Sodium Carbonate → HCID 18423110, compound

To a solution of 2,4,6-trifluoroaniline (4.4 g) an bis(2-chloroethyl)amine hydrochloride (6.4 g) in water (4.2 ml) was added dropwise a solution of sodium carbonate (3.8 g) in water (8.9 ml) over 40 min under reflux under heating and the mixture was further refluxed under heating for 5.5 hr. To the reaction mixture was added an aqueous solution (8.9 ml) of sodium hydroxide (3.6 g) and the mixture was further refluxed under heating for 2.5 hr. The reaction mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated to give a dark brown oil. The oil was subjected to silica gel column chromatography (developing solvent; chloroform:methanol=9:1) to give the title compound (0.61 g) as a pale-brown solid.

1. temperatureunder reflux
2. temperatureunder heating
3. temperaturethe mixture was further refluxed
4. temperatureunder heating for 5.5 hr
5. temperaturethe mixture was further refluxed
6. temperatureunder heating for 2.5 hr
7. extractionThe reaction mixture was extracted with ethyl acetate
8. washThe extract was washed with water and saturated brine
9. dry with materialdried over anhydrous magnesium sulfate
10. customThe solvent was evaporated
11. customto give a dark brown oil

ORD record

ord-0b857dce029946c684d26ec567f12f82

Source dataset

uspto-grants-2002_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06455528B1