Reaction #2487444

Reaction equation

N-thionylaniline

3-fluoro-O-phenylene diamine

→

4-fluoro-2,1,3-benzothiadiazole

Conditions

Workup

1. 1
   Other4-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
   Washthe solution was washed with 10% HCl solution and water
5. 5
   OtherThe organic layer was dried
6. 6
   Otherevaporated to dryness
7. 7
   OtherPurification by chromatography on a silica gel column with chloroform as an eluent

Procedure

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