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HRID 1350515Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 2-Methyl-11-[(S)-3-phenethyl-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine

https://huagongshe.com/reaction/1350515

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochlorideHCID 21093507—
Edukt(S)-2-PhenethylpiperazineHCID 44828673—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Methyl-11-[(S)-3-phenethyl-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepineHCID 5886061571%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

Combine 2-methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride (600.0 mg, 2.31 mmol), (S)-2-phenethyl-piperazine (879.1 mg, 4.62 mmol), N,N-diisopropylethylamine (298.6 mg, 2.31 mmol), DMSO (1.0 ml), and toluene (4.0 ml). Stir and heat the mixture at 110° C. After 67 hours, cool the mixture to ambient temperature and then dilute it with ethyl acetate. Wash the organic layer with 0.1 N NaOH and brine. Dry (sodium sulfate) and concentrate the organic layer to residue. Purify the residue on silica gel using dichloromethane/methanol (90:10) to give 646.3 mg (71%) of a tan foam: mp 67°, dec; mass spectrum (ion spray): m/z=397.3 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07214673B2
Quelldatensatzuspto-grants-2007_05
ORD IDord-2288989fe3d94ee5b3740f1572a636ee
Quellennotizuspto-grants-2007_05