تفاعل #7914

معادلة التفاعل

potassium thiocyanate

chloride

Dimethylpyrrolidin-3-yl-amine

→

3-dimethylamino-pyrrolidine-1-carbothioic acid amide

المردود 23.9%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to room temperature
2. 2
   workup.STIRRINGAfter stirring at room temperature overnight
3. 3
   تركيزthe reaction was concentrated
4. 4
   workup.ADDITIONconcentrated hydrochloric acid (10 mL) was added
5. 5
   درجة الحرارةThe reaction was heated to 95° C.
6. 6
   workup.STIRRINGwith stirring for 1 h
7. 7
   درجة الحرارةto cool to room temperature
8. 8
   استخلاصwas extracted with dichloromethane
9. 9
   استخلاصThe basic solution was extracted with dichloromethane
10. 10
    غسيلwashed with brine
11. 11
    تجفيفdried with anhydrous sodium sulfate
12. 12
    ترشيحfiltered
13. 13
    تركيزconcentrated
14. 14
    workup.ADDITIONThe mixture was diluted with diethyl ether
15. 15
    ترشيحfiltered

الإجراء التجريبي

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.

المصدر