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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327485Generated: October 29, 2026

1-Iodopropane → 5-(allyl-amino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one

https://huagongshe.com/reaction/327485

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodopropaneHCID 33643—
Reactant5-Amino-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-oneHCID 15937766—
Reactant6-Bromo-1,2,3,4-tetrahydro-8-nitro-3-quinolinamine dihydrochlorideHCID 19919357—
SolventEthyl AcetateHCID 8857—
Product5-(allyl-amino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-oneHCID 15745005—
Product5-Diallylamino-5,6-dihydro-1H,4H-imidazo[4,5,1-ij]quinolin-2-oneHCID 15745006—

Reaction Steps

Following the procedure of Example 54, but substituting allyl bromide for iodopropane and 5-(amino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one for 6-bromo-1,2,3,4-tetrahydro-8-nitro-3-quinolinamine dihydrochloride there were obtained 5-(diallylamino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one, mp 150-152 from ethyl acetate and 5-(allylamino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one. The latter compound was converted to the hydrochloride salt, mp 260° from methanol:ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05273975
Source datasetuspto-grants-1993_12
ORD IDord-252df3ad80a2416db7fa9ba61eda48f4
Source noteuspto-grants-1993_12