1,1'-Thiocarbonyldiimidazole → HCID 178506086, compound

4-trifluoromethyl-benzene-1,2-diamine (0.5 g, 2.84 mmol) and 1,1′-thiocarbonyldiimidazole (0.84 g, 4.73 mmol) in 5 ml of tetrahydrofuran are stirred at room temperature for 48 hours. The reaction mixture is concentrated under reduced pressure and the residue is dissolved in 10 ml ethyl acetate and washed with water (2×3 ml). The organic phase is dried over MgSO4 and concentrated under reduced pressure. The residue is then purified on a silica gel column (32 g) eluted with dichloromethane. The fractions containing the expected product are concentrated under reduced pressure to yield 400 mg of 2-mercapto-6-trifluoromethyl-1H-benzimidazole. Yield=65%. Analytical LC/MS (method B): retention time=3.14 min., m/z=218.98 (positive ion mode).

1. concentrationThe reaction mixture is concentrated under reduced pressure
2. dissolutionthe residue is dissolved in 10 ml ethyl acetate
3. washwashed with water (2×3 ml)
4. dry with materialThe organic phase is dried over MgSO4
5. concentrationconcentrated under reduced pressure
6. customThe residue is then purified on a silica gel column (32 g)
7. washeluted with dichloromethane
8. additionThe fractions containing the expected product
9. concentrationare concentrated under reduced pressure

ORD record

ord-ffffb4c49c584059a7e3927499d2aff1

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08163768B2