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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056529Generated: October 25, 2026

Water → HCID 86684694, compound

https://huagongshe.com/reaction/1056529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsothiocyanatotrimethylsilaneHCID 75297—
Reactant(Z)-Ethyl 3-((2-amino-2-oxoethyl)amino)-3-(2-(2-hydroxyethoxy)phenyl)acrylateHCID 86684693—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86684694HCID 8668469431.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (Z)-ethyl 3-((2-amino-2-oxoethyl)amino)-3-(2-(2-hydroxyethoxy)phenyl)acrylate (1.0 g, 3.25 mmol) in tetrahydrofuran (15 mL) was added trimethylsilyl isothiocyanate (1.7 g, 12.9 mmol), and the mixture was stirred at 80° C. for 18 hours. The reaction mixture was cooled to room temperature, poured into a flask containing water and extracted with CH2Cl2 (3×100 mL). The combined organic layers were dried and concentrated under reduced pressure to give a yellow solid, which was purified by flash chromatography (2-5% MeOH:CH2Cl2) to give the title compound (330 mg, 31.7%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399626B2
Source datasetuspto-grants-2016_07
ORD IDord-f0c16ce8fbfd49a2bd6c2be6faefe5ab
Source noteuspto-grants-2016_07