تفاعل #2357320

معادلة التفاعل

methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate

sodium acetate

ethyl nitroacetate

ethanol

sodium nitrite

→

methyl 2-(N-tert-butylsulfamoyl)-4-(ethoxycarbonylnitromethylenehydrazino)benzoate

المردود 60.0%

المذيبات

HCl

water

water

water

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe few undissolved components are filtered off cold
2. 2
   workup.WAITthe mixture is left
3. 3
   workup.WAITto stand at this temperature for 15 h
4. 4
   ترشيحThe mixture is filtered off
5. 5
   غسيلthe solid is washed with water
6. 6
   أخرىdried under reduced pressure

الإجراء التجريبي

5.7 g (0.02 mol) of methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate are suspended in a mixture of 30 ml of conc. HCl and 36 ml of water. At 0-50° C., a solution of 1.5 g (0.022 mol) of sodium nitrite in 9 ml of water is added dropwise. The few undissolved components are filtered off cold, and the cold diazonium salt solution is slowly poured, at 5-10° C., into a mixture of 8.9 g (0.11 mol) of sodium acetate, 16 ml of water, 60 ml of ethanol and 2.7 g (0.02 mol) of ethyl nitroacetate. Stirring is continued at 0° C. for 2 h and the mixture is left to stand at this temperature for 15 h. The mixture is filtered off and the solid is washed with water and dried under reduced pressure, giving 5.2 g (60% of theory) of methyl 2-(N-tert-butylsulfamoyl)-4-(ethoxycarbonylnitromethylenehydrazino)benzoate of m.p. 142-145° C.

المصدر