Hydrochloric Acid → 3-(Pentafluoro-lambda6-sulfanyl)aniline

Reduced iron powder (8.60 g) was added to a stirred solution of 3-pentafluorosulphanylnitrobenzene (2.65 g) in a mixture of isopropanol (27 ml), water (6 ml) and concentrated hydrochloric acid (0.3 ml). The resulting mixture was heated under reflux for 1 hour, and was then allowed to cool slightly before being filtered through Hyflo. The Hyflo was washed with more isopropanol, and the combined filtrates were evaporated under reduced pressure. The residue was dissolved in a little diethyl ether and the solution was treated with solid sodium hydrogen carbonate, then dried over magnesium sulphate. After filtration to remove the inorganics the solution was evaporated under reduced pressure, and the oily residue was distilled in a Kugelrohr apparatus. The title compound was collected as a colourless oil, bp 110° C. (oven temperature) at 12 mmHg, which crystallised on standing, yield 1.90 g, mp 32°-35° C.

1. temperatureThe resulting mixture was heated
2. temperatureunder reflux for 1 hour
3. temperatureto cool slightly
4. filtrationbefore being filtered through Hyflo
5. washThe Hyflo was washed with more isopropanol
6. customthe combined filtrates were evaporated under reduced pressure
7. dissolutionThe residue was dissolved in a little diethyl ether
8. additionthe solution was treated with solid sodium hydrogen carbonate
9. dry with materialdried over magnesium sulphate
10. filtrationAfter filtration
11. customto remove the inorganics the solution
12. customwas evaporated under reduced pressure
13. distillationthe oily residue was distilled in a Kugelrohr apparatus
14. customThe title compound was collected as a colourless oil, bp 110° C. (oven temperature) at 12 mmHg, which
15. customcrystallised

ORDレコード

ord-e6a03bca42a644648f208f0f6f600925

出典データセット

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05856273