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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 582011Erstellt: 24. Oktober 2026

Ethyl Acetate → 5-Amino-1-(1-naphthyl)-3-(4-tolyl)pyrazole-4-carboxamide

https://huagongshe.com/de/reaction/582011

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium HydroxideHCID 14798—
EduktHydrazine, 1-naphthalenyl-, hydrochloride (1:1)HCID 519949—
Edukt2-Cyano-3-methylthio-3-(4-tolyl)acrylamideHCID 54242237—
LösungsmittelHexaneHCID 8058—
Produkt5-Amino-1-(1-naphthyl)-3-(4-tolyl)pyrazole-4-carboxamideHCID 5435534827%

Reaktionsschritte

The title compound was prepared from 2-cyano-3-methylthio-3-(4-tolyl) acrylamide (464 mg, 2.0 mmol), 1-naphthyl hydrazine hydrochloride (389 mg, 2.0 mmol) and sodium hydroxide (88 mg, 2.2 mmol) following the procedure used for the compound of Example 12. The crude product was subjected to column chromatography (SiO2, 50-60% ethyl acetate in hexane) and was recrystallised from diethylether to give the title compound as pink crystals (185 mg) m.p. 195°. δH (CDCl3) 8.00 (1H, d, J 8.3 Hz), 7.95 (1 H., m), 7.73-7.55 (7H, m), 7.30 (2H, d, J 8.3 Hz), 5.52 (2H, br s), 5.16 (2H, br s) and 2.42 (3H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922741
Quelldatensatzuspto-grants-1999_07
ORD IDord-ef930def809749ab9ca3e9e30e78bcdb
Quellennotizuspto-grants-1999_07