4-Chlorobenzoyl chloride → 4-Chlorobenzoic N2-(4-nitrophenyl)hydrazide

HRID 437300

Reaktionsgleichung

Reaktionsgleichung von HRID 437300
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1>C(#N)C>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:11][NH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[O:18])=[CH:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 85014-Chlorobenzoyl chlorideHCID 3310889(4-Nitrophenyl)hydrazine

Produkt 1

HCID 31065344-Chlorobenzoic N2-(4-nitrophenyl)hydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-Nitrophenylhydrazine (32.0 g, 0.21 mole) was slurried in acetonitrile (500 ml) and the mixture was cooled to 0° C. A solution of 4-chlorobenzoyl chloride (17.5 g, 0.10 mole) in acetonitrile (25 ml) was added dropwise to the cooled slurry. The reaction mixture was allowed to stand overnight. The mixture was filtered and the solid was washed with acetonitrile, then thoroughly with water. The product was recrystallized from acetonitrile and decolorized with charcoal to give a pale yellow solid. Yield 24.8 g (85%) m.p. 245.5°-248.5° C.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with acetonitrile
  3. customThe product was recrystallized from acetonitrile
  4. customto give a pale yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-dcc1940639ff4d9292a6efc96f2e2c56
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04030925

Verknüpfte Notizen

Wird geladen…