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 monohydrate | HCID 165397 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| 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) was refluxed for 24 hours. The reaction mixture was cooled to room temperature, poured into ice-water and then acidified with acetic acid to a pH of 5. A solid formed which was 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 | US05488055 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-ba8f3ffd56584595a660795c7f7173aa |
| Source note | uspto-grants-1996_01 |