Water → N-(2-Chlorophenyl)thiourea

2-Chloroaniline (23, 10.52 mL, 100 mmol) was dissolved in conc. HCl (9 mL) followed by H2O (25 mL). The mixture was heated at reflux for 30 minutes then allowed to cool to rom temperature. To this solution was added NH4SCN (7.61 g, 100 mmol) and the mixture was heated at reflux overnight. The reaction was allowed to cool to room temperature and a solid formed. The water layer was decanted off and the solid was dissolved in CH2Cl2 and the organic layer was washed in brine. The organic layer was dried over MgSO4, filtered and evaporated to give a residue, which was purified by flash silica gel chromatography.

1. temperatureThe mixture was heated
2. temperatureat reflux for 30 minutes
3. temperatureto cool
4. temperaturethe mixture was heated
5. temperatureat reflux overnight
6. customa solid formed
7. customThe water layer was decanted off
8. dissolutionthe solid was dissolved in CH2Cl2
9. washthe organic layer was washed in brine
10. dry with materialThe organic layer was dried over MgSO4
11. filtrationfiltered
12. customevaporated
13. customto give a residue, which
14. customwas purified by flash silica gel chromatography

ORD record

ord-9d20ea524b224596bbae87f9c56909f3

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08759336B2