Methane → HCID 11488058, compound

Participants

Reaction Steps

A solution of 2.8 g of the dichloride obtained in Example 15 and 3.8 g of anhydrous sodium iodide in 35 ml of anhydrous acetone are stirred under a nitrogen atmosphere and heated at reflux temperature for 2 days. After cooling to ambient temperature, the solution is evaporated to dryness. The solid residue is dissolved in ether and washed with a sodium thiosulfate solution to remove iodine. The organic layer is separated, dried (Na2SO4) and evaporated to dryness, and after recrystallization from hexane the title compound is produced. Yield 60%: IR 1503 cm-1 and 1349 (aromatic C-NO2); 1HNMR (CDCl3) δ7.83 (d, 1H), 7.77 (s, 1H), 7.0 (α, 1H), 4.38 (t, 4H), 3.48 (t, 4H); MS (CI, methane), m/z 464 (M+H), 492 (M+29), 504 (M+41), 336 (MH - HI).

Provenance & Evidence