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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414709Generated: November 1, 2026

4-Nitroaniline → 2-Methyl-N-(4-nitrophenyl)prop-2-enamide

https://huagongshe.com/reaction/2414709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitroanilineHCID 7475—
ReactantSodium CarbonateHCID 10340—
ReactantMethacryloyl chlorideHCID 13528—
SolventAcetoneHCID 180—
Product2-Methyl-N-(4-nitrophenyl)prop-2-enamideHCID 1339641992.4%

Reaction Steps

275 ml of methacryloyl chloride (2.75 mol=1.1 equiv.) was added dropwise to a cooled suspension of 345 g of 4-nitro aniline (2.5 mol) and 290 g of Na2CO3 (2.75 mol =1.1 equiv.) in 2.5 liter acetone. After completing the addition, stirring was continued for 30 min at 30° C. After TLC inspection the reaction mixture was poured into 15 liter of ice-water under stirring. The precipitate was suction-filtered and washed 3 times with 2.5 liter of demineralised water. After drying at 50° C., 476.5 g of 2-methyl-N-(4-nitro phenyl) acrylamide was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06815139B2
Source datasetuspto-grants-2004_11
ORD IDord-4a09bbaf678a4874a5ca2f2cbf824336
Source noteuspto-grants-2004_11