Nitrogen → HCID 67958050, compound

Participants

Reaction Conditions

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(chloromethyl)-4-(methoxymethyl)oxazole (1.38 g, 8.55 mmol) in DMF (24.0 mL) was added to a solution of 4-nitro-2H-[1,2,3]triazole (T. E. Eagles et al. Organic preparations and procedures 2 (2), 117-119, 1970; P. N. Neuman J. Heterocycl. Chem. 8, 51-56, 1971) (10.16 g of a 9.6% solution in DMF, 8.55 mmol) in DMF (24.0 mL) pre-treated for 30 min with DIPEA (2.93 mL, 17.10 mmol) and the reaction mixture was stirred overnight at 50° C. Water (200 mL), followed by EA (200 mL) was added. The layers were separated and the org. layer was washed with water (3×70 mL), dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (4:6 hept-EA) gave the title compound as a yellow oil: TLC: rf (4:6 hept-EA)=0.38. LC-MS-conditions 07: tR=0.63 min.

Provenance & Evidence