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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 67623Erstellt: 25. Oktober 2026

Lawesson's reagent → ethyl (S)-11,12,13,13a-tetrahydro-9-thioxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

https://huagongshe.com/reaction/67623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLawesson's reagentHCID 87949—
EduktEthyl (7S)-12-oxo-2,4,11-triazatetracyclo[11.4.0.02,6.07,11]heptadeca-1(17),3,5,13,15-pentaene-5-carboxylateHCID 10041121—
LösungsmittelTolueneHCID 1140—
Produktethyl (S)-11,12,13,13a-tetrahydro-9-thioxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylateHCID 53734564—

Reaktionsschritte

A mixture of 5.0 g (0.0161 mol) of ethyl (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate and 3.46 g (0.0086 mol) of 2,4-bis(p-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulphide is heated to boiling under reflux for 1.5 hours with 30 ml of toluene. This solution is chromatographed on silica gel using ethyl acetate for the elution. There is obtained ethyl (S)-11,12,13,13a-tetrahydro-9-thioxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate which is recrystallised from 180 ml of ethyl acetate and then melts at 227°-229° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04346036
Quelldatensatzuspto-grants-1982_08
ORD IDord-cbeab01b97a741b48944dfdcb453f189
Quellennotizuspto-grants-1982_08