Réaction #2487444

ord-a8158a7d3c5d48899f27b304a56fbc76

Équation de réaction

O=S=Nc1ccccc1
N-thionylaniline
Nc1cccc(F)c1N
3-fluoro-O-phenylene diamine
Fc1cccc2nsnc12
4-fluoro-2,1,3-benzothiadiazole

Conditions de réaction

Température
110°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autre4-Fluoro-2,1,3-benzothiadiazole was synthesized
  2. 2
    FiltrationAfter the solvent was filtered off
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in dichloromethane
  4. 4
    Lavagethe solution was washed with 10% HCl solution and water
  5. 5
    AutreThe organic layer was dried
  6. 6
    Autreevaporated to dryness
  7. 7
    AutrePurification by chromatography on a silica gel column with chloroform as an eluent

Mode opératoire

4-Fluoro-2,1,3-benzothiadiazole was synthesized according to the method in which N-thionylaniline (0.49 g, 3.5 mmol) was added to a solution of the 3-fluoro-O-phenylene diamine (200 mg, 1.6 mmol) in foluen (2 ml) The reaction mixture was heated at 100-120° C. for 4 hr. After the solvent was filtered off, the residue was dissolved in dichloromethane and the solution was washed with 10% HCl solution and water, successively. The organic layer was dried and evaporated to dryness. Purification by chromatography on a silica gel column with chloroform as an eluent gave 4-fluoro-2,1,3-benzothiadiazole as pal yellow oil. Confirmed data of the obtained chemical compound is shown as follows.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08796037B2uspto-grants-2014_08