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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233300Generated: October 31, 2026

Dimethylformamide → 8-Methylquinoline-5-carbonitrile

https://huagongshe.com/reaction/2233300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantQuinoline, 8-bromo-5-methyl- (9CI)HCID 45097734—
ReactantHCID 178418546HCID 178418546—
Product8-Methylquinoline-5-carbonitrileHCID 12950788—

Reaction Conditions

Temperature200 °C

Reaction Steps

4.0 g 8-Bromo-5-methyl-quinoline and 1.69 g copper (I) cyanide were dissolved in 16 ml dimethylformamide and stirred at 200° C. for thirty minutes under microwave irradiation. The cooled reaction mixture was poured in 50 ml 2N HCL and extracted with 100 ml ethyl acetate. The organic layer was washed with 50 ml 2N HCl and 30 ml brine and then dried over MgSO4. The solvent was removed in vacuo. The resulting residue was purified on silica gel with the eluent n-heptane ethyl acetate=2:1 to obtain 3.0 g 8-Methyl-quinoline-5-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709481B2
Source datasetuspto-grants-2010_05
ORD IDord-f8a6f2ff2d0c470499f9cc56a2797a5d
Source noteuspto-grants-2010_05