Reaction #985262

ord-5c2f6336a6d34209a0779a29b4d4dd21

Reaction equation

O=[N+]([O-])c1ccc(-c2nc3ccccc3s2)cc1
2-(4-nitrophenyl)benzothiazole
O.O.[Cl][Sn][Cl]
tin (II) chloride dihydrate
Nc1ccc(-c2nc3ccccc3s2)cc1
2-(4-Aminophenyl)benzothiazole

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas refluxed under N2 for 4 hrs
  2. 2
    OtherAfter removing ethanol
  3. 3
    Otherby vacuum evaporation
  4. 4
    workup.DISSOLUTIONThe residue was dissolved into ethyl acetate (20 ml)
  5. 5
    Washwashed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml)
  6. 6
    Otherdried
  7. 7
    Otherevaporated to dryness to givelo2 mg (97%) of the product

Procedure

A mixture of 2-(4-nitrophenyl)benzothiazole (105 mg, 0.40 mmol) and tin (II) chloride dihydrate (205 mg, 0.91 mmol) in ethanol (20 mL) was refluxed under N2 for 4 hrs. After removing ethanol by vacuum evaporation. The residue was dissolved into ethyl acetate (20 ml), and washed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml), dried and evaporated to dryness to givelo2 mg (97%) of the product

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07351401B2uspto-grants-2008_04