Sodium Hydroxide → 3,5-DIIODOANILINE

To a solution of 1,3-diiodo-5-nitro-benzene (15.80 g, 0.042 mol) in ethanol (200 mL) was added SnCl2.2H2O (28.50 g, 0.13 mol) portion wise at room temperature. The reaction mixture was heated under reflux at 80° C. for 1.5 h. After cooling to room temperature, the solvent was evaporated under reduced pressure and the crude solid thus obtained was basified with 4N NaOH solution to pH 12. The mixture was extracted with ethyl acetate (×3) and the combined organic layer was washed with brine solution and dried over Na2SO4. The solvent was removed under reduced pressure, to give the desired compound as a yellow solid (11.0 g, 75%).

1. temperatureThe reaction mixture was heated
2. temperatureAfter cooling to room temperature
3. customthe solvent was evaporated under reduced pressure
4. customthe crude solid thus obtained
5. extractionThe mixture was extracted with ethyl acetate (×3)
6. washthe combined organic layer was washed with brine solution
7. dry with materialdried over Na2SO4
8. customThe solvent was removed under reduced pressure

ORD record

ord-3ddcfa1cbdcf41af91a55a40406ec5eb

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08481544B2