Water → 2-Iodo-6-propoxybenzenesulfonamide

HRID 2264129Notes

Reaction equation

HRID 2264129 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([I:8])[C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[CH2:19](I)[CH2:20][CH3:21].O>CN(C)C=O>[I:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([O:1][CH2:19][CH2:20][CH3:21])[C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 231507932-Hydroxy-6-iodobenzenesulfonamide

Product 1

HCID 231507922-Iodo-6-propoxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.00 g (16.72 mmol) of 2-hydroxy-6-iodobenzenesulfonamide are introduced in 50 ml of dimethylformamide and this initial charge is admixed with 2.54 g (18.39 mmol) of potassium carbonate. This mixture is stirred at room temperature for 1 h. Thereafter 3.13 g (18.39 mmol) of propyl iodide are added dropwise and the reaction mixture is stirred at room temperature for 3 h. It is then poured into water, and the product precipitates out. The solid is washed with water and dried. This gives 4.00 g (70% of theory) of 2-iodo-6-propoxybenzenesulfonamide.

Workup

  1. additionthis initial charge
  2. stirringthe reaction mixture is stirred at room temperature for 3 h
  3. customthe product precipitates out
  4. washThe solid is washed with water
  5. customdried

Sources & evidence

ORD record
ord-b8e57792e43a4408ab23a3d6cdde08bb
Source dataset
uspto-grants-2010_12
Patent number
US07855166B2

Reaction notes

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