Reaktionsgleichung
O[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([CH3:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].P(Cl)(Cl)([Cl:17])=O.CCN(C1C=CC=CC=1)CC.C(=O)([O-])[O-].[Ca+2]>>[Cl:17][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([CH3:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]Komponenten
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
About 100 parts (0.43 mol) of 4-hydroxy-3,5-dinitrotoluene, about 750 parts by volume of phosphorus oxychloride and about 1250 parts by volume of diethylaniline which has been dried over calcium carbonate are heated together to about 90° C. for about 21/2 hours with stirring. The reaction mixture is poured onto ice and extracted with methylene chloride, and the methylene chloride is removed in a rotary evaporator. After recrystallization from ethanol, about 65 parts of 4-chloro-3,5-dinitrotoluene of melting point of about 112° C. to about 113° C. about 70% of the theoretical yield is obtained. About 52 parts (0.24 mol) of this isolated compound are dissolved in about 500 parts by volume of toluene and added dropwise to a boiling mixture of about 180 parts of deoiled iron into about 180 parts by volume of H2O, about 280 parts by volume of toluene and about 5 parts by volume of glacial acetic acid. After about 3 hours, the reaction mixture is removed from the iron by suction filtration and then extracted with boiling toluene. The water is removed in a separating funnel and the organic phase is removed under vacuum. About 34 parts (91% of theoretical) of 4-chloro-3,5-diaminotoluene, melting point about 116° C. are obtained as white needles from 1:1 benzene/cyclohexane.
Aufarbeitung
- additionThe reaction mixture is poured onto ice
- extractionextracted with methylene chloride
- customthe methylene chloride is removed in a rotary evaporator
- customAfter recrystallization from ethanol
Quellen und Nachweise
- ORD-Eintrag
- ord-cc08456cdf104a979bc0b1b35080a898
- Quelldatensatz
- uspto-grants-1979_05
- Patentnummer
- US04152510
Verknüpfte Notizen
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