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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18146Generated: October 25, 2026

2-Methoxyethyl isothiocyanate → 1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[2-methoxyethyl]thiourea

https://huagongshe.com/reaction/18146

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxyethyl isothiocyanateHCID 123475—
Reactant11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
SolventAcetonitrileHCID 6342—
Product1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[2-methoxyethyl]thioureaHCID 16718039—

Reaction Conditions

Temperature60 °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 mmole) were dissolved in 6 ml of acetonitrile. 170 μl (5 molar equivalents) of 2-methoxyethyl isothiocyanate was added and the reaction mixture was maintained at 60° C. for 16 hours. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography (SiO2, CH2Cl2/MeOH 95/5). 125 mg of the desired product (formula shown hereinabove) were isolated as a red powder (yield=93%) which was characterized as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741337B2
Source datasetuspto-grants-2010_06
ORD IDord-8af1a32d928948288e3c791efb5cc3c4
Source noteuspto-grants-2010_06