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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504004Generated: November 3, 2026

Dimethylformamide → HCID 66596859, compound

https://huagongshe.com/reaction/504004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 86613921HCID 86613921—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 66596859HCID 6659685987%

Reaction Conditions

Temperature100 °C

Reaction Steps

8-Methyl-5-trifluoromethanesulfonyloxy-3,4-dihydro-1H-quinolin-2-one (4.0 g), zinc cyanide (3.34 g) and tetrakis(triphenylphosphine)palladium (0.299 g) were suspended in DMF (40 ml), and the suspension was stirred at 100° C. for 4 hours. The insoluble matter was filtered off, and ethyl acetate was added to the filtrate, followed by washing with water. After drying over anhydrous magnesium sulfate, the dry product was concentrated, and the residue was recrystallized from a DMF-ethanol mixed solvent to thereby obtain 2.1 g (yield: 87%) of 5-cyano-8-methyl-3,4-dihydro-1H-quinolin-2-one as a light brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07777038B2
Source datasetuspto-grants-2010_08
ORD IDord-14a3c7895dcc44d1bae0b8ee67b50679
Source noteuspto-grants-2010_08