Isopropyl isocyanate → HCID 19025789, compound

Participants

Reaction Conditions

Reaction Steps

Part D. A solution of the amine prepared in Part C above (2.92 g, 6.89 mmol) in methylene chloride (50 mL) was cooled to 0° C., and a solution of isopropylisocyanate (0.70 mL, 7.1 mmol) in methylene chloride (20 mL) was added dropwise. The mixture was allowed to stir and slowly warm over 18 hours, then was evaporated. The residual oil was separated by flash chromatography (1:4 ethyl acetate-hexane) to afford the product, 1-[5-(4,5-diphenyl-1H-imidazol-2-ylthio)pentyl]-1-(5-hydroxypentyl)-3-(1-methylethyl)-urea, as a low-melting solid (3.00 g, 5.90 mmol, 86%). 1H NMR (CDCl3): 11.34 (1H, br s); 7.60 (2H, br d, J=7 Hz); 7.48 (2H, br d, J =7 Hz); 7.38-7.20 (6H, m); 4.21 (1H, br d, J=6.6 Hz); 4.02 (1H, br s); 3.82 (1H, octet, J=6.6 Hz); 3.65 (2H, br t, J=7 Hz); 3.32 (2H, t, J=6.4 Hz); 3.12 (2H, t, J=7.5 Hz); 3.01 (2H, t, J=6.6 Hz); 1.81-1.36 (12H, m); 1.06 (6H, d, J=6.6 Hz).

Provenance & Evidence