Dimethyl Sulfate → HCID 23023990, compound

Participants

Reaction Steps

Under a nitrogen stream, N,N-dimethylformamide (1.05 L, 7.0 v/w) was added to ethyl 4-((4-(4-nitrophenyl)-2-thiazolyl)amino)benzoate hydrobromide (150 g, 0.333 mol) obtained in Example 3(1). With stirring under ice-cooling, potassium carbonate (138 g, 0.999 mol) was added carefully. After stirring at room temperature for 20 min., dimethyl sulfate (63.2 ml, 0.666 mol) was added. After stirring at 60° C. for 2 hr., distilled water (1.05 L, 7.0 v/w) was added with stirring under ice-cooling. After stirring under ice-cooling for 1 hr., the resulting crystal were collected by filtration, washed with distilled water (450 mL) and dried in vacuo to give the title compound (127 g, yield 99.3%) as an orange crystal.

Provenance & Evidence