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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788922Generated: October 31, 2026

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

https://huagongshe.com/reaction/1788922

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 numberUS04686227
Source datasetuspto-grants-1987_08
ORD IDord-181a7e40fb93472d9d081e58c92d33b5
Source noteuspto-grants-1987_08