1,8-diisocyanatooctane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The same general procedure as reported in Example 16 was followed. 1,8-Diisocyanatooctane (3.9 ml, 20 mmol), N-(1-ethylpropyl)hydroxylamine (4.3 g, 42 mmol), and dichloromethane (200 ml) were combined to provide 7.4 g of the desired product as a white powder: MP: 89.0-90.0° C. ; 1H NMR (500 MHz, DMSO): δ 8.65 (s, 2H), 6.71 (t, J=5.9 Hz, 2H), 3.78 (m, 2H), 3.01 (q, J=6.7 Hz, 4H), 1.49-1.21 (m, 20H), 0.79 (t, J=7.5 Hz, 12H); 13C NMR (125 MHz, DMSO): δ 161.2, 60.1, 39.3, 29.9, 28.9, 26.3, 24.5, 11.1; IR (KBr): 3444, 3128, 2962, 2933, 2856, 1628, 1537, 1473, 1358, 1319, 1271, 1165, 1140, 1105, 1070, 1039, 927, 839, 779, 748 cm-1 ; MS (FAB): m/e 403.3277 (403.3284 calc'd for C20H43N4O4, M+H), 300; Anal. calc'd for C20H42N4O4 : C, 59.67; H, 10.51; N, 13.92. Found: C, 59.71; H, 10.65; N, 13.92.