HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42855Erstellt: 24. Oktober 2026
Nitrogen → 1-[2-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-oxazol-4-yl]-ethanone
https://huagongshe.com/de/reaction/42855
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Nitrogen | HCID 947 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-nitro-2H-1,2,3-triazole | HCID 278150 | — |
| Edukt | Methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester | HCID 86649491 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-[2-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-oxazol-4-yl]-ethanone | HCID 67127740 | — |
Reaktionsschritte
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester (116 mg, 0.53 mmol) in DMF (3.0 mL) was added to a solution of 4-nitro-2H-[1,2,3]triazole (62 mg, 0.53 mmol) in DMF (2.0 mL) pre-treated for 30 min with DIPEA (0.20 mL, 1.17 mmol) and the reaction mixture was stirred for 20 h at 50° C. Water (10 mL), followed by EA (10 mL) were added. The aq. layer was extracted with EA (10 mL) and the combined org. extracts were dried over NaSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (3:1 to 1:1 hept-EA) gave the title compound as a yellow solid. TLC:rf (1:2 hept-EA)=0.49. LC-MS-conditions 01: tR=0.76 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08536209B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-35d322c817cd48fd88f5b12a53bd2795 |
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| Quellennotiz | uspto-grants-2013_09 |
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