Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,4,6-Trifluoroaniline | HCID 67765 | — |
| Reactant | Bis(2-chloroethyl)amine hydrochloride | HCID 522769 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 18423110 | HCID 18423110 | 7.1% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06455528B1 |
|---|
| Source dataset | uspto-grants-2002_09 |
|---|
| ORD ID | ord-0b857dce029946c684d26ec567f12f82 |
|---|
| Source note | uspto-grants-2002_09 |
|---|