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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540345Generated: October 29, 2026

Tetrahydro-1,4-benzodiazepin-2-one → 4-(4-Chloro-6-methylquinolin-2-yl)-1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one

https://huagongshe.com/reaction/540345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydro-1,4-benzodiazepin-2-oneHCID 192746—
Reactant2,4-Dichloro-6-methylquinolineHCID 2754668—
Solvent1-ButanolHCID 263—
Product4-(4-Chloro-6-methylquinolin-2-yl)-1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-oneHCID 71255269—

Reaction Conditions

Temperature160 °C

Reaction Steps

The mixture of 2,4-dichloro-6-methyl-quinoline (422 mg, 2 mmol), 1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one (298 mg, 2 mmol) and n-butyl alcohol (15 mL) was heated with stirring in a 20 mL microwave process vial for 3 hours at 160° C. under microwave irradiation. After cooling, the solvent was removed in vacuo and the residue was purified by column chromatography on silica gel (methanol/dichloromethane, 1:20) to give the product. MS obsd. (ESI+) [(M+H)+] 338.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-f88a7fd5d48a4b2ab4c949aa725c35c5
Source noteuspto-grants-2014_10