Potassium Iodide → HCID 15027665, compound

HRID 1090651Notes

Reaction equation

HRID 1090651 reaction equation
N1CCCCC1.[I-].[K+].Cl[CH2:10][CH:11]1[S:19][C:18]2[N:13]([C:14](=[O:24])[N:15]([CH2:21][CH2:22][CH3:23])[C:16](=[O:20])[CH:17]=2)[CH2:12]1>C(O)C>[CH2:10]=[C:11]1[S:19][C:18]2[N:13]([C:14](=[O:24])[N:15]([CH2:21][CH2:22][CH3:23])[C:16](=[O:20])[CH:17]=2)[CH2:12]1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 8082PiperidineHCID 15027662HCID 15027662, compound

Product 1

HCID 15027665HCID 15027665, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Piperidine (0.66 g) and potassium iodide (0.1 g) were added to a solution of 2-chloromethyl-6-propyl-2,3-dihydro-5H-thiazolo[3,2-c]pyrimidine-5,7(6H)-dione (1g) in ethanol (20 ml). The reaction mixture was stirred at 60° C. for 42 hours. The reaction solution was concentrated to dryness, and the residue was dissolved in chloroform. After washing with water and drying, the organic layer was concentrated to dryness. The resulting residue was purified by column chromatography on silica gel. The resulting crystals were recrystallized from methylene chloride-isopropyl ether-hexane to give colorless crystals (0.55 g, 64%).

Workup

  1. concentrationThe reaction solution was concentrated to dryness
  2. dissolutionthe residue was dissolved in chloroform
  3. washAfter washing with water
  4. customdrying
  5. concentrationthe organic layer was concentrated to dryness
  6. customThe resulting residue was purified by column chromatography on silica gel
  7. customThe resulting crystals were recrystallized from methylene chloride-isopropyl ether-hexane

Sources & evidence

ORD record
ord-d1767d49f46840e9b3013dad24c44e8a
Source dataset
uspto-grants-1992_01
Patent number
US05082838

Reaction notes

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