HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42763Erstellt: 25. Oktober 2026
Nitrogen → 6-(4-Nitro-[1,2,3]triazol-2-yl)-hexan-2-one
https://huagongshe.com/reaction/42763
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Nitrogen | HCID 947 | — |
| Edukt | 6-Bromohexan-2-one | HCID 25061 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-nitro-2H-1,2,3-triazole | HCID 278150 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 6-(4-Nitro-[1,2,3]triazol-2-yl)-hexan-2-one | HCID 67365263 | — |
Reaktionsschritte
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a suspension of 4-nitro-2H-[1,2,3]triazole (114 mg, 1.00 mmol) in DMF (1.0 mL) was treated with DIPEA (0.34 mL, 2.00 mmol). After 30 min, a solution of 6-bromo-hexan-2-one (179 mg, 1.00 mmol) in DMF (1.0 mL) was added and the reaction mixture was stirred for 24 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 Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (2:1 hept-EA) gave the title compound as a yellow oil: TLC:rf (2:1 hept-EA)=0.26. LC-MS-conditions 02: tR=0.86 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-5e25961a1c2a4638ac66cb199ce37e90 |
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| Quellennotiz | uspto-grants-2013_09 |
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