反应详情

温度

-20 °C

A suspension of 4.55 g of 4-phenyl-1H-imidazole-2-carboxamide in pyridine (30 ml) was stirred and cooled to -20° C. and treated dropwise with phosphorous oxychloride (2.3 ml) keeping the internal temperature below 0° C. After 40 min the reaction mixture was cooled to -25° C. and water (5 ml) was slowly added. The resultant suspension was poured into stirred water, carefully basified with potassium carbonate, and then filtered. The filtered solid was dissolved in dichloromethane and passed through a short column of fine silica. The column was eluted with dichloromethane-ethyl acetate (9:1), the appropriate fractions were collected and evaporated to give 4-phenyl-1H-imidazole-2-carbonitrile (2.02 g), which was treated in the manner as described in Example 3b and converted with methanesulphone acid into N-hydroxy-4-phenyl-1H-imidazole-2carboximidamide methanesulphonate (1:2), m.p. 151°-153° C.

1. customthe internal temperature below 0° C
2. temperatureAfter 40 min the reaction mixture was cooled to -25° C.
3. filtrationfiltered
4. dissolutionThe filtered solid was dissolved in dichloromethane
5. washThe column was eluted with dichloromethane-ethyl acetate (9:1)
6. customthe appropriate fractions were collected
7. customevaporated