Iodoethane → HCID 86633419, compound

HRID 2382620Notes

Reaction equation

HRID 2382620 reaction equation
[I-:1].[CH2:2]([C:4]1[SH+:5][CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:3].C([I:15])C>C(O)C>[IH:15].[I-:1].[CH2:2]([C:4]1[SH+:5][CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:3]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 86633420HCID 86633420, compound

Product 1

HCID 86633419HCID 86633419, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl-thioninium iodide (2.00 g, 4.28 mmol) was dissolved in ethanol (100 cm3) and ethyl iodide (27.35 g, 175 mmol) was added while stirring. The mixture was heated at reflux for 18 hours, then cooled to room temperature, giving a precipitate that was filtered and washed with ethanol to yield the title compound (1.02 g, 40%) as a bronze solid. δH (250 MHz; D2O): 7.90 (2H, br d, ArH), 7.42 (4H, s, ArH), 2.45 (8H, br q, NCH2), 1.23 (12H, br t, CH3).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 hours
  3. customgiving a precipitate that
  4. filtrationwas filtered
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-68208e9703334df5a3aa1dad56168ecd
Source dataset
uspto-grants-2012_09
Patent number
US08263589B2

Reaction notes

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