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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121957Generated: November 2, 2026

Benzyl Isothiocyanate → 3-Benzyl-1-methyl-2-thioxoimidazolidin-4-one

https://huagongshe.com/reaction/2121957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl IsothiocyanateHCID 2346—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantGlycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 83544—
SolventEthanolHCID 702—
Product3-Benzyl-1-methyl-2-thioxoimidazolidin-4-oneHCID 2193762999.9%

Reaction Steps

To a solution of sarcosine methyl ester hydrochloride (0.56 g, 4.0 mmol) and DBU (0.60 mL, 4.0 mmol) in anhydrous ethanol added benzyl isothiocyanate (0.53 mL, 4.0 mmol). The resulting solution was heated at reflux 16 h, cooled, concentrated and chromatographed (silica gel, DCM) to give the title compound (0.88 g, quant.). 1H-NMR (CDCl3): δ 7.49-7.53 (2H, m), 7.28-7.35 (3H, m), 5.02 (2H, s), 4.03 (2H, s), 3.34 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696473B2
Source datasetuspto-grants-2004_02
ORD IDord-566add14f0be4d398821deabb1b039d8
Source noteuspto-grants-2004_02