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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857864Generated: October 25, 2026

Water → 5,10-Dihydro-7,8-dimethoxyimidazo[1,2-b]isoquinoline

https://huagongshe.com/reaction/857864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5,10-Dihydroimidazo[1,2-b]isoquinoline-7,8-diolHCID 21990242—
CatalystPhenyltrimethylammonium chlorideHCID 67309—
Product5,10-Dihydro-7,8-dimethoxyimidazo[1,2-b]isoquinolineHCID 219901988.4%

Reaction Steps

A mixture of 5,10-dihydro-imidazo[1,2-b]isoquinoline-7,8-diol, obtained according to the procedure described in Ex.No. A8c, (0.155 mol), phenyltrimethylammonium chloride (0.31 mol) and K2CO3 (0.68 mol) in DMF (400 ml) was stirred at 90° C. for 20 hours, cooled, poured out into H2O and filtered over dicalite. The filtrate was separated into its layers. The organic layer was washed with H2O, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 100/0 to 97/3). The pure fractions were collected and the solvent was evaporated, yielding 3 g of 5,10-dihydro-7,8-dimethoxyimidazo[1,2-b]isoquinoline (8.4%) (interm. 22).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148214B1
Source datasetuspto-grants-2006_12
ORD IDord-bdb3d2557df3483ea49c1d79a50094d8
Source noteuspto-grants-2006_12