1,2-BENZENEDIAMINE, 4-IODO-

Commercial 4-iodo-2-nitroaniline was reduced with 5 eq tin dichloride dihydrate in ethanol solution (75°C, 2 h) to give 92percent 4- iodo-l, 2-phenylenediamine as light red solid.Commercial 4-iodo-2-nitroaniline was reduced with 5 eq tin dichloride dihydrate in ethanol solution (75° C., 2 h) to give 92percent 4-iodo-1, 2-phenylenediamine as light red solid.4-iodo-2-nitroaniline (2.64 g, 10.0 mmol)Was dissolved in 80percent ethanol (60 mL)Concentrated hydrochloric acid (2.5 mL) was added.Iron powder (2.23 g, 40.0 mmol) was added, And the mixture was heated under reflux for 6 hours under stirring.After returning to room temperature, The precipitate was filtered, The solvent was distilled off under reduced pressure.After extraction with ethyl acetate (100 mL × 2) and saturated aqueous sodium hydrogen carbonate solution, The organic layer was washed with saturated brine.After dehydration with anhydrous magnesium sulfate, The solvent was distilled off under reduced pressure, The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/1 (volume ratio)) as an elution solvent, Compound 9 was obtained in a yield of 1.98 g (89.1percent).To a stirred solution of SnC3/4 (78.0 g, 346 mmol) in concentrated HC1 (150 mL) was added 2 (25.4 g, 92.0 mmol) in three portions over 30 min at rt. The reaction mixture was heated at 70 °C for 1 h and then stirred at 0 °C overnight. The mixture was treated with 3/40 (150 mL) and stirred for 2 h. The precipitate was collected by filtration and dried under vacuum to afford 3 (17 g, 81percent yield) as a grey solid. LC-MS (ESI) m/z 235.0 (M + H)Step b. To a stirred solution of SnCl

Molecular Weight:234.04
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:233.96540
Monoisotopic Mass:233.96540
Topological Polar Surface Area:52
Heavy Atom Count:9
Complexity:97.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes