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) was dissolved in water (67 ml) and then 2-iodo-4-methoxybenzoic acid (25.3 g, 0.091 mol) was added, followed by 5-amino-1-ethylpyrazole (11.2 g, 0.101 mol) and finally copper (2.7 g). The reaction mixture was refluxed for 20 hours, cooled to room temperature and then water (350 ml) was added and the mixture was refluxed for 0.75 hours. The reaction mixture was cooled, and the product was 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 | US06008226 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-ea97179b343841439cc12b780ca0b188 |
| Source note | uspto-grants-1999_12 |