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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628782Erstellt: 23. Oktober 2026

Phenylhydrazine → 1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-5-amine

https://huagongshe.com/de/reaction/628782

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenylhydrazineHCID 7516—
Edukt2-ThenoylacetonitrileHCID 141853—
LösungsmittelMethanolHCID 887—
Produkt1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-5-amineHCID 1622864198,9%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Phenyl hydrazine (143 mg, 1.32 mmol) and 3-oxo-3-(2-thienyl)propionitrile (200 mg, 1.32 mmol) were placed in a microwave vial and dissolved in methanol (660 μL). The vial was sealed, placed in a microwave oven and heated at 120° C. for 40 minutes. After this period, the reaction mixture was concentrated to dryness in vacuo. The residue was redissolved in ethyl acetate and the organic solution washed with water, saturated aqueous NaHCO3 and brine, respectively. The organic layer was dried over anhydrous Na2SO4 and concentrated. The crude material was purified by flash chromatography (20-50% ethyl acetate/hexanes gradient) to afford the desired intermediate, 2-phenyl-5-thiophen-2-yl-2H-pyrazol-3-ylamine (315 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315449B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-02fc0c477ed3473c8eb9ced534253850
Quellennotizuspto-grants-2016_04