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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 236725Erstellt: 25. Oktober 2026

Ethanol → 8-Chloro-2-methyl-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine

https://huagongshe.com/reaction/236725

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktHydrazine hydrate (1:1)HCID 24654—
Edukt8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxaldehydeHCID 12377891—
LösungsmittelTetrahydrofuran hexaneHCID 21883165—
Produkt8-Chloro-2-methyl-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepineHCID 12377892—

Reaktionsschritte

To a solution of 3.43 g. (10.15 mmol) of the end product of Example 15 in 60 ml. of absolute EtOH, was added 12 ml. of hydrazine-hydrate. The reaction was heated to reflux for 17 hours, then cooled and concentrated in vacuo. The residue was taken up in 60 ml. toluene; 1.0 g. potassium t-butoxide added and the mixture heated to reflux for 8 hours, then cooled to room temperature and stirred for 9 hours. The reaction was poured over ice and brine and toluene added. The toluene phase was separated and dried over Na2SO4. The aqueous phase was extracted well with CH2Cl2 and the combined extracts dried over Na2SO4. The dried solutions were combined and concentrated and the crude product recrystallized from THF/hexane to give the desired end product, mp 258°-261°. An analytical sample was prepared by an additional recrystallization from THF/hexane and was obtained as colorless crystals: mp 259°-261°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04157331
Quelldatensatzuspto-grants-1979_06
ORD IDord-c8b840a86ba84a80a734a72a5dbe24a1
Quellennotizuspto-grants-1979_06