HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269148Generated: October 30, 2026
Diisopropylethylamine → HCID 178510658, compound
https://huagongshe.com/reaction/2269148
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Aminomalononitrile p-toluenesulphonate | HCID 563049 | — |
| Reactant | 1-Fluoro-4-(isocyanatomethyl)benzene | HCID 2733376 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178510658 | HCID 178510658 | 89% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06329381B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-6dde8f5f8374423b892db3a5e9cd17a3 |
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| Source note | uspto-grants-2001_12 |
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