3-Amino-1-propanol → 4-Chloro-2-(gamma-hydroxypropyl)amino-6-(gamma-hydroxypropyl)aminonitrobenzene
Reaktionsgleichung
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][CH2:15][CH2:16][OH:17]>>[Cl:8][C:6]1[CH:5]=[C:4]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])[C:3]([N+:10]([O-:12])=[O:11])=[C:2]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])[CH:7]=1Komponenten
3
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
0.22 mole (50 g) of 2,4,6-trichloronitrobenzene is added in portions to 150 ml of 3-amino-1-propanol heated to 80° C., with stirring. Heating is continued for 1 hour 30 minutes after the addition is complete. The reaction medium is poured into 300 g of ice-cold water. An oil which crystallizes on adding concentrated hydrochloric acid is obtained. The precipitate of the expected product is drained, washed with a 2N solution of hydrochloric acid and then with water to neutrality. After drying at 40° C. in the presence of phosphorous pentoxide, it is recrystallized from 96° ethanol. It melts at 127° C.