Hydrogen iodide → HCID 13106269, compound

HRID 2399252Notes

Reaction equation

HRID 2399252 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=1[O:5][CH2:6][CH2:7][N:8]1[CH2:10][CH:9]1[C:11]1[CH:12]=[CH:13][C:14]([CH3:21])=[C:15]([S:17]([NH2:20])(=[O:19])=[O:18])[CH:16]=1.[IH:26]>O1CCOCC1>[IH:26].[I:26][CH:9]([C:11]1[CH:12]=[CH:13][C:14]([CH3:21])=[C:15]([S:17]([NH2:20])(=[O:19])=[O:18])[CH:16]=1)[CH2:10][NH:8][CH2:7][CH2:6][O:5][C:4]1[CH:22]=[CH:23][CH:24]=[CH:25][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 14099940HCID 14099940, compound

Product 1

HCID 13106269HCID 13106269, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In 50 ml of dioxane was dissolved 2.5 g of 5-{1-[2-(2-methoxyphenoxy)ethyl]aziridin-2-yl}-2-methylbenzenesulfonamide and after adding thereto 1 g of concentrated hydroiodic acid, the mixture was stirred overnight. After the reaction was over, the solvent was distilled off under reduced pressure and the residue was washed thrice with 30 ml of water and then thrice with 200 ml of ether and crystallized by the addition of ethyl acetate. The crystals were recovered by filtration, washed with water, and dried to provide 1.7 g of 5-{1-iodo-2-[2-(2-methoxyphenoxy)ethylamino]ethyl}-2-methylbenzenesulfonamide hydroiodide.

Workup

  1. additionafter adding
  2. distillationwas distilled off under reduced pressure
  3. washthe residue was washed thrice with 30 ml of water
  4. customcrystallized by the addition of ethyl acetate
  5. filtrationThe crystals were recovered by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-9c087966ab2b4cd28cb117847b9c6872
Source dataset
uspto-grants-1995_09
Patent number
US05447958

Reaction notes

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