Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | N,N-Diethyl-alpha-naphthylamine | HCID 66547 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 10375434 | HCID 10375434 | 48% |
Reaction Steps
A mixture of cyanogen bromide (3.32 g, 31.3 mmol) and N,N-diethyl-1-naphthylamine (5 g, 25 mmol) was heated at 100° C. for 4 hours under nitrogen. It was then allowed to cool to room temperature, ether was added, and the insoluble N,N-diethyl-1-naphthylamine hydrobromide was filtered off. The ether layer was washed with 15% aqueous HCl solution (2×50 ml), water (2×50 ml), and dried over MgSO4. It was filtered, concentrated and the residue was flash chromatographed on silica gel to give N-ethyl-N-(1-naphthyl)-cyanamide (2.34 g, 48%) as a yellow thick liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06251948B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-95ac134ec6ad4a9f9a71a78cfbf38ad5 |
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| Source note | uspto-grants-2001_06 |
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