Hydrogen iodide → HCID 59486258, compound

HRID 710568Notes

Reaction equation

HRID 710568 reaction equation
Cl[C:2]1[CH:7]=[C:6]([S:8][CH3:9])[N:5]=[CH:4][N:3]=1.[IH:10]>C(Cl)Cl>[I:10][C:2]1[CH:7]=[C:6]([S:8][CH3:9])[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 218130774-Chloro-6-(methylsulfanyl)pyrimidine

Product 1

HCID 59486258HCID 59486258, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-chloro-6-methylsulfanyl-pyrimidine (0.54 g, 3.4 mmol), 57% hydriodic acid solution (2.50 mL, 19.0 mmol) and DCM (3 mL) was stirred at room temperature. After 5 h, the resultant solid was collected by filtration and washed with DCM. The cake was dissolved in water (10 mL) and basified with saturated aqueous sodium bicarbonate solution to pH=8. The aqueous layer was extracted with DCM (2×50 mL). The combined organic extracts were washed with brine, dried over sodium sulfate, and concentrated to afford the title compound.

Workup

  1. filtrationthe resultant solid was collected by filtration
  2. washwashed with DCM
  3. dissolutionThe cake was dissolved in water (10 mL)
  4. extractionThe aqueous layer was extracted with DCM (2×50 mL)
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d004e940920a4bceb285971f093534cd
Source dataset
uspto-grants-2015_11
Patent number
US09181238B2

Reaction notes

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