Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (Z)-4-amino-N-hydroxy-1,2,5-oxadiazole-3-carbonimidoyl chloride | HCID 4040027 | — |
| Edukt | N-(2-Aminoethyl)methanesulfonamide dihydrochloride | HCID 86638021 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 178505125 | HCID 178505125 | 100,9% |
Reaktionsschritte
4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidoyl chloride (9.7 g, 60 mmol) was stirred in ethanol (460 mL) and N-(2-aminoethyl)methanesulfonamide dihydrochloride (19 g, 109 mmol) was added slowly in portions and the temperature rose to 25° C. After cooling back to 0° C., triethylamine (53 mL, 380 mmol) was added dropwise over 15 minutes and the reaction was stirred for an additional 15 minutes. The solution was washed with water (300 mL) and brine (300 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to give the desired product (16 g, 100%). LCMS calculated for C6H13N6O4S (M+H)+: m/z=265.1. 1H NMR (400 MHz, DMSO-d6): δ 10.16 (s, 1H), 9.07 (m, 1H), 7.18 (m, 1H), 6.37 (s, 2H), 3.36 (m, 2H), 3.15 (m, 2H), 2.87 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822511B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-d60e0065cde246dba3730787277608e5 |
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| Quellennotiz | uspto-grants-2014_09 |
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