HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 2,3-dihydro-1-(3-nitrophenyl)-3-oxo-1H-pyrazole-4-carboxylate | HCID 69180302 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid | HCID 22498687 | 62.6% |
Reaction Steps
1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid methyl ester (1.43 g, 0.005 mole) (Taylor A. W. et al, Tetrahedron, 1987, 43 (3), 607-616) in 1,4-dioxane (100 ml) and water (100 ml) was treated with sodium hydroxide (2 g, 0.05 mole) and heated under reflux for 6 hours. The mixture was allowed to cool then concentrated to a small volume in-vacuo, and acidified with concentrated hydrochloric acid. The resulting solid was filtered off and dried in-vacuo to give the title compound as an off-white solid (0.78 g, 60%). M.S. (−ive ion electrospray) m/z 248 ([M−H]−, 25%), 276 (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06878704B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-9dc4d69e6e0c47fb83e8091c9f0ca3da |
| Source note | uspto-grants-2005_04 |