Water → HCID 66976987, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5,7-dibromo-1,3-benzoxazol-2-amine 1(1050 mg; 3.60 mmol) in DMSO (0.7 mL) and dioxane (16 mL) was treated with triethylamine (980 mg, 9.7 mmol) and ethyl isocyanate (767 mg, 10.79 mmol). The reaction was stirred at 60° C. for 24 h. After that time an additional batch of ethyl isocyanate (400 mg, 6 mmol) and triethylamine (500 mg, 5 mmol) were added and the mixture stirred at 60° C. further 24 h. Water was then added and the solid formed was filtrated, rinsed with water and then triturated with EtOAc to give the desired product as a white-off solid (m=950 mg; yield: 73%). 1H NMR (DMSO) δ 11.25 (br s, 1H), 8.16-8.10 (m, 1H), 8.09 (s, 1H), 7.91 (s, 1H), 3.30-3.22 (m, 2H), 1.13 (t, J=7.2 Hz, 3H). ESI-MI m/z [M+H]+: 293.1. 1Prepared according to the method described in J. Pharm. Sci (1964) Vol. 53 p 538-544.

Provenance & Evidence