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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599422Generated: November 3, 2026

1,3-Benzodioxol-5-amine → 2-Ethoxycarbonyl-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one

https://huagongshe.com/reaction/1599422

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxol-5-amineHCID 84310—
ReactantHCID 18928128HCID 18928128—
SolventAcetonitrileHCID 6342—
Product2-Ethoxycarbonyl-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-oneHCID 1892812965.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 1-bromomethyl-2-ethoxycarbonyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one (Example 3) (2.1 g, 5.0 mmol) and 3,4-methylenedioxyaniline (1.5 g, 11 mmol) in acetonitrile (100 ml) was stirred at 80° C. for 3 h and overnight at 25° C. The solvent was evaporated in vacuo and the residue submitted to flash chromatography on silica gel 60 eluting with dichloromethane/methanol (19:1). The purified product was washed with acetone to afford 1.55 g (65%) of the title compound. M.p. >250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05741785
Source datasetuspto-grants-1998_04
ORD IDord-231e0315841846068dbd4e20baa9b2ae
Source noteuspto-grants-1998_04