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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341167Generated: October 25, 2026

Ethyl isocyanate → 1-Ethyl-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

https://huagongshe.com/reaction/341167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
ReactantTriethylamineHCID 8471—
Reactant3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734655—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1-Ethyl-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaHCID 5932098685.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (30 g, 137 mmol, 1.0 equiv) in THF (300 ml) was added triethylamine (58 ml, 410 mmol, 3.0 equiv) and ethyl isocyanate (16.3 ml, 205 mmol, 1.5 equiv). The reaction was warmed to 60° C. for 2 hours. The reaction was cooled to room temperature and diluted with diethyl ether (600 ml). The precipitate was filtered and solid was washed with diethylether to afford desired product 34 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895745B2
Source datasetuspto-grants-2014_11
ORD IDord-a600985e16c543abb6c749015f603880
Source noteuspto-grants-2014_11