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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327486Generated: October 29, 2026

2-Hydroxyquinoline → 5-(Bis-cyclopropylmethyl-amino)-5,6-dihydro-1H,4H-imidazo[4,5,1-ij]quinolin-2-one

https://huagongshe.com/reaction/327486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydroxyquinolineHCID 6038—
ReactantEthyl AcetateHCID 8857—
Reactant1-IodopropaneHCID 33643—
Reactant5-(amino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolinHCID 15291949—
Reactant6-Bromo-1,2,3,4-tetrahydro-8-nitro-3-quinolinamine dihydrochlorideHCID 19919357—
Product5-(Bis-cyclopropylmethyl-amino)-5,6-dihydro-1H,4H-imidazo[4,5,1-ij]quinolin-2-oneHCID 15745008—

Reaction Steps

Following the procedure of Example 54, but substituting cyclopropylmethyl bromide for iodopropane and 5-(amino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(quinolin-2(1H)-one for 6-bromo-1,2,3,4-tetrahydro-8-nitro-3-quinolinamine dihydrochloride there were obtained 5-[bis(cyclopropylmethyl)amino]-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one, mp 152-154 from ethyl acetate:hexane and 5-(cyclopropylmethylamino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one. The latter compound was converted to the hydrochloride salt, mp 309° C. (dec) from methanol:ether. ##STR2##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05273975
Source datasetuspto-grants-1993_12
ORD IDord-0f3111c5df0e439d9772832383efe0ad
Source noteuspto-grants-1993_12