Hydrogen iodide → HCID 13106269, compound

HRID 1607935Notes

Reaction equation

HRID 1607935 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 three with30 ml of water and then three 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. The product has the following physicochemical properties.

Workup

  1. additionafter adding
  2. distillationwas distilled off under reduced pressure
  3. washthe residue was washed three with30 ml of water
  4. customthree with 200 ml of ether and crystallized by the addition of ethyl acetate
  5. filtrationThe crystals were recovered by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-e96980464fb548b988a01a5a345221cf
Source dataset
uspto-grants-1989_09
Patent number
US04868216

Reaction notes

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