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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082197Generated: November 2, 2026

Methacrylamide → Ethyl (2-methylacryloyl)carbamate

https://huagongshe.com/reaction/2082197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylamideHCID 6595—
ReactantEthyl chloroformateHCID 10928—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl (2-methylacryloyl)carbamateHCID 1362854012.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

In 200 g of dioxane, 4.26 g of methacrylamide and 6.37 g of potassium t-butoxide were dissolved and the solution was stirred for 60 minutes at 60° C. Then, 5.43 g of ethyl chloroformate was dissolved in 50 g of dioxane and the solution was added dropwise to the reaction mixture in 2 hours. After removing tetrahydrofurane in vacuo, 1000 g of water was added to the residue and the solution was extracted with 500 ml of ethyl acetate. The extract was evaporated in vacuo. The crude product was subjected to column chromatography, thereby obtaining 1.0 g of ethyl N-methacryloylcarbamate. Melting point of the product was 73°-74° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05187306
Source datasetuspto-grants-1993_02
ORD IDord-83c145ec92ec48e7946d84781a40aa63
Source noteuspto-grants-1993_02