was raised to the reflux point and H2S continuously passed slowly through the refluxing solution for 24 hours. The reaction mixture was filtered to remove sulfur, and the filtrate evaporated under reduced pressure. To the residue was added 300 ml of 0.25 N NaOH, and the solution filtered once more. The filtrate was cooled and carefully acidified to pH=-4 with 6 NHCl. A white solid formed which was collected by suction filtration to give 13.3 g (74%) of 2-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1, 3-cyclohexanedione, m.p. 218°-219° C.

1. customwas absorbed
2. temperaturethe temperature was raised to the reflux point and H2S
3. filtrationThe reaction mixture was filtered
4. customto remove sulfur
5. customthe filtrate evaporated under reduced pressure
6. additionTo the residue was added 300 ml of 0.25 N NaOH
7. filtrationthe solution filtered once more
8. temperatureThe filtrate was cooled
9. customA white solid formed which
10. filtrationwas collected by suction filtration