Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Nitric Acid | HCID 944 | — |
| Edukt | Cyanamide | HCID 9864 | — |
| Edukt | 3,4,5-Trimethoxyaniline | HCID 32285 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 178419082 | HCID 178419082 | 46% |
Reaktionsschritte
To a room temperature solution of 3,4,5-trimethoxyaniline (3.46 g,18.9 mmol) in ethanol (20 mL) was added cyanamide (1.68 mL, 50 wt % in water, 21.7 mmol) followed by the dropwise addition of concentrated nitric acid (1.33 mL). The mixture was heated at reflux for 13 hours and allowed to cool to room temperature. The mixture was concentrated in vacuo to approximately 70% of its original volume and ether was added. The resulting precipitate was isolated on a filter to yield N-(3,4,5-trimethoxyphenyl)guanidinium nitrate (2.5 g, 46%) as a grey powder. 1H NMR (DMSO-d6): δ 9.47 (s, 1 H), 7.29 (s, 3 H), 6.57 (s, 2 H), 3.80 (s, 6 H), 3.68 (s, 3 H); C NMR (DMSO-d6): δ 155.78, 153.33, 136.07, 130.58, 102.90, 59.99, 55.96; MS m/z226 (M+1 of free base).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07087618B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-39d0af338eaa465986e9bf3aba631903 |
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| Quellennotiz | uspto-grants-2006_08 |
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