Thiophosgene → 5-Fluoro-o-tolyl Isothiocyanate

Temperatur

0 °C

Under stirring at 0° C., a solution of 5-fluoro-2-methylaniline (1.23 g, 9.84 mmol) in methylene chloride (10 ml) was added dropwise to a mixture of calcium carbonate (2.46 g, 24.6 mmol) and thiophosgene (750 μl, 9.84 mmol) in a methylene chloride/water (1/1, 40 ml) mixture. After completion of the dropwise addition, the reaction mixture was stirred further at 0° C. for 35 minutes. The reaction mixture was poured in ice-1N HCR, followed by extraction with chloroform. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent to give 5-fluoro-2-methylphenyl isothiocyanate (1.45 g, 88%) as a brown oil.

1. additionAfter completion of the dropwise addition
2. stirringthe reaction mixture was stirred further at 0° C. for 35 minutes
3. extractionfollowed by extraction with chloroform
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. distillationdistilled under reduced pressure
7. customto remove the solvent

ORD-Eintrag

ord-90810f355c7b4e559e01de12d40ed540

Quelldatensatz

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07157487B2