Ethoxalyl chloride → HCID 10286450, compound

Participants

Reaction Steps

Ethyl chlorooxoacetate (5.60 mL, 50.0 mmol) was added to a stirring solution of the above thiourea (6.54 g, 25.0 mmol) in dichloromethane (170 mL) and the resulting mixture was stirred overnight at room temperature. Concentration, trituration of the residue with diethyl ether, and filtration afforded 5.77 g (73%) of 4-[4,5-dioxo-2-thioxo-3-(1,2,2-trimethyl-propyl)-imidazolidin-1-yl]-benzonitrile as a yellow solid: mp 219.6–219.9° C.; 1H NMR (DMSO-d6): δ 8.03 (d, 2H), 7.60 (d, 2H), 4.82 (q, 1H), 1.47 (d, 3H), 1.00 (s, 9H); IR (KBr): 3505, 2970, 2230, 1765, 1600 cm−1; MS (m/z) 315 (M+).

Provenance & Evidence