反应详情

To a stirred solution of 1.40 g (5.20 mmol) {2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea in 35 ml chloroform was added dropwise 0.27 ml (5.27 mmol) bromine and the reaction mixture heated at reflux for 18 hours. The mixture was then cooled to room temperature, poured slowly onto sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated in vacuo. Flash chromatography (ethyl acetate) afforded 984 mg (71%) 4-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine as an orange crystalline solid. ES-MS m/e (%): 268 (M+H+, 100).

1. temperaturethe reaction mixture heated
2. temperatureat reflux for 18 hours
3. additionpoured slowly onto sodium bicarbonate solution
4. extractionextracted three times with ethyl acetate
5. dry with materialThe combined organic phases were dried over sodium sulfate
6. concentrationconcentrated in vacuo