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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698540Generated: October 31, 2026

1,1'-Carbonyldiimidazole → 4,5-Dihydro-7H-imidazo[4,5,1-jk][4,1]benzoxazepine-2,7(1H)-dione

https://huagongshe.com/reaction/1698540

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant9-Amino-2,3-dihydro-4,1-benzoxazepin-5(1H)-oneHCID 67272902—
SolventTetrahydrofuranHCID 8028—
Product4,5-Dihydro-7H-imidazo[4,5,1-jk][4,1]benzoxazepine-2,7(1H)-dioneHCID 67272959123.9%

Reaction Steps

To a solution of 200 mg (1.13 mmol) of 9-amino-2,3-dihydro-4,1-benzoxazepin-5(1H)-one in 20 mL of THF was added 280 mg (2 mmol) of 1,1′-carbonyldiimidazole and the reaction mixture was stirred overnight at room temperature. The reaction mixture was heated at 50° C. for 4 h and allowed to cool to room temperature. The reaction was concentrated in vacuo and the residue was dissolved in a mixture of ethyl acetate/n-hexane (1:1) and washed with water. The organics were dried over sodium sulfate, filtered, and concentrated in vacuo to give 286 mg (1.40 mmol, 70%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-e4f9eca2ff744d91aed79647108833ce
Source noteuspto-grants-2012_04