HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chlorosalicylic Acid → HCID 57721616, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chlorosalicylic Acid | HCID 9447 | — |
| Reactant | Benzenamine, 3,5-bis(trifluoromethyl)- | HCID 9480 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57721616 | HCID 57721616 | 38.3% |
Reaction Steps
To 12 ml of dichloromethane were added 5-chlorosalicylic acid (690 mg, 4 mmol), 3,5-bis(trifluoromethyl)aniline (972 mg, 4 mmol), EDCI (1.2 g, 8 mmol), and DMAP (49 mg, 0.4 mmol) in the presence of argon gas, followed by stirring for 12 hours at room temperature. The mixture was concentrated under reduced pressure, and then dissolved in 60 ml of ethylacetate, which was washed with water (40 ml×2). The organic layer was concentrated under reduced pressure, followed by column chromatography (developing solvent: hexane/ethylacetate=1/10) to give 609 mg of the target compound (yield: 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266872B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-85d27409e4cd494a8ba05504ba46e4d2 |
| Source note | uspto-grants-2016_02 |