反应详情

To a solution of 114 g of o-amino-N,N-diethylbenzenesulfonamide in a mixture of 400 ml of concentrated hydrochloric acid and 100 ml of glacial acetic acid was added a solution of 50 g of sodium nitrite in 130 ml of water at -5° to 0°. The solution was stirred at 0° for 15 minutes then poured into a mixture of 14 g of cuprous chloride and 100 ml of liquid sulfur dioxide in 550 ml of glacial acetic acid at 0°-5°. This mixture was stirred at 0° for 15 minutes then at room temperature for 3 hours before pouring into three liters of ice water. The crude sulfonyl chloride was filtered off and washed with water. It was then dissolved in 1 l of ethyl ether, washed with water and dried over magnesium sulfate. To this ether solution was added 20 ml of liquid anhydrous ammonia at 5°-15°. After stirring overnight at room temperature the solid was filtered off, washed with water, ethanol and then 1-chlorobutane, Oven drying at 60° gave 91.8 g N,N-diethyl-1,2-benzenedisulfonamide, m.p. 156°-9°.

1. stirringThis mixture was stirred at 0° for 15 minutes
2. filtrationThe crude sulfonyl chloride was filtered off
3. washwashed with water
4. dissolutionIt was then dissolved in 1 l of ethyl ether
5. washwashed with water
6. dry with materialdried over magnesium sulfate
7. additionTo this ether solution was added 20 ml of liquid anhydrous ammonia at 5°-15°
8. stirringAfter stirring overnight at room temperature the solid
9. filtrationwas filtered off
10. washwashed with water, ethanol
11. dry with material1-chlorobutane, Oven drying at 60°