Reacción #467901

ord-94448e8b87084c39ae84e619c07fa7d8

Ecuación de reacción

Cl
hydrogen chloride
O=C(O)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1
3,5 dinitrobenzoic acid
O=S(Cl)Cl
thionyl chloride
O=C(O)c1cccc([N+](=O)[O-])c1[N+](=O)[O-]
dinitrobenzoic acid
O=C(Cl)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1
3,5-dinitrobenzoic chloride
Rendimiento 90.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe reaction mixtures
  2. 2
    Temperaturawere refluxed
  3. 3
    ConcentraciónThe reacted solution was concentrated until a solid
  4. 4
    Otrocould be precipitated
  5. 5
    workup.ADDITIONwas poured into hexane
  6. 6
    Otrothe precipitated solid was separated by filtration

Procedimiento

3,5 dinitrobenzoic acid and ethyl acetate were placed in a reaction vessel. While thionyl chloride with some drops of DMF (about double as many moles as dinitrobenzoic acid) was dropped into the reaction mixtures, the reaction mixtures were refluxed with stirring until the generation of hydrogen chloride gas stopped. The reacted solution was concentrated until a solid could be precipitated and was poured into hexane and then the precipitated solid was separated by filtration. 3,5-dinitrobenzoic chloride was obtained in a 90% yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06303742B1uspto-grants-2001_10