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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057378Generated: October 26, 2026

Acetonitrile → 11-(6-chlorocaproyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

https://huagongshe.com/reaction/2057378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
Reactant11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 13810571—
Reactant11-acryloyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 19936347—
Solvent1,4-DioxaneHCID 31275—
Product11-(6-chlorocaproyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 15924302—

Reaction Steps

From the thus obtained 11-haloacyl-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepin-6-ones one can easily, as described above, obtain the intermediates having in 11-position an alkenylacyl group, which can subsequently be reacted with an amine of the formula III. Thus, for example, from 11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one in dioxane as solvent, 11-(acryloyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one, M.p.: 235° C. (decomp.) (from acetonitrile), was obtained with high yield after 1 hour of refluxing in the presence of an excess of triethylamine (see German Pat. No. 1,936,670).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04210648
Source datasetuspto-grants-1980_07
ORD IDord-22f4996eb121403ab6784f1da04b1eaf
Source noteuspto-grants-1980_07