HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenemethanamine, 3-chloro- | HCID 77802 | — |
| Reactant | 1-(2-Bromoethyl)-2-chloro-4-nitrobenzene | HCID 18316761 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamine | HCID 67469170 | 71.9% |
Reaction Steps
To a solution of 1-(2-bromoethyl)-2-chloro-4-nitrobenzene (0.6 g, 1.84 mmol) in DMSO (20 mL), 3-chlorobenzylamine (1.21 g, 4.61 mmol) was added at room temperature. The reaction mixture was stirred for 3 hours at room temperature. After the completion of reaction, water (80 mL) was added and reaction mass was extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL) and the solvents removed under reduced pressure. The product was purified by column chromatography on neutral silica gel using 5-15% EtOAc in hexane to give the title compound (0.43 g, 55%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716287B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-dde30032e37c4ad3aa1f5db724f1f0ce |
| Source note | uspto-grants-2014_05 |