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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120035Generated: November 1, 2026

Methacrylic Acid → N-(p-aminosulfonylphenyl)methacrylamide

https://huagongshe.com/reaction/2120035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
ReactantSulfanilamideHCID 5333—
ReactantAcetonitrileHCID 6342—
Reactant2-Chloroethyl formateHCID 246748—
SolventWaterHCID 962—
SolventTriethylamineHCID 8471—
ProductN-(p-aminosulfonylphenyl)methacrylamideHCID 35006265%

Reaction Conditions

Temperature70 °C

Reaction Steps

31.0 g of methacrylic acid, 39.1 g of chloroethyl formate, and 200 ml of acetonitrile were put in an ice water bath, and this mixture was agitated while cooling. 36.4 g of triethylamine was dropped into the mixture by a dropping funnel over about 1 hour. After the dropping was finished, the ice water bath was taken away, the mixture was agitated for 30 minutes at room temperature. 51.7 g of p-amino benzene sulfonamide was added to the reaction mixture, and the mixture was agitated for 1 hour while being heated at 70° C. After finishing the reaction, an obtained mixture was introduced into 1,000 ml of water while agitating the water, and the obtained mixture was agitated for 30 minutes. The mixture was filtrated for taking out a precipitate. After adding 500 ml of water to the precipitate to make a slurry, the slurry was filtrated, and an obtained solid was dried so as to obtain N-(p-aminosulfonyl phenyl) methacrylamide (yield 46.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689534B2
Source datasetuspto-grants-2004_02
ORD IDord-6acbcb0c29c9492eac3e6a36dedef7e4
Source noteuspto-grants-2004_02