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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057896Generated: November 1, 2026

Sodium Carbonate → 5,11-dihydro-11-[3-(4-prenyl-1-piperazinyl)-propionyl]-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-one

https://huagongshe.com/reaction/2057896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-(3-Methyl-but-2-enyl)-piperazineHCID 10441904—
Reactant11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 13810571—
SolventEthanolHCID 702—
Product5,11-dihydro-11-[3-(4-prenyl-1-piperazinyl)-propionyl]-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-oneHCID 2032938462%

Reaction Steps

A mixture of 6.6 g of 11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-one, 2.56 g of sodium carbonate and 4.0 g of 1-prenylpiperazine was refluxed in 90 ml of absolute ethanol for 2 hours. Then, the reaction mixture was vacuum filtered while still hot and the filtrate was evaporated to a volume of about 20 ml. The crystallized precipitate was vacuum filtered and the product was crystallized from isopropanol to obtain a 62% yield of 5,11-dihydro-11-[3-(4-prenyl-1-piperazinyl)-propionyl]-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-one melting at 199°-201° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04213985
Source datasetuspto-grants-1980_07
ORD IDord-4ca4b30eef0d483cac15571226520bbc
Source noteuspto-grants-1980_07