HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-(1-ethylpyrazol-5-yl)-5-(methylthio)anthranilic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Ethyl-1H-pyrazol-5-amine | HCID 337310 | — |
| Reactant | 2-Chloro-5-(methylsulfanyl)benzoic acid | HCID 608814 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(1-ethylpyrazol-5-yl)-5-(methylthio)anthranilic acid | HCID 21217703 | 37.7% |
Reaction Steps
A mixture of 2-chloro-5-(methylthio)benzoic acid (8.8 g, 0.043 mol), DMF (100 mL), 5-amino-1-ethylpyrazole (4.8 g, 0.043 mol), K2CO3 (5.94 g, 0.043 mol) and Cu(OAc)2 (0.5 g ) was refluxed overnight. The reaction mixture was cooled to room temperature, poured into water and acidified with acetic acid to a pH of about 4-5. The mixture was extracted with CH2Cl2 and then the CH2Cl2 layer was evaporated to afford 4.5 g of N-(1-ethylpyrazol-5-yl)-5-(methylthio)anthranilic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05488055 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-1f4e05ed91ac4de19263bad4befd42fb |
| Source note | uspto-grants-1996_01 |