HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Oxalate → Ethyl 1,5-bis(4-methoxyphenyl)-1H-pyrazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | 4'-Methoxyacetophenone | HCID 7476 | — |
| Reactant | 4-Methoxyphenylhydrazine hydrochloride | HCID 2723904 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 67830640 | HCID 67830640 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 1,5-bis(4-methoxyphenyl)-1H-pyrazole-3-carboxylate | HCID 15002725 | 91% |
Reaction Steps
Ethyl 4-(4-methoxyphenyl)-2,4-dioxobutanoate lithium salt (60.0 g, 0.23 M) synthesized from 4-methoxyacetophenone and diethyloxalate employing lithium hexamethyldisilazide as base, and 4-methoxyphenylhydrazine hydrochloride (44 g, 0.25 M) were combined in ethanol (2 1) and stirred atRT for 24 hr, concentrated in vacuo and crystallized to afford ethyl 1,5-bis (4-methoxyphenyl)pyrazole-3-carboxylate as a white solid, 75 g, 91% yield; mp=97°-98° C.; MS, (m/e) 352 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05051518 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-5216e677dfc9417ea69eb12f9468e2ab |
| Source note | uspto-grants-1991_09 |