4-Chlorophenyl Isocyanate → HCID 67282653, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of dimethyl 2-aminoterephthalate (1.50 g, 7.2 mmol) in triethylamine (2.50 mL, 18.0 mmol) and 1,4-dioxane (20 mL) was added 1-chloro-4-isocyanatobenzene (1.4 g, 9.3 mmol). The reaction mixture was heated to 90° C. and stirred overnight. The mixture was then cooled to rt and the solid was filtered, then rinsed with ether (2×) to afford methyl 3-(4-chlorophenyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxylate (1.56 g, 66%). LC-MS: (FA) ES+ 331; 1H NMR (300 MHz, DMSO) δ 11.77 (s, 1H), 8.07 (d, J=8.2 Hz, 1H), 7.82 (d, J=1.2 Hz, 1H), 7.74 (dd, J=8.2, 1.4 Hz, 1H), 7.56 (d, J=8.6 Hz, 2H), 7.40 (d, J=8.6 Hz, 2H), 3.92 (s, 3H).

Provenance & Evidence