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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1451644Generated: October 31, 2026

Dicyclohexylcarbodiimide → N-[4-(3-Bromopropoxy)phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide

https://huagongshe.com/reaction/1451644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Carboxy-9-acridanoneHCID 3560758—
Reactant4-(3-Bromopropoxy)anilineHCID 19974563—
SolventDimethylformamideHCID 6228—
ProductN-[4-(3-Bromopropoxy)phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamideHCID 15299131—

Reaction Steps

A mixture of 9,10-dihydro-9-oxo-4-acridinecarboxylic acid (1.5 g) and 1-hydroxybenzotriazole (1.1 g) in DMF (50 ml) was stirred at room temperature for 10 min. The product of part (ii) above (1.5 g) was then added followed by dicyclohexylcarbodiimide (1.3 g), and the mixture was stirred at room temperature for 16 h and then filtered. The filtrate was concentrated in vacuo, treated with water and extracted with dichloromethane. The combined, dried organic extracts were concentrated to give the title compound (0.5 g) which was recrystallised from acetonitrile, MP 126°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05604237
Source datasetuspto-grants-1997_02
ORD IDord-87016f6b3580417eabca14c9e3f9c9a1
Source noteuspto-grants-1997_02