HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Ethyl-1H-pyrazol-5-amine | HCID 337310 | — |
| Reactant | 2-Iodo-4-methoxybenzoic acid | HCID 12822182 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid | HCID 19592233 | 56.2% |
Reaction Steps
K2CO3 (13.94 g, 0.101 mol) is dissolved in water (67 ml), and then 2-iodo-4-methoxybenzoic acid (25.3 g, 0.091 mol) is added, followed by 5-amino-1-ethylpyrazole (11.2 g, 0.101 mol) and finally copper (2.7 g). The reaction mixture is refluxed for 20 hours, cooled to room temperature. Then water (350 ml) is added, and the mixture is refluxed for 0.75 hours. The reaction mixture is cooled, and the product is collected by filtration, recrystallized from ethanol, and dried in an oven at 40° C. to afford 13.37 g (56%) of N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid, m.p. 130°-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05852035 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-f457b2d4ff7642a7874104c8572b7575 |
| Source note | uspto-grants-1998_12 |