HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-Carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methyl-6-nitro-1H-indazole | HCID 10921054 | — |
| Reactant | 2-Bromo-6-methoxybenzoic acid | HCID 11117881 | — |
| Catalyst | Copper oxide | HCID 14829 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | 1-(2-Carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazole | HCID 11034772 | 75.9% |
Reaction Steps
3-Methyl-6-nitroindazole (5.31 g), 6.93 g of 2-bromo-6-methoxybenzoic acid, 4.71 g of potassium carbonate and 0.218 g of copper (II) oxide were stirred in 60 ml of nitrobenzene at 180° C. for 50 minutes. After cooling, 300 ml of water was added to the reaction mixture, and the insoluble substance was removed by filtration. The resulting solution was washed with chloroform. The aqueous layer was decolored with active charcoal and filtered, and 40 ml of 1 N hydrochloric acid aqueous solution was added to the filtrate. The crystals precipitated were separated by filtration and dried under reduced pressure to obtain 7.45 g (75.9%) of 1-(2-carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05220026 |
| Source dataset | uspto-grants-1993_06 |
| ORD ID | ord-87e0d46a6e154a4c93b81866d7586780 |
| Source note | uspto-grants-1993_06 |