HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Chloro-4-nitrobenzoic acid | HCID 7448 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| 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)-4-nitroanthranilic acid | HCID 21217705 | 63.3% |
Reaction Steps
A mixture of 2-chloro-4-nitrobenzoic acid (4.03 g, 0.02 mol), 5-amino-1-ethylpyrazole (2.22 g, 0.02 mol), DMF (25 ml), K2CO3 (2.76 g, 0.02 mol) and Cu(OAc)2. H2O (0.5 g) is refluxed for 24 hours. The reaction mixture is cooled to room temperature, poured into ice water and then acidified with acetic acid to a pH of 5. A solid forms which is collected by filtration and dried to afford 3.5 g (63%) of N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05942520 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-1d6cc3cdea1e4719818b6de8e5662f08 |
| Source note | uspto-grants-1999_08 |