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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068811Generated: November 2, 2026

Water → HCID 21190165, compound

https://huagongshe.com/reaction/1068811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantN-(5-Bromopentyl)phthalimideHCID 136770—
ReactantHCID 13809154HCID 13809154—
SolventDimethylformamideHCID 6228—
ProductHCID 21190165HCID 2119016520.9%

Reaction Steps

To a suspension of 81 mg (0.51 mmol) of 3,4-dihydro-1,3,7b-triazacyclopent[cd]inden-4-one in 1 ml of DMF was added, while stirring under ice-cooling, 25 mg (0.63 mmol) of 60% sodium hydride (dispersion in oil). The mixture was stirred for 15 minutes at the same temperature. To the reaction mixture was added a solution of 151 mg (0.51 mmol) of N-(5-bromopentyl)phthalimide in 1 ml of DMF. The mixture was stirred for two hours at 110° C. After cooling, the reaction mixture was poured into water, extracted with ethyl acetate. The extract was washed with an aqueous saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (eluent:ethyl acetate/ethanol=10:1) to afford 40 mg of the desired compound (20.9%, a colorless solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251905B1
Source datasetuspto-grants-2001_06
ORD IDord-5c03018fe89c43639b96f0987a69c142
Source noteuspto-grants-2001_06