Hydrogen iodide → HCID 59486258, compound

HRID 912552Notes

Reaction equation

HRID 912552 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 34 (0.54 g, 3.36 mmol) and 57% hydriodic acid solution (2.50 mL, 18.95 mmol) in DCM (3 mL) is stirred at room temperature. After 5 h, the solid is collected by filtration and washed with DCM. The cake is dissolved in water (10 mL) and basified with saturated NaHCO3 solution to pH=8. The aqueous layer is extracted with DCM (2×50 mL). The combined organic extracts are washed with brine, dried over Na2SO4, and concentrated to afford the desired product 4-iodo-6-methylsulfanyl-pyrimidine 35.

Workup

  1. filtrationthe solid is collected by filtration
  2. washwashed with DCM
  3. dissolutionThe cake is dissolved in water (10 mL)
  4. extractionThe aqueous layer is extracted with DCM (2×50 mL)
  5. washThe combined organic extracts are washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-6e62be06aafa402b834289bdb5c14e95
Source dataset
uspto-grants-2011_09
Patent number
US08026243B2

Reaction notes

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