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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 869549Erstellt: 25. Oktober 2026

Water → 2-(azetidin-1-yl)-1H-benzo[d]imidazole

https://huagongshe.com/reaction/869549

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktAzetidineHCID 10422—
Edukt2-ChlorobenzimidazoleHCID 78572—
KatalysatorWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(azetidin-1-yl)-1H-benzo[d]imidazoleHCID 5960588318%

Reaktionsbedingungen

Temperatur180 °C

Reaktionsschritte

[step 1] Commercially available 2-chloro-1H-benzo[d]imidazole (200 mg, 1.31 mmol) was dissolved in THF (1.9 mL), azetidine (0.27 mL, 3.93 mmol) and water (0.27 mL, 0.015 mmol) were added, and the mixture was stirred with heating in an Emrys Optimizer microwave synthesizer at 180° C. for 3 hr. Water was added to the mixture, and the mixture was extracted 3 times with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0 v/v-90/10 v/v) to give 2-(azetidin-1-yl)-1H-benzo[d]imidazole (40 mg, 18%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08969345B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-35971092043a43c9addacb1c9bf40e86
Quellennotizuspto-grants-2015_03