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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619509Generated: November 2, 2026

Water → HCID 21190099, compound

https://huagongshe.com/reaction/619509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-3-BromopropylphthalimideHCID 21611—
ReactantSodium hydrideHCID 24758—
Reactant1,2-Dihydro-3-methyl-1,4,7b-triazacyclopent[cd)inden-2-oneHCID 135810294—
SolventDimethylformamideHCID 6228—
ProductHCID 21190099HCID 2119009931.7%

Reaction Steps

To a suspension of 8.66 g (50 mmol) of 1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one in 100 ml of DMF was added, while stirring under ice-cooling, 2.20 g (55 mmol) of 60% sodium hydride (dispersion in oil). The mixture was stirred for 20 minutes at the same temperature. To the reaction mixture was added 13.14 g (50 mmol) of N-(3-bromopropyl)phthalimide. The mixture was stirred for 7 hours at 100° C. After cooling, the reaction mixture was poured into water, which was subjected to extraction with chloroform. The extract was dried over anhydrous magnesium sulfate, and, the solvent was then distilled off. The residue was crystallized from methylene chloride--ethanol to give 5.72 g of the desired compound (31.7%, pale brown solid substance).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958942
Source datasetuspto-grants-1999_09
ORD IDord-3e32a66a57b7461990ce493b108316aa
Source noteuspto-grants-1999_09