Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619528Generated: November 1, 2026

Water → HCID 21190257, compound

https://huagongshe.com/reaction/619528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantN-(5-Bromopentyl)phthalimideHCID 136770—
ReactantHCID 21190144HCID 21190144—
SolventDimethylformamideHCID 6228—
ProductHCID 21190257HCID 2119025766%

Reaction Steps

To a suspension of 277 mg (1.60 mmol) of 3,4-dihydro-2-methyl-1,3,7b-triazacyclopent[cd]inden-4-one in 3 ml of DMF was added, while stirring under ice-cooling, 77 mg (1.93 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 521 mg (1.76 mmol) of N-(5-bromopentyl)phthalimide. The mixture was stirred for one hour at 110° C. After cooling, the reaction mixture was poured into water, and extracted with ethyl acetate. The extract solution 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 410 mg of the desired compound (66.0%, a pale brown solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958942
Source datasetuspto-grants-1999_09
ORD IDord-0106c7cef4504fa4ab500e1aac327dc4
Source noteuspto-grants-1999_09