反应详情

To a stirred slurry of 3.1 g (0.01 mole) 4,5 bis-(p-methoxyphenyl)-2-mercaptoimidazole [Anschutz and Schwickerath, Ann., 284, 24 (1895)] in 50 ml methanol was added 0.65 g (0.012 mole) of sodium methoxide. To the resulting solution was added 2.6 g (0.011 mole) 2-chloroethyl-p-toluenesulfonate in 10 ml methanol. The mixture was heated at reflux overnight. Another 0.5 g (0.002 mole) of 2-chloroethyl-p-toluenesulfonate was added and refluxing was continued another 2 hours. The mixture was poured into ice water and extracted with methylene chloride three times. The methylene chloride layers were dried and concentrated on a rotary evaporator. The residue was chromatographed on silica gel, eluting with chloroform. The product was obtained by trituration of fractions 4 and 5 with ether to give crystalline material, m.p. 149°-151°. Analysis by IR, NMR and CHN microanalysis indicated the product in a purity of about 85%.

1. temperatureThe mixture was heated
2. temperatureat reflux overnight
3. temperaturerefluxing
4. extractionextracted with methylene chloride three times
5. dry with materialThe methylene chloride layers were dried
6. concentrationconcentrated on a rotary evaporator
7. customThe residue was chromatographed on silica gel
8. washeluting with chloroform
9. customThe product was obtained by trituration of fractions 4 and 5 with ether
10. customto give crystalline material, m.p. 149°-151°