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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598813Erstellt: 25. Oktober 2026

Imidazole → 5-(Isoquinolin-6-yl)-1,3,4-oxadiazol-2-amine

https://huagongshe.com/reaction/598813

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktCyanogen BromideHCID 10476—
EduktIsoquinoline-6-carbohydrazideHCID 57950576—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Isoquinolin-6-yl)-1,3,4-oxadiazol-2-amineHCID 5795070096%

Reaktionsschritte

A 3 M DCM solution of bromoformonitrile (0.2 mL, 0.6 mmol) (commercially available from Aldrich) was mixed with imidazole (0.157 g, 2.3 mmol) (commercially available from Aldrich) in 10 mL DCM. The mixture was heated and maintained to reflux for 30 minutes in a round bottom flask. After the DCM was removed under a reduced pressure, isoquinoline-6-carbohydrazide (0.1 g, 0.53 mmol) suspended in 50 mL THF was added into the flask. The mixture was heated and maintained at reflux for 3 hours. After removing the THF, the remaining residue was mixed with 10 mL water and filtered. After washing with water and air drying, a white solid was obtained as the desired product (0.107 g, 96%) LCMS (API-ES) m/z (%): 213.0 (100%, M++H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897619B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-53307459c2174ae4abcfce777831b6e5
Quellennotizuspto-grants-2011_03