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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307892Generated: October 26, 2026

Dimethylformamide → Methyl 3-methylthio-2-acetamidocinnamate

https://huagongshe.com/reaction/2307892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl 2-acetamidoacrylateHCID 98644—
ReactantSodium BicarbonateHCID 516892—
Reactant3-IodothioanisoleHCID 10705783—
CatalystTetrabutylammonium ChlorideHCID 70681—
Catalystpalladium(II) acetateHCID 167845—
ProductMethyl 3-methylthio-2-acetamidocinnamateHCID 54544409—

Reaction Steps

4.8 g of methyl (3-methylthio)-2-acetamidocinnamate are obtained in the form of a white solid which melts at 139° C. by proceeding as in Example 34-3 but using 5.6 g of methyl 2-acetamidoacrylate, 0.18 g of palladium acetate, 8.2 g of tetrabutylammonium chloride, 5.86 g of sodium hydrogen carbonate and 6.5 g of 3-iodo-1-methylthiobenzene dissolved in 160 ml of anhydrous DMF.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06833382B2
Source datasetuspto-grants-2004_12
ORD IDord-edd9731b18df44c79ff3ba6129fcc325
Source noteuspto-grants-2004_12