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HRID 42761Erstellt: 25. Oktober 2026

Nitrogen → 2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-benzyl]-4-nitro-2H-[1,2,3]triazole

https://huagongshe.com/reaction/42761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktDiisopropylethylamineHCID 81531—
Edukt4-nitro-2H-1,2,3-triazoleHCID 278150—
Edukt(3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl)methyl methanesulfonateHCID 86649478—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-benzyl]-4-nitro-2H-[1,2,3]triazoleHCID 67365422—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 4-nitro-2H-[1,2,3]triazole (50 mg, 0.43 mmol) in DMF (1.0 mL) was treated with DIPEA (0.15 mL, 0.87 mmol). After 30 min, a solution of methanesulfonic acid 3-(2-methyl-[1,3]dioxolan-2-yl)-benzyl ester (106 mg, 0.52 mmol) in DMF (1.0 mL) was added and the reaction mixture was stirred for 3 days 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 colorless oil: TLC:rf (1:2 hept-EA)=0.42. LC-MS-conditions 02: tR=0.99 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536209B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5165ea9072ce49c6af505bbc9bc310b2
Quellennotizuspto-grants-2013_09