HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 5-(3-Methyl-4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | Ethyl 3-(3-methyl-4-nitrophenyl)-3-oxopropanoate | HCID 50999720 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(3-Methyl-4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one | HCID 59210387 | 99.3% |
Reaction Steps
To an ethanol solution of ethyl 3-(3-methyl-4-nitro-phenyl)-3-oxo-propionate (3.0 g), hydrazine monohydrate (0.9 g) and a small amount of p-toluenesulfonic acid were added and the mixture was refluxed for 5 hours. After cooling, the solvent was distilled off under the reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 5-(3-methyl-4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one (2.6 g). mp; 218-219° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674807B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-cd380521baa74aa08fc17420e6503908 |
| Source note | uspto-grants-2010_03 |