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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821360Generated: November 1, 2026

Ammonia → HCID 86628204, compound

https://huagongshe.com/reaction/1821360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 3-ethoxy-2-propenoateHCID 221780—
ReactantHCID 86628203HCID 86628203—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86628204HCID 866282048.2%

Reaction Steps

Ethyl 3-ethoxyacrylate (0.22 mL, 1.5 mmol) was dissolved in dioxane (4.0 mL) and water (4.0 mL) and after cooling to −10° C., the solution was added with N-bromosuccinimide (0.29 g, 1.6 mmol), followed by stirring at room temperature for 1 hour. The mixture was added with Compound 161 (0.40 g, 1.4 mmol), followed by stirring at 80° C. for 1 hour. The reaction mixture was added with aqueous ammonia to stop the reaction. The precipitated crude product was collected by filtration, purified by silica gel column chromatography (hexane/ethyl acetate=4/1 to 1/2) and triturated in ethyl acetate to obtain Compound 165 (45 mg, 8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-706c1e2918694ca39b6eac0ca6e6e88e
Source noteuspto-grants-2009_10