HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl 2-acetylacetoacetate → 3,5-Dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl 2-acetylacetoacetate | HCID 79063 | — |
| Edukt | 3-Nitrophenylhydrazinium(1+) chloride | HCID 5464285 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3,5-Dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 656969 | — |
Reaktionsschritte
Following the procedure described in Helvetica Chimica Acta (1952), 35, 478-85, 5.00 g (26.37 mmmol) of 3-nitrophenylhydrazine hydrochloride suspended in 46 ml of 55% aqueous AcOH were dissolved by careful heating and treated (without further heating) with 4.13 ml (26.37 mmol) of ethyl diacetoacetate. The reaction was immediately cooled and kept 20 h at 0° C. The precipitate was diluted with 28 ml of water and after 6 h filtered and washed with 2×5 ml of water to give after drying under reduced pressure 4.66 g (61%) of the title compound as a light yellow solid. MS: 289.9 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07977358B2 |
| Quelldatensatz | uspto-grants-2011_07 |
| ORD ID | ord-371089480d91497fa306dbb83d9dedc1 |
| Quellennotiz | uspto-grants-2011_07 |