반응 #7914

반응 방정식

potassium thiocyanate

chloride

Dimethylpyrrolidin-3-yl-amine

→

3-dimethylamino-pyrrolidine-1-carbothioic acid amide

수율 23.9%

용매

acetone

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   workup.STIRRINGAfter stirring at room temperature overnight
3. 3
   농축the reaction was concentrated
4. 4
   workup.ADDITIONconcentrated hydrochloric acid (10 mL) was added
5. 5
   온도The reaction was heated to 95° C.
6. 6
   workup.STIRRINGwith stirring for 1 h
7. 7
   온도to cool to room temperature
8. 8
   추출was extracted with dichloromethane
9. 9
   추출The basic solution was extracted with dichloromethane
10. 10
    세척washed with brine
11. 11
    건조dried with anhydrous sodium sulfate
12. 12
    여과filtered
13. 13
    농축concentrated
14. 14
    workup.ADDITIONThe mixture was diluted with diethyl ether
15. 15
    여과filtered

실험 절차

To a suspension of potassium thiocyanate (2.02 g, 20.8 mmol) in acetone (10.7 mL) at 0° C. was slowly added pivolyl chloride (2.6 mL, 21.1 mmol). The mixture was stirred at 0° C. for 3 h. Dimethylpyrrolidin-3-yl-amine (2.44 g, 21.3 mmol) was added slowly at 0° C., and the reaction was allowed to warm to room temperature. After stirring at room temperature overnight, the reaction was concentrated, and concentrated hydrochloric acid (10 mL) was added. The reaction was heated to 95° C. with stirring for 1 h. The mixture was allowed to cool to room temperature, and was extracted with dichloromethane. The aqueous layer was made basic with 20% aqueous sodium hydroxide. The basic solution was extracted with dichloromethane. The organics were combined, washed with brine, dried with anhydrous sodium sulfate, filtered, and concentrated. The mixture was diluted with diethyl ether and filtered to provide pure 3-dimethylamino-pyrrolidine-1-carbothioic acid amide (135) (0.863 g, 23.3%) as a white solid.

출처