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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811413Generated: October 29, 2026

Dimethylformamide → HCID 66596859, compound

https://huagongshe.com/reaction/1811413

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 numberUS08362252B2
Source datasetuspto-grants-2013_01
ORD IDord-d3121e490b874c439a616ddc3132bcb2
Source noteuspto-grants-2013_01