Iodine → HCID 59596003, compound

HRID 2264183Notes

Reaction equation

HRID 2264183 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[I:12]I>C(O)C.S([O-])([O-])(=O)=O.[Ag+2]>[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[I:12]

Participants

5

Reactant 2

HCID 807IodineHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Product 1

HCID 59596003HCID 59596003, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 178418844HCID 178418844, compoundCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 6-chloro-3-nitropyridin-2-amine (6.3 g, 36.3 mmol) in ethanol (110 mL), 9.2 g (36.3 mmol) of iodine and 11.32 g (36.3 mmol) of silver sulphate were added. The crude mixture was stirred at room temperature overnight and the precipitate formed was filtered off. The solid isolated was purified by flash chromatography (1:1 hexane/ethyl acetate) to give the title compound (9.74 g, 88% of yield).

Workup

  1. additionwere added
  2. customthe precipitate formed
  3. filtrationwas filtered off
  4. customThe solid isolated
  5. customwas purified by flash chromatography (1:1 hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2f8338b6ffc44ad7941f251a7e41492a
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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