Potassium thiocyanate → 4,5,6,7-tetrahydro-1H-benzimidazole-2-thiol

Temperature

100 °C

Dissolve 2-amino-cyclohexanone hydrochloride (2.2 g, 14.7 mmol) and potassium thiocyanate (1.4 g, 14.7 mmol) in water (10 mL). Stir the solution at 100° C. in a sealed flask for 16 h. Cool the mixture and store the mixture at 4° C. for 16 h. Filter off the resulting solid and wash with water (20 mL). Collect the solid, slurry in diethyl ether (20 mL) and filter. Dry the solid in a vacuum oven at 50° C. for 2 h to obtain the title compound as a tan solid (1.4 g, 62%). MS (ES+) m/z: 155.1 (M+H)+.

1. temperatureCool the mixture and store the mixture at 4° C. for 16 h
2. filtrationFilter off the resulting solid
3. washwash with water (20 mL)
4. customCollect the solid
5. filtrationslurry in diethyl ether (20 mL) and filter
6. customDry the solid in a vacuum oven at 50° C. for 2 h

ORD record

ord-7495916e04b24b17b0ee32258afd8c28

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07994163B2