Chloroacetone → HCID 15718726, compound

HRID 1073224Notes

Reaction equation

HRID 1073224 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[CH3:6][N:7]1[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]=[C:8]1[SH:14].C(N(CC)CC)C>CC(C)=O>[CH3:6][N:7]1[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]=[C:8]1[S:14][CH2:2][C:3](=[O:5])[CH3:4]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 8471TriethylamineHCID 178433547HCID 178433547, compound

Product 1

HCID 15718726HCID 15718726, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Chloroacetone, 2.55 grams (0.28 mol) in 250 mL of acetone, was added to a solution of 3.55 g (0.025 mol) of 1,4,5-trimethyl-2-mercaptoimidazole and 3.15 g (0.031 mol) of triethylamine in 250 mL of acetone and the resulting mixture stirred at room temperature for 16 hours. At the end of this period the acetone was removed by evaporation and the residue was partitioned between ethyl acetate and water. The ethyl acetate solution was washed successively with water and brine, and then dried over magnesium sulfate. After drying, the solvent was evaporated from the filtered dry solution to obtain 3.39 grams of 1,4,5-trimethyl-2[(2-oxopropyl)thio]imidazole. The latter was purified by flash chromatography on silica gel using 1 percent methanol in chloroform as an eluant to obtain 3.0 grams of purified 1,4,5-trimethyl-2[(2-oxopropyl)thio]imidazole.

Workup

  1. customAt the end of this period the acetone was removed by evaporation
  2. customthe residue was partitioned between ethyl acetate and water
  3. washThe ethyl acetate solution was washed successively with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter drying
  6. customthe solvent was evaporated from the filtered dry solution

Sources & evidence

ORD record
ord-ec1296596d454c78a7ffa0990229a551
Source dataset
uspto-grants-1990_11
Patent number
US04968713

Reaction notes

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