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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18130Generated: October 25, 2026

5-Isocyanato-1,3-dioxaindane → 1-(1,3-benzodioxol-5-yl)-3-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}urea

https://huagongshe.com/reaction/18130

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Isocyanato-1,3-dioxaindaneHCID 5223213—
Reactant11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
ReactantDichloromethane methanolHCID 21226129—
SolventAcetonitrileHCID 6342—
Product1-(1,3-benzodioxol-5-yl)-3-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}ureaHCID 1671787884%

Reaction Conditions

Temperature20 °C

Reaction Steps

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 4 mL of acetonitrile was stirred at 20° C. 3,4-(methylenedioxy)phenyl isocyanate (2 molar equivalents) in 3 mL acetonitrile were added. The mixture was magnetically stirred at 20° C. during 18 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 125 mg (yield: 84%) 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-33b947ef146d494bb67149df97edce5c
Source noteuspto-grants-2010_06