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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18134Generated: October 26, 2026

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

https://huagongshe.com/reaction/18134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenyl chloroformateHCID 15891—
Reactant11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
ReactantDichloromethane methanolHCID 21226129—
SolventDichloromethaneHCID 6344—
Productphenyl {2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}carbamateHCID 1671793169%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 100 mg (0.30 mmole) of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3), in 5 mL of dichloromethane, 75 μL of phenyl chloroformate and 85 μL (2 molar equivalents) of triethylamine were added. The mixture was magnetically stirred at 20° C. during 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 97:3 volume ratio) to provide 94 mg (yield: 69%) of the desired product (formula below) as a red powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741337B2
Source datasetuspto-grants-2010_06
ORD IDord-e4058147ce9b40c1adfb04add55b59df
Source noteuspto-grants-2010_06