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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201775Generated: October 26, 2026

Toluene → N-{4-[(Z)-2-(dimethylamino)ethenyl]-5-nitropyridin-2-yl}acetamide

https://huagongshe.com/reaction/2201775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantN-(4-methyl-5-nitropyridin-2-yl)acetamideHCID 13567013—
SolventDimethylformamideHCID 6228—
ProductN-{4-[(Z)-2-(dimethylamino)ethenyl]-5-nitropyridin-2-yl}acetamideHCID 8672062263%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of N-(4-methyl-5-nitropyridin-2-yl)acetamide (1 g, 5 mmol, Step a) in dry dimethylformamide (10 mL), dimethylformamide dimethyl acetal (1.5 mL, 11 mmol) was added and the resulting reaction mixture was heated at 90° C. for 3 hours. The reaction mixture was cooled to room temperature, toluene was added and evaporated under vacuum followed by triturating with diethyl ether and filtration to afford N-{4-[(Z)-2-(dimethylamino)ethenyl]-5-nitropyridin-2-yl}acetamide (0.8 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364466B2
Source datasetuspto-grants-2016_06
ORD IDord-8e8b82ec892744a9a448cf0f770e8096
Source noteuspto-grants-2016_06