Diisopropylamine → HCID 20340978, compound

Temperature

50 °C

A mixture of 42 grams of 2-pyridinethiol, 1-oxide, 150 ml of dimethylformamide and 36 grams of diisopropylamine in a stainless steel pressure vessel was pressurized with 4.95 grams of tetrafluoroethylene at -20° C. and heated to 50° C. for 6 hours with rocking. After cooling to ambient temperature, the pressure vessel was vented and the resulting reaction solution was poured into 300 ml of ice water. The aqueous reaction mixture was extracted four times, using 300 ml of diethyl ether each time. The combined diethyl ether extracts were washed three times, using 500 ml of cold water each time. After washing the diethyl ether solution once with 500 ml of saturated aqueous sodium chloride solution, the diethyl ether solution was dried over 100 grams of anhydrous sodium sulfate and evaporated under reduced pressure of 300 mm Hg to 49.6 grams of a semisolid. The semisolid was crystallized from 1-chlorobutane to yield 31 grams of 2-(1,1,2,2-tetrafluoroethylthio)pyridine, 1-oxide melting 67.5°-68.5° C.

1. temperatureAfter cooling to ambient temperature
2. customthe resulting reaction solution
3. extractionThe aqueous reaction mixture was extracted four times
4. washThe combined diethyl ether extracts were washed three times
5. washAfter washing the diethyl ether solution once with 500 ml of saturated aqueous sodium chloride solution
6. dry with materialthe diethyl ether solution was dried over 100 grams of anhydrous sodium sulfate
7. customevaporated under reduced pressure of 300 mm Hg to 49.6 grams of a semisolid
8. customThe semisolid was crystallized from 1-chlorobutane

ORD record

ord-5a0061c253cb458a866d0e1d7c183461

Source dataset

uspto-grants-1980_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04201567