Tetrahydrofuran → HCID 10220418, compound

Participants

Reaction Steps

Reaction of 4-chloro-2,5-dinitrobenzamide [Goldstein and Schaaf, Helv. Chim Acta. 1957, 40, 369-376] in tetrahydrofuran as described in Example C except that the reaction time was 2 hours, gave 2-(aziridin-1-yl)-4-chloro-5-nitrobenzamide (15) as a yellow powder, mp 155° C. 1H NMR [(CD3)2SO] δ8.15 (s, 1H, H-6), 7.83, 7 81 (2 br s, 2H, CONH2), 7.40 (s, 1H, H-3),2.33 (s, 4H, aziridin-H). 13NMR δ165.68 (s), 156 66 (s), 140.39 (s), 128 46 (s), 127 87 (s), 127 02 (d), 123.94 (d), 29.35 (t). Found: C,44.70;H, 3.14; N, 17.41. C9H8ClN3O3 requires C, 44 73;H, 3.33; N, 17.39%

Provenance & Evidence