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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63248Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/63248

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
PatentnummerUS09447058B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-26c563fc2f134b24934e647c6b2a3e34
Quellennotizuspto-grants-2016_09