Reaktion #354502

ord-af7f828404bc46ae8dc33eb9019f6407

Reaktionsgleichung

O=Cc1ccc(Cl)c(Cl)c1
3,4-dichlorobenzaldehyde
N=C(NN)NN.O=[N+]([O-])O
1,3-diaminoguanidine nitrate
O=[N+]([O-])O
nitric acid
→
N=C(NN=Cc1ccc(Cl)c(Cl)c1)NN=Cc1ccc(Cl)c(Cl)c1.O=[N+]([O-])O
1,3-Bis(3,4-dichlorobenzylideneamino)guanidine Nitrate

Edukte

O=Cc1ccc(Cl)c(Cl)c1
3,4-dichlorobenzaldehyde
N=C(NN)NN.O=[N+]([O-])O
1,3-diaminoguanidine nitrate
O=[N+]([O-])O
nitric acid

Reagenzien

Keine

Lösungsmittel

CCO
ethanol
O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONis added in one portion
  2. 2
    Sonstigerecedes to room temperature
  3. 3
    workup.WAITto stand for several hours
  4. 4
    SonstigeThe precipitate which forms is collected
  5. 5
    Waschenwashed with hot ethanol, air
  6. 6
    Sonstigedried
  7. 7
    Sonstigefinally dried at 60°C. under reduced pressure

Vorschrift

A boiling solution of 17.6 grams of 3,4-dichlorobenzaldehyde in 250 milliliters of ethanol is stirred vigorously as a solution of 6.1 grams of 1,3-diaminoguanidine nitrate and 0.5 milliliters of concentrated nitric acid in 50 milliliters of water is added in one portion. The reaction mixture is stirred as the temperature recedes to room temperature. The reaction mixture is then allowed to stand for several hours. The precipitate which forms is collected, washed with hot ethanol, air dried and finally dried at 60°C. under reduced pressure. The yield is 17.5 grams of product and the melting point is 195°-196°C. with decomposition.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03941825uspto-grants-1976_03