Sulfuric Acid → HCID 69670677, compound

Temperature

0 °C

2-(trifluoromethylthio)benzenamine (1 g, 5.18 mmol) prepared in accordance with the method described in J. Fluorin. Chem. 1994, 69, 207 to 212, 5 ml of glacial acetic acid, and 3 ml of 50% sulfuric acid were charged into a 50-ml eggplant flask equipped with a stirrer, were dissolved, and then the mixture was cooled to 0° C. on an ice bath. To the mixture, 1 ml of an aqueous solution of sodium nitrite (0.43 g, 6.22 mmol) was added and the mixture was stirred for 1.5 hours. Then, 1 ml of an aqueous solution of sodium iodide (0.95 g, 6.3 mmol) was added dropwise at 0° C. and the mixture was stirred for 30 minutes. After completion of the reaction, the reaction solution was gradually heated to room temperature and added to water, and the solution was extracted three times with ether. The obtained organic layer was washed three times with water, two times with a saturated sodium bisulfite aqueous solution, and three times with water, dried over anhydrous sodium sulfate, and concentrated to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (Hexane 100) to give target (trifluoromethyl)(2-iodophenyl)sulfide (1.5 g, 95%) as a yellow oil.

1. customequipped with a stirrer
2. dissolutionwere dissolved
3. stirringthe mixture was stirred for 30 minutes
4. customAfter completion of the reaction
5. temperaturethe reaction solution was gradually heated to room temperature
6. extractionthe solution was extracted three times with ether
7. washThe obtained organic layer was washed three times with water, two times with a saturated sodium bisulfite aqueous solution, and three times with water
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated
10. customto obtain a crude product
11. customThe obtained crude product
12. customwas purified by silica gel column chromatography (Hexane 100)

ORD record

ord-27c34a0e74d440c2b5c775614af35baf

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703969B2