Hydrochloric Acid → HCID 178527796, compound

A solution of 5-chloro-2-fluoroaniline (2.0 g, 13.7 mmol, 1 eq.) and potassium O-ethyl dithiocarbonate (4.8 g, 30.3 mmol, 2.2 eq) in anhydrous DMF (20 mL) was heated at 100° C. under nitrogen for 4 h. The reaction mixture was cooled to room temp., diluted with water (50 mL), and acidified with 2N HCl with constant stirring at low temperature. Yellowish solid was collected by filtration, and washed with cold water. The wet filter cake was dissolved in ethyl acetate (50 mL), and the solution was dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound as yellowish solid. 1H-NMR (CDCl3, 300 MHz): δ=7.71 (d, J=8.1 Hz, 1H), 7.34 (d, J=8.1 Hz, 1H), 7.27 (s, 1H).

1. temperatureThe reaction mixture was cooled to room temp.
2. filtrationYellowish solid was collected by filtration
3. washwashed with cold water
4. dissolutionThe wet filter cake was dissolved in ethyl acetate (50 mL)
5. dry with materialthe solution was dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo

ORD record

ord-dc554c77407443ff94ab8d617be808dd

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178668B2