Iodoethane → HCID 1475693, compound

HRID 2261364Notes

Reaction equation

HRID 2261364 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][OH:8])=[CH:5][N:4]=[C:3]1[SH:9].[CH3:10][C:11](C)([O-])C.[K+].C(I)C>O1CCCC1>[CH2:10]([S:9][C:3]1[N:2]([CH3:1])[C:6]([CH2:7][OH:8])=[CH:5][N:4]=1)[CH3:11]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 23665647Potassium tert-butoxideHCID 178481144HCID 178481144, compound

Product 1

HCID 1475693HCID 1475693, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.33 g of (1-methyl-2-mercaptoimidazol-5-yl)methanol was added to 90 ml of tetrahydrofuran. Thereto 3.70 g of potassium t-butoxide and 5.15 g of ethyl iodide were then added under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 4.82 g of (2-ethylthio-1-methylimidazol-5-yl)methanol.

Workup

  1. temperaturecooling
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-22d3fcb699e14d9199e3e02548618ede
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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