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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649147Generated: October 29, 2026

Dimethylamine → 7-Chloro-3-dimethylaminomethyl-2-methylimidazo[2,1-a]isoquinoline

https://huagongshe.com/reaction/649147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
ReactantSodium HydroxideHCID 14798—
Reactant7-Chloro-2-methylimidazo[2,1-a]isoquinolineHCID 13821826—
SolventAcetic AcidHCID 176—
Product7-Chloro-3-dimethylaminomethyl-2-methylimidazo[2,1-a]isoquinolineHCID 1382182971.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 37% aqueous formaldehyde (0.42 g) and 50% aqueous dimethylamine (0.46 g) in acetic acid (3.2 ml) was added 7-chloro-2-methylimidazo[2,1-a]isoquinoline (1 g) and the mixture was warmed at 50° C. with stirring for 3.5 hours. The solution was poured into ice water and neutralized with an aqueous solution of sodium hydroxide. The resulting precipitates were collected by filtration, washed with water and recrystallized from a mixture of toluene and n-hexane to give 7-chloro-3-dimethylaminomethyl-2-methylimidazo[2,1-a]isoquinoline (0.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04738967
Source datasetuspto-grants-1988_04
ORD IDord-99d78b8f117249fcb3a423514fbefa4b
Source noteuspto-grants-1988_04