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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85318Generated: October 27, 2026

8-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehyde → 2-[3-cyano-4-[2-(8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo [ij]quinolizine-9-yl)vinyl]-5,5-dimethyl-2(5H)-furanylidene]propanedinitrile

https://huagongshe.com/reaction/85318

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehydeHCID 820259—
Reactant2-[3-Cyano-4,5,5-trimethylfuran-2(5H)-ylidene]malononitrileHCID 9990345—
SolventEthanolHCID 702—
Product2-[3-cyano-4-[2-(8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo [ij]quinolizine-9-yl)vinyl]-5,5-dimethyl-2(5H)-furanylidene]propanedinitrileHCID 8666760185.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

In 5 ml of ethanol were dissolved 150 mg (0.65 mmol) of 8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine-9-carboaldehyde and 142 mg (0.71 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile. The mixture was stirred at room temperature for 3 hours and further at 50° C. for 3 hours. The precipitate was separated by filtration and washed with methanol. The crystal was purified by silica gel column chromatography and washed with methanol to give 228 mg of a dark blue crystal having amp of 250-252° C. (yield: 85.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-747163de371a4142b2f6a7dd3e0c992e
Source noteuspto-grants-2014_09