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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1011931Erstellt: 26. Oktober 2026

Ethyl 2-acetylacetoacetate → 3,5-Dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1011931

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 2-acetylacetoacetateHCID 79063—
Edukt3-Nitrophenylhydrazinium(1+) chlorideHCID 5464285—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
Produkt3,5-Dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07977358B2
Quelldatensatzuspto-grants-2011_07
ORD IDord-371089480d91497fa306dbb83d9dedc1
Quellennotizuspto-grants-2011_07