4-Iodobenzenesulfonyl chloride → [(4-Iodophenyl)sulfonyl]-2-pyridylamine

HRID 1653889Notes

Reaction equation

HRID 1653889 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>ClCCl>[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 73994-Iodobenzenesulfonyl chlorideHCID 104392-Aminopyridine

Product 1

HCID 1143526[(4-Iodophenyl)sulfonyl]-2-pyridylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Iodo-benzenesulfonyl chloride, (52.3 g, 0.17 mol) was dissolved in dichloromethane (300 ml) and 2-aminopyridine (65 g, 0.69 mol) was added. The solution was stirred at room temperature for 3 days, washed with 2M sulfuric acid (2×200 ml) and water (100 ml), dried with Na2SO4 and evaporated to dryness. Yield 46.9 g (76%).

Workup

  1. washwashed with 2M sulfuric acid (2×200 ml) and water (100 ml)
  2. dry with materialdried with Na2SO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-ef3cbaec91a140f1b6586b4960f598de
Source dataset
uspto-grants-1995_04
Patent number
US05403930

Reaction notes

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