Cesium carbonate → HCID 178516920, compound

HRID 1943219Notes

Reaction equation

HRID 1943219 reaction equation
C([O:3][C:4](=O)[CH2:5][S:6][C:7]1[C:8]([NH2:14])=[N:9][C:10]([Cl:13])=[N:11][CH:12]=1)C.C(=O)([O-])[O-].[Cs+].[Cs+]>C(O)C>[Cl:13][C:10]1[NH:9][C:8]2[C:7]([S:6][CH2:5][C:4](=[O:3])[N:14]=2)=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 86642107HCID 86642107, compound

Product 1

HCID 178516920HCID 178516920, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A suspension of ethyl[(4-amino-2-chloro-5-pyrimidinyl)thio]acetate (0.786 g, 3.17 mmol) in ethanol (50 ml) was heated to 70° C. Cesium carbonate (1.034 g, 3.17 mmol) was added and the solution was heated for a further 5 minutes. A white solid precipitated out of solution almost immediately. The solution was concentrated under reduced pressure. The residue was dissolved in water and brought to pH=5 with 1N HCl. The aqueous layer was extracted with CH2Cl2 (2×). The organic layers were combined, dried over Na2SO4, filtered, and concentrated under reduced pressure to yield a light yellow solid.

Workup

  1. temperaturethe solution was heated for a further 5 minutes
  2. customA white solid precipitated out of solution almost immediately
  3. concentrationThe solution was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in water
  5. extractionThe aqueous layer was extracted with CH2Cl2 (2×)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto yield a light yellow solid

Sources & evidence

ORD record
ord-ae7fffe5d4494836b492c19c64fff1a3
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

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