1-Amino-2-propanol → 4-Chloro-2-(beta-hydroxypropyl)amino-6-(beta-hydroxypropyl)aminonitrobenzene
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[C:3]=1[N+:10]([O-:12])=[O:11].[NH2:13][CH2:14][CH:15]([OH:17])[CH3:16]>>[Cl:8][C:6]1[CH:5]=[C:4]([NH:13][CH2:14][CH:15]([OH:17])[CH3:16])[C:3]([N+:10]([O-:12])=[O:11])=[C:2]([NH:13][CH2:14][CH:15]([OH:17])[CH3:16])[CH:7]=1Participants
3
Conditions
- Temperature
- 80 °C
Procedure
0.2 mole (45.3 g) of 2,4,6-trichloronitrobenzene is added in small portions to 180 ml of 3-amino-2-propanol heated to 80° C., with stirring. The reaction is exothermic. After heating for 3 hours 30 minutes, the reaction mixture is poured into 180 ml of ice-cold water. The product expected precipitates. It is drained, washed to neutrality with water and then dried under vacuum in the presence of phosphorous pentoxide. After recrystallization from 96° ethanol, it melts at 170° C.