Hydrogen iodide → HCID 13973342, compound

HRID 2172865Notes

Reaction equation

HRID 2172865 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[IH:11]>CCOC(C)=O>[Cl:8][C:7]1[C:2]([I:11])=[N:3][C:4]([S:9][CH3:10])=[N:5][CH:6]=1

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 142708504,5-Dichloro-2-(methylsulfanyl)pyrimidine

Product 1

HCID 13973342HCID 13973342, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4,5-dichloro-2-(methylthio)pyrimidine (23 g, 0.118 mol) was added to aq. HI (250 mL). The resulting mixture was stirred at room temperature for 24 h. TLC (Petroleum ether:EtOAc=4:1) indicated that the reaction was complete. The solid formed was collected and was treated with H2O (250 mL). The mixture was then adjusted to pH=7˜8 with solid K2CO3 and was extracted with CH2Cl2 (100 mL×4). The combined organic layers were washed with brine (50 mL), dried over Na2SO4 and filtered. The filtrate was concentrated and dried on vacuum to give title compound (29 g, 86%) as a light yellow solid.

Workup

  1. customThe solid formed
  2. customwas collected
  3. additionwas treated with H2O (250 mL)
  4. extractionwas extracted with CH2Cl2 (100 mL×4)
  5. washThe combined organic layers were washed with brine (50 mL)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. customdried on vacuum

Sources & evidence

ORD record
ord-925cb528ae524bd1af3039f4f34ede79
Source dataset
uspto-grants-2015_06
Patent number
US09056865B2

Reaction notes

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