Benzoyl chloride, 3-nitro- → 2'-Cyano-3,4'-dinitrobenzanilide

HRID 236990

Reaktionsgleichung

Reaktionsgleichung von HRID 236990
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[N+:13]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](Cl)=[O:20])([O-:15])=[O:14]>N1C=CC=CC=1>[C:4]([C:3]1[CH:6]=[C:7]([N+:10]([O-:12])=[O:11])[CH:8]=[CH:9][C:2]=1[NH:1][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][CH:24]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=1)#[N:5]

Komponenten

4

Edukt 2

HCID 8495Benzoyl chloride, 3-nitro-HCID 285322-Amino-5-nitrobenzonitrile

Produkt 1

HCID 213150352'-Cyano-3,4'-dinitrobenzanilide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 8.16 gm. (0.05 mole) of 2-amino-5-nitrobenzonitrile and 9.28 gm. (0.05 mole) of m-nitro benzoyl chloride in 50 ml. of dry pyridine is refluxed for three hours. The pyridine is removed by distillation in vacuo and the solid residue triturated with water. There is obtained 15.3 gm. (95%) of a yellow solid that melts at 203°-205°. Recrystallization from aqueous ethanol (2:1) gives material melting at 205°-206°.

Aufarbeitung

  1. customThe pyridine is removed by distillation in vacuo
  2. customthe solid residue triturated with water
  3. customThere is obtained 15.3 gm
  4. customRecrystallization from aqueous ethanol (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-03879b62f16a416ea71efffba1818eef
Quelldatensatz
uspto-grants-1979_06
Patentnummer
US04159341

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