1-Isopropyl-2-methylsulfanyl-1H-imidazole-4,5-dione → HCID 178456566, compound

Participants

Reaction Conditions

Reaction Steps

To the solution of dione 11 (0.712 g, 3.83 mmol) in 80 ml of dry CHCl3 was added guanidine 14 (0.74 g, 3.64 mmol) and the reaction mixture was heated in an oil-bath at 50° C. for 16 hours. The solid precipitates were collected, washed sequentially with H2O, CH3OH and CHCl3 to afford the compound 3 as a light yellow solid (0.497 g, 40%). mp 233° C. 1H NMR (600 MHz, DMSO-d6): δ 7.77 (d, J=2.2 Hz, 1H), 7.68 (d, J=8.6 Hz, 1H), 7.31 (dd, J=8.6 and 2.2 Hz, 1H), 4.38 (m, 1H), 1.33 (d, J=6.7 Hz, 6H). 13C NMR: δ 172.24, 170.65, 162.14, 160.08, 132.13, 131.76, 126.96, 125.00, 44.44, 20.54. IR: 3277, 3140, 1752, 1725, 1553, 1464, 1317, 996, 808, 754 cm−1. Anal. (C13H13Cl2N5O2): C, 45.63; H, 3.83; N, 19.94. Found: C, 45.40; H, 3.71; N, 19.94.

Provenance & Evidence