2-Chloro-4-nitrobenzonitrile → 4-Amino-2-chlorobenzonitrile

HRID 2295372

Reaktionsgleichung

Reaktionsgleichung von HRID 2295372
[Cl:1][C:2]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]>O.NN>[Cl:1][C:2]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Komponenten

3

Edukt 1

HCID 1414012-Chloro-4-nitrobenzonitrile2×

Produkt 1

HCID 887284-Amino-2-chlorobenzonitrileAusbeute 598,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24654Hydrazine hydrate (1:1)Lösungsmittel

Versuchsvorschrift

A portion of 2-chloro-4-nitrobenzonitrile (5 g, 0.027 m) was heated with hydrazine monohydrate (110 ml) until the reaction began. Another portion of 2-chloro-4-nitrobenzonitrile (35 g, 0.192 m) was added in predetermined amounts. Once the evolution of nitrogen gas ceased, the reaction mixture was refluxed approximately thirty minutes, and then poured into stirred ice water. The precipitate was filtered and the solid was crystallized from water to yield 2-chloro-4-aminobenzonitrile (25 g, 78%, mp 117° C.).

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed approximately thirty minutes
  2. additionpoured
  3. filtrationThe precipitate was filtered
  4. customthe solid was crystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-00dd216749eb4b8bb83edd99435101ce
Quelldatensatz
uspto-grants-1984_01
Patentnummer
US04424371

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