反应详情

50 ml of a solution of 15% by weight of BF3 in acetic acid are allowed to flow rapidly into a suspension of 26.3 g (0.1 mole) of 5-cyano-10-nitro-5H-dibenz[b,f]azepine in 200 ml of acetic acid. The mixture is stirred for 45 minutes until complete dissolution occurs and the moderately exothermic reaction has subsided. At 30° 40 g of iron powder are then added and 100 ml of water are slowly added dropwise in the course of 30 minutes, the temperature rising to 65°. The reaction mixture is stirred for 15 hours at room temperature, is heated again to 60°, and the undissolved parts are filtered off and washed three times with acetic acid. The filtrate is concentrated by evaporation in vacuo to a volume of approximately 100 ml and 400 ml of water are added dropwise. The mixture is stirred for a further 2 hours, filtered and the filter cake is washed neutral with water. After drying at 50° in vacuo, 23.8 g (94.4% of the theoretical yield) of crude product are obtained and this is recrystallised from 200 ml of acetic acid/water (8:2). Pure 5-carbamoyl-10-oxo-10,11-dihydro-5H-dibenz[b,f]azepine is obtained, which according to the IR spectrum is identical to authentic material.

1. customthe moderately exothermic reaction
2. customrising to 65°
3. stirringThe reaction mixture is stirred for 15 hours at room temperature
4. temperatureis heated again to 60°
5. filtrationthe undissolved parts are filtered off
6. washwashed three times with acetic acid
7. concentrationThe filtrate is concentrated by evaporation in vacuo to a volume of approximately 100 ml and 400 ml of water
8. additionare added dropwise
9. stirringThe mixture is stirred for a further 2 hours
10. filtrationfiltered
11. washthe filter cake is washed neutral with water
12. customAfter drying at 50° in vacuo, 23.8 g (94.4% of the
13. customtheoretical yield) of crude product
14. customare obtained
15. customthis is recrystallised from 200 ml of acetic acid/water (8:2)