Water → N-[dimethylamino-methylene]-5-iodo-pentane-sulfonamide

HRID 742949Notes

Reaction equation

HRID 742949 reaction equation
[I-:1].[Na+].Cl[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9]([N:12]=[CH:13][N:14]([CH3:16])[CH3:15])(=[O:11])=[O:10].O>C(C(C)=O)C>[CH3:15][N:14]([CH:13]=[N:12][S:9]([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][I:1])(=[O:11])=[O:10])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 5238Sodium IodideHCID 545132785-chloro-N-[dimethylamino-methylene]-pentane-sulfonamide

Product 1

HCID 53826949N-[dimethylamino-methylene]-5-iodo-pentane-sulfonamideYield 93.3%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2.98 g of sodium iodide were added to a solution of 2.09 g of the product of Step B in 31.5 ml of methyl ethyl ketone (M.E.K.), and the mixture was refluxed for 4 hours. After cooling, water was added and extraction was carried out with ethyl acetate. The extracts were washed with water, then with a saturated aqueous solution of sodium chloride, dried and evaporated to dryness under reduced pressure to obtain 2.69 g of the expected product.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperatureAfter cooling
  3. extractionextraction
  4. washThe extracts were washed with water
  5. dry with materialwith a saturated aqueous solution of sodium chloride, dried
  6. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c26ec8f41fa94929a71e1efb397c2bbb
Source dataset
uspto-grants-1996_09
Patent number
US05556845

Reaction notes

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