Ethyl sulfide → Diethylthioether Silver Nitrite

To a 100 ml round bottom flask was sequentially added 10 mmol (1.54 g) of silver nitrite (AgNO2) and 20 ml of acetonitrile, followed by stirring at room temperature for 5 minutes. Next, 10 mmol (0.90 g, 1.08 ml) of diethylthioether was dropwise added to the flask by means of a syringe over 10 seconds and stirred at room temperature. After stirring for 30 minutes, the reaction mixture was warmed to 50° C. and further stirred for 30 minutes. Following cooling to room temperature, the reaction mixture was filtered through a microfilter and evaporated under vacuum to produce a pale yellow solid matter. 1H-NMR result in CD3CN is as follows: 1.31 (t, 7.34 Hz, 6H), 2.72 (broad q, 7.35 Hz, 4H).

1. customTo a 100 ml round bottom flask was sequentially added
2. stirringstirred at room temperature
3. stirringAfter stirring for 30 minutes
4. temperaturethe reaction mixture was warmed to 50° C.
5. stirringfurther stirred for 30 minutes
6. temperatureFollowing cooling to room temperature
7. filtrationthe reaction mixture was filtered through a microfilter
8. customevaporated under vacuum
9. customto produce a pale yellow solid matter
10. custom1H-NMR result in CD3CN

ORD record

ord-d50baf787a69429cbf16a064b73294cd

Source dataset

uspto-grants-2005_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06965045B2