Reacción #71022

Ecuación de reacción

2-[5-(2-methyl-[1,3]dioxolan-2-yl)-furan-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole

NH4Cl

N2

→

title compound

2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-furan-2-ylmethyl]-2H-[1,2,3]triazol-4-ylamine

Disolventes

EtOH

water

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe reaction mixture was filtered while hot and
2. 2
   Concentraciónconcentrated under reduced pressure
3. 3
   workup.ADDITIONCH2Cl2 (20 mL) was added
4. 4
   ExtracciónThe aq. layer was extracted with CH2Cl2 (2×20 mL)
5. 5
   Secadoextracts were dried over MgSO4
6. 6
   Filtraciónfiltered
7. 7
   Otrothe solvents were removed under reduced pressure

Procedimiento

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-furan-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole (218 mg, 0.78 mmol), iron powder (132 mg, 2.33 mmol) and NH4Cl (210 mg, 3.89 mmol) in a mixture of EtOH (4.0 mL) and water (2.0 mL) was stirred at 75° C. for 0.5 h. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (20 mL) was added followed by 1M NaOH (20 mL). The aq. layer was extracted with CH2Cl2 (2×20 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. LC-MS-conditions 02: tR=0.71 min; [M+H]+=251.16.

Fuente