Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 131456Erstellt: 26. Oktober 2026

Dimethyl Sulfoxide → (S)-7-Chloro-10-[3-(3-methoxy-propyl)-piperazin-1-yl]-4H-3-thia-4,9-diaza-benzo[f]azulene

https://huagongshe.com/reaction/131456

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktTolueneHCID 1140—
Edukt(2S)-2-(3-Methoxypropyl)piperazineHCID 45099475—
Edukt7-Chloro-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochlorideHCID 136388576—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-7-Chloro-10-[3-(3-methoxy-propyl)-piperazin-1-yl]-4H-3-thia-4,9-diaza-benzo[f]azuleneHCID 13609041226,1%

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

Combine 7-chloro-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride (786.7 mg, 2.75 mmol), (S)-2-(3-methoxy-propyl)-piperazine (870.0 mg, 5.50 mmol), DMSO (2.0 ml), and toluene (8.0 ml). Stir and heat the mixture at 105° C. After 48 hours, cool the mixture to ambient temperature. Dilute the mixture with ethyl acetate and wash the organic layer with 0.1N NaOH and brine. Dry (sodium sulfate) and concentrate the organic layer to residue. Purify the residue on silica gel using a gradient of dichloromethane to dichloromethane/methanol (90:10) to give 280.3 mg (26%) of the title compound: mass spectrum (ion spray): m/z=391.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384934B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-7bd72c75277b47248d9caddc669b5009
Quellennotizuspto-grants-2008_06