Aziridine → HCID 11266110, compound

Participants

Reaction Steps

A stirred suspension of 5-fluoro-4-(methysulfonyl)-2-nitrobenzamide (Atwell et al., Anti-Cancer Drug Design, 1996, 11, 553-567) (262 mg, 1.00 mmol) in dry dioxane (15 mL) was treated with aziridine (207 μL, 4.00 mmol) at 35° C. for 1 h. The solvent was then removed under reduced pressure, and the residue was shaken with water and recrystallized from MeOH to give 12 (217 mg, 76%) mp 222-224° C., 1H NMR [(CD3)2SO]δ68.39 (s, 1H, H-3), 8.14 & 7 86 (2xbr s, 2H, CONH2), 7.33 (s, 1H, H-6), 3 41 (s, 3H, CH3), 2.57 (s, 4H, aziridine-H). Anal. Calcd for C10H11N3O5S: C, 42.10,H, 3.89, N, 14.73. Found. C, 45.25;H, 3.71; N, 14 98%.

Provenance & Evidence