Hydrochloric Acid → 2-Chloro-4-nitroaniline

HRID 364699

Reaktionsgleichung

Reaktionsgleichung von HRID 364699
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5](Cl)[C:3]=1[NH2:4].[N+](C1C=CC(N)=CC=1)([O-])=O.ClCl.Cl>O.[N+]([O-])(O)=O>[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 74302,6-Dichloro-4-nitroanilineHCID 74754-Nitroaniline2×HCID 24526Chlorine

Produkt 1

HCID 84922-Chloro-4-nitroanilineAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 944Nitric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Process for the preparation of 2,6-dichloro-4-nitroaniline by chlorination of 4-nitroaniline with chlorine bleaching liquor in water using acids, which comprises chlorinating 1 mole of 4-nitroaniline in 3-6 moles of hydrochloric acid (HCl) or nitric acid (HNO3) in the form of a dilute, aqueous acid in the presence of a dispersing agent which is stable under the reaction conditions, the chlorination initially being carried out at 5° to 10° C. and then at 15°-20° C. and, finally, after 90-95% of the 2-chloro-4-nitroaniline intermediately formed has been converted into 2,6-dichloro-4-nitroaniline, the temperature of the aqueous suspension being increased from 15°-20° C. to 70° C., without further addition of chlorine bleaching liquor, and then by post-chlorinating, by renewed addition of chlorine bleaching liquor, at temperatures between 20° and 70° C., bringing the pH of the aqueous suspension to 9.0 and filtering off the 2,6-dichloro-4-nitroaniline formed and washing it with dilute mineral acid.

Aufarbeitung

  1. customis stable under the reaction conditions
  2. custominitially being carried out at 5° to 10° C.

Quellen und Nachweise

ORD-Eintrag
ord-61f1b900841e462db384b17f141ed608
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04605767

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