Ethyl isothiocyanatoformate → Ethyl [(4,6-dimethoxypyrimidin-2-yl)amino]carbono thioylcarbamate

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Reaction Steps

2-Amino-4,6-dimethoxypyrimidine (5.0 g, 36 mmol) was dissolved in dry tetrahydrofuran (THF, 35 mL), ethoxycarbonylisothiocyanate (6.4 mL, 54 mmol) was added and the solution was allowed to stir at room temperature. After 24 hours, the solvent is removed in vacuo and the residue was mixed with ether to form a crystalline solid. The solids were removed by vacuum filtration and dried to afford the product as a tan solid (8.9 g, 87%). mp 196-197° C. 1H NMR (CDCl3): δ13.2 (bs, 1H); 8.8 (bs, 1H); 5.80 (s, 1H); 4.32-4.25 (q, 2H, J=7.2); 3.93 (s, 3H); 1.30 (t, 3H, J=7.2).

Provenance & Evidence