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HRID 42763Erstellt: 24. Oktober 2026

Nitrogen → 6-(4-Nitro-[1,2,3]triazol-2-yl)-hexan-2-one

https://huagongshe.com/de/reaction/42763

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
Edukt6-Bromohexan-2-oneHCID 25061—
EduktDiisopropylethylamineHCID 81531—
Edukt4-nitro-2H-1,2,3-triazoleHCID 278150—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6-(4-Nitro-[1,2,3]triazol-2-yl)-hexan-2-oneHCID 67365263—

Reaktionsbedingungen

Temperatur50 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536209B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5e25961a1c2a4638ac66cb199ce37e90
Quellennotizuspto-grants-2013_09