HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-methoxybenzoic acid | HCID 89906 | — |
| Reactant | 1-Ethyl-1H-pyrazol-5-amine | HCID 337310 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid | HCID 19592240 | 99.9% |
Reaction Steps
A mixture of 2-bromo-5-methoxybenzoic acid (39.3 g, 0.17 mol), DMF (150 ml), 5-amino-1-ethylpyrazole (18.5 g, 0.17 mol), potassium carbonate (23.5 g, 0.17 mol) and Cu(OAc)2 (0.6 g) is refluxed for about 2 days. The reaction mixture is cooled, poured into water and acidified to a pH of 5. A precipitate forms which is collected by filtration, washed with water and dried to afford 44.37 g (62%) of N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05942520 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-809674678f114982b5eca7f910176aa0 |
| Source note | uspto-grants-1999_08 |