HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 8-Hydroxy-N-[(4-nitrophenyl)methyl]-7-quinolinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 8-Hydroxyquinoline-7-carboxylic Acid | HCID 231363 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 4-Nitrobenzylamine hydrochloride | HCID 11252467 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Hydroxy-N-[(4-nitrophenyl)methyl]-7-quinolinecarboxamide | HCID 18372686 | 60.8% |
Reaction Steps
8-Hydroxyquinoline-7-carboxylic acid (0.51 g) of Preparation 1 is added to 20 mL DMF. 4-Nitrobenzylamine hydrochloride (0.53 g) followed by diisopropylethylamine (0.49 mL) is then added. After 10 minutes, all solids go into solution. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.54 g) and 1-hydroxy-benzotriazole monohydrate (0.38 g) are added and the reaction stirred at room temperature overnight. The reaction is poured into 75 mL H2O. The resulting solid is filtered and dried to give the title product (0.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06500842B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-b432fc8114fd421e91640cff7e529c28 |
| Source note | uspto-grants-2002_12 |