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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327749Generated: October 29, 2026

4-Nitroaniline → 1-Methacryloyl-3-(4-nitrophenyl)urea

https://huagongshe.com/reaction/327749

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitroanilineHCID 7475—
ReactantMethacryloyl isocyanateHCID 10942374—
SolventDiethyl EtherHCID 3283—
Product1-Methacryloyl-3-(4-nitrophenyl)ureaHCID 1973356879%

Reaction Steps

Into 500 ml of a diethyl ether solution of 13.8 g (0.1 mol) of p-nitroaniline was added dropwise 50 ml of a diethyl ether solution of 11.1 g (0.1 mol) of methacryloyl isocyanate over about 30 minutes in an ice bath. After completion of the addition, the produced crystal was filtered and the filtrate was distilled under a reduced pressure. The yellow solid gathered from the filtration and the distillation residue was recrystallized with methyl ethyl ketone to obtain 19.7 g of 1-methacryloyl-3-(4-nitrophenyl)urea (Compound 1) which had a decomposing point of 241° to 244° C. and was yellow needle crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05274061
Source datasetuspto-grants-1993_12
ORD IDord-0f5fee034f3846f5bbb1310f62e4ee96
Source noteuspto-grants-1993_12