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 | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid | HCID 19592240 | 69% |
Reaction Steps
A mixture of 2-bromo-5-methoxybenzoic acid (141.5 g, 0.61 mol), 5-amino-1-ethylpyrazole (68 g, 0.61 mol), K2CO3 (84.2 g, 0.61 mol), DMF (500 mL) and Cu(OAc)2 (3 g) was refluxed for about 2 days. The reaction mixture was cooled and then was poured into water (1500 mL). The mixture was acidified with acetic acid and the resulting solid was collected by filtration and dried to afford 110 g of N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008226 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-4473a5e2474c4370bf2094bd0ade90b9 |
| Source note | uspto-grants-1999_12 |