反应详情

15.0 g of 7-bromo-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione and 7.5 g of copper (I) cyanide (freshly prepared) are mixed well in a mortar and heated from 165° to 195° with 7.2 ml of dry pyridine (freshly distilled over potassium hydroxide) under argon over a period of 3 hours. After cooling to 150°, the solid mass is dissolved in about 250 ml of boiling dimethylformamide. The mixture is left to cool, poured into 800 ml of ice-water and extracted three times with 500 ml of chloroform each time. The organic extracts are washed with 250 ml of 2 N hydrochloric acid and three times with 500 ml of water each time, dried in the presence of active carbon and evaporated. The residue is dissolved in about 1 l of methanol. The solution is concentrated to a volume of 250 ml, treated with active carbon and cooled to 5°. The precipitated material is filtered off under suction and dried, there being obtained 7-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione as white crystals of melting point 256°-258°.

1. additionare mixed well in a mortar
2. distillationfreshly distilled over potassium hydroxide) under argon over a period of 3 hours
3. temperatureAfter cooling to 150°
4. dissolutionthe solid mass is dissolved in about 250 ml of boiling dimethylformamide
5. waitThe mixture is left
6. temperatureto cool
7. additionpoured into 800 ml of ice-water
8. extractionextracted three times with 500 ml of chloroform each time
9. washThe organic extracts are washed with 250 ml of 2 N hydrochloric acid and three times with 500 ml of water each time
10. customdried in the presence of active carbon
11. customevaporated
12. dissolutionThe residue is dissolved in about 1 l of methanol
13. concentrationThe solution is concentrated to a volume of 250 ml
14. additiontreated with active carbon
15. temperaturecooled to 5°
16. filtrationThe precipitated material is filtered off under suction
17. customdried