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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269148Generated: October 30, 2026

Diisopropylethylamine → HCID 178510658, compound

https://huagongshe.com/reaction/2269148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantAminomalononitrile p-toluenesulphonateHCID 563049—
Reactant1-Fluoro-4-(isocyanatomethyl)benzeneHCID 2733376—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178510658HCID 17851065889%

Reaction Steps

4-Fluorobenzylisocyanate (1.37 g, 10 mmol) and N,N-diisopropylethylamine (1.29 g, 10 mmol) were added to aminomalononitrile p-toluenesulfonate (2.53 g, 10 mmol) suspended in tetrahydrofuran (50 ml). The mixture was stirred at room temperature for 24 hours and then the solvent was removed in vacuo. To the residue was added ethyl acetate and the solution was washed and the organic layer was extracted with 1N aqueous sodium hydroxide. The extract was neutralized with 10% aqueous potassium hydrogen sulfide and extracted with ethyl acetate. The organic layer was dried on sodium sulfate and the solvent was removed in vacuo. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (1.93 g, yield 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329381B1
Source datasetuspto-grants-2001_12
ORD IDord-6dde8f5f8374423b892db3a5e9cd17a3
Source noteuspto-grants-2001_12