HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Chlorophenyl)ethylamine → N-(4-chlorophenethyl)-4-chloro-3-nitrobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Chlorophenyl)ethylamine | HCID 67430 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-3-nitrobenzoyl chloride | HCID 123477 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-chlorophenethyl)-4-chloro-3-nitrobenzamide | HCID 4810824 | 86% |
Reaction Steps
2-(4-Chlorophenyl)ethanamine (2.3 ml, 16 mmol) was diluted with DCM (40 mL) followed by the addition of DIEA (2.9 ml, 16 mmol) and 4-chloro-3-nitrobenzoyl chloride (3.0 g, 14 mmol) in 10 mL of DCM. After stirring for 30 minutes the reaction was loaded directly onto a biotage 40M cartridge and eluted with hexanes:ethyl acetate (2:1) to yield N-(4-chlorophenethyl)-4-chloro-3-nitrobenzamide (4.0 g, 86% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492437B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-517a2f3a561c4f94affabbe1200f5bc9 |
| Source note | uspto-grants-2013_07 |