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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068795Generated: October 31, 2026

Water → HCID 21190099, compound

https://huagongshe.com/reaction/1068795

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 numberUS06251905B1
Source datasetuspto-grants-2001_06
ORD IDord-6c01895c8173475082c4dc32277f90f5
Source noteuspto-grants-2001_06