Benzyl isocyanate → HCID 54126838, compound

Participants

Reaction Steps

A solution of trans-3-amino-1,1-dimethyl-2-hydroxy-5-nitro indane (0.75 g, 3.37 mmoles, as prepared in part H of Example 1) and benzyl isocyanate (0.45 g, 3.37 mmoles) in ethanol (6 ml) was heated at reflux for three hours and cooled to room temperature. The reaction product, which had precipitated from solution was collected by suction filtration and dried under vacuum to afford 1.13 g of the title compound as a pure white solid, m.p. 202°-204° C. 1H NMR (DMSO-d6) δ 8.14 (dd, J=2.34 and 8.21 Hz, 1H), 7.91 (s, 1H), 7.50 (d, J=8.21 Hz, 1H), 7.39-7.25 (m, 5H), 6.61 (m, 1H), 5.63 (d, J=5.28 Hz, 1H), 4.93 (dd, J=8.21 and 8.79 Hz, 1H), 4.34 (d, J=5.68 Hz, 2H), 3.79 (dd, J=5.87 and 8.79 Hz, 1H), 1.32 (s, 3H), 1.06 (s, 3H). 13H NMR (DMSO-d6) δ 158.63, 156.50, 146.85, 142.88, 140.81, 128.25, 127.01, 126.61, 123.87, 123.33, 118.66, 84.74, 57.93, 44.05, 44.07, 25.04, 22.42.

Provenance & Evidence