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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862977Generated: October 31, 2026

Sodium hydride → 11-[3-(N-Ethyl-N-isopropyl-amino)-propyl]-6,11-dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

https://huagongshe.com/reaction/1862977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 20393028—
Reactant3-(N-ethyl-N-isopropyl-amino)-propyl chlorideHCID 20393043—
Solvent1,4-DioxaneHCID 31275—
Product11-[3-(N-Ethyl-N-isopropyl-amino)-propyl]-6,11-dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 20393042—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture consisting of 4.5 gm of 6,11-dihydro-2,6-dimethyl-5H-pyrido-[2,3-b][1,5]benzodiazepin-5-one, 60 ml of dioxane and 1.27 gm of 50% sodium hydride in mineral oil was stirred at 90° C. for 1 hour. Thereafter, 4.3 gm of 3-(N-ethyl-N-isopropyl-amino)-propyl chloride were added dropwise, and the mixture was refluxed for 17 hours. The reaction solution was then evaporated in vacuo, and the residue was purified over a silica gel column and recrystallized from petroleum ether, yielding 36% of theory of the compound named in the heading, which had a melting point of 104°-105° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04167570
Source datasetuspto-grants-1979_09
ORD IDord-bfc210417daa4cdca3cf28387a0e9740
Source noteuspto-grants-1979_09