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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649154Generated: October 29, 2026

Dimethylformamide → 7-Chloro-3-formyl-2methylimidazo[2,1-a]isoquinoline

https://huagongshe.com/reaction/649154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-Chloro-2-methylimidazo[2,1-a]isoquinolineHCID 13821826—
Product7-Chloro-3-formyl-2methylimidazo[2,1-a]isoquinolineHCID 13821848—

Reaction Conditions

Temperature87.5 °C

Reaction Steps

A solution of 7-chloro-2-methylimidazo[2,1-a]isoquinoline (4 g) in N,N-dimethylformamide (40 ml) was added dropwise to a mixture of N,N-dimethylformamide (5.7 ml) and phosphoryl chloride (1.86 ml) under ice cooling. After being stirred at 85-90° C. for 6 hours, the mixture was poured into ice-water, basified with aqueous sodium hydroxide, heated at 80° C. for 20 minutes and cooled. The resulting precipitate was collected by filtration, washed with water and recrystallized from methanol to give 7-chloro-3-formyl-2methylimidazo[2,1-a]isoquinoline (0.356 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04738967
Source datasetuspto-grants-1988_04
ORD IDord-c150e2bdce4a4a61b8e9538d6edad932
Source noteuspto-grants-1988_04