Sodium Iodide → HCID 19605529, compound

HRID 1603554Notes

Reaction equation

HRID 1603554 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=O)=O)[CH:5]=[C:4](Br)[N:3]=1.[Na+].[I-:20].[IH:21]>O>[I:20][C:2]1[CH:7]=[C:6]([S:8][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH:5]=[C:4]([I:21])[N:3]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 24841Hydrogen iodideHCID 110146744-(2,6-dibromopyridin-4-yl)sulfonylaniline

Product 1

HCID 19605529HCID 19605529, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.52 g (0.00133 Mol) 4-(2,6-Dibromo-pyridine-4-sulfonyl)-phenylamine and 0.45 g (0.003 Mol) NaI were stirred in aqueous HI (10 ml) at 120° C. for 5 h. Then the reaction mixture was diluted with water, extracted with ethyl acetate, the organic phase was washed with sat. bicarbonate and brine, dried over MgSO4 and evaporated. After chromatography on SiO2 with ethyl acetate hexane 1:3 and drying in a high vacuum it was obtained 0.255 g (42%) 4-(2,6-diiodo-pyridin-4-ylsulfanyl)-phenylamine as a brown solid; mp.: 175-176° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with sat. bicarbonate and brine
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. dry with materialAfter chromatography on SiO2 with ethyl acetate hexane 1:3 and drying in a high vacuum it

Sources & evidence

ORD record
ord-90a1416674124e6bbbebd86e411c9bdc
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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