反应详情

To a stirred mixture of lithium aluminium hydride (5.0 g) and 1,2-dimethoxyethane (100 ml) a solution of 3-n-butylamino-4-phenoxy-5-sulfamylbenzonitrile (15 g) in dry 1,2-dimethoxyethane (150 ml) is during about one hour at 100° C. dropwise added, and the mixture is stirred and refluxed for a further 16 hours. After cooling, ethyl acetate (10 ml) followed by water (20 ml) are very cautiously added dropwise, whereafter the mixture is stirred for a further 30 minutes. It is then heated on a steam-bath and filtered hot; the filter-cake is carefully washed with hot 2-methoxyethanol (3 portions of 50 ml). The combined filtrates are evaporated in vacuo to yield crude 3-n-butylamino-4-phenoxy-5-sulfamylbenzylamine. After recrystallization from 2-methoxyethanol it is obtained with a melting point of 197°-198° C. The material (IR, analysis) is identical with the material prepared as in Example 289.

1. additiondropwise added
2. temperaturerefluxed for a further 16 hours
3. temperatureAfter cooling
4. additionare very cautiously added dropwise, whereafter the mixture
5. stirringis stirred for a further 30 minutes
6. temperatureIt is then heated on a steam-bath
7. filtrationfiltered hot
8. washthe filter-cake is carefully washed with hot 2-methoxyethanol (3 portions of 50 ml)
9. customThe combined filtrates are evaporated in vacuo