HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetoacetate → ethyl 3-methyl-1H-pyrazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl 3-methyl-1H-pyrazole-4-carboxylate | HCID 227598 | — |
Reaction Steps
A mixture of ethyl acetoacetate (8.0 mL, 63 mmol) and dimethylformamide-dimethylacetal (8.3 mL, 63 mmol) is heated to reflux for 1 hour. The reaction mixture is cooled to room temperature and diluted with EtOH (70 mL). Hydrazine hydrate (3.0 mL, 63 mmol) is then added and the reaction is heated at 80° C. for 2 hours. The resultant solution is cooled to room temperature and concentrated in vacuo to afford crude 5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293917B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-16c55be14ef14d909a9cceb8160c6c80 |
| Source note | uspto-grants-2012_10 |