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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18140Generated: October 26, 2026

Triethylamine → allyl {2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}carbamate

https://huagongshe.com/reaction/18140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAllyl chloroformateHCID 18052—
Reactant11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
ReactantDichloromethane methanolHCID 21226129—
SolventDichloromethaneHCID 6344—
Productallyl {2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}carbamateHCID 1671798551%

Reaction Conditions

Temperature20 °C

Reaction Steps

100 mg of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) (0.30 mmol) were dissolved in 6 ml dichloromethane. 85 μl (2 molar equivalents) triethylamine and 65 μl (2 molar equivalents) of allyl chloroformate were added. The reaction mixture was stirred at 20° C. for 3 hours. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography on silica (eluent: CH2Cl2/methanol in a 95/5 volume ratio) to provide 70 mg (yield=51%) of the desired product (formula below) as an orange powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741337B2
Source datasetuspto-grants-2010_06
ORD IDord-379612381ec14740876b17a41ac90784
Source noteuspto-grants-2010_06