Sodium hydride → HCID 66955584, compound

Participants

Reaction Steps

Ring closure of alcohol 99 with NaH as in Example 2A for 75 min, followed by chromatography of the product on silica gel, eluting with CH2Cl2, gave 2-[(4-iodophenoxy)methyl]-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole (100) (92%) as a cream solid: mp (MeOH/CH2Cl2/hexane) 181-183° C.; 1H NMR (CDCl3) δ 7.57 (dt, J=9.0, 2.7 Hz, 2H), 7.54 (s, 1H), 6.63 (dt, J=9.0, 2.7 Hz, 2H), 4.46 (d, J=10.2 Hz, 1H), 4.20 (d, J=10.1 Hz, 1H), 4.05 (d, J=9.9 Hz, 1H), 4.03 (d, J=10.1 Hz, 1H), 1.78 (s, 3H). Anal. (C13H12IN3O4) C, H, N.

Provenance & Evidence