Potassium Carbonate → HCID 10564311, compound

HRID 1977725Notes

Reaction equation

HRID 1977725 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([SH:17])=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[C:18]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([S:17][CH3:18])=[C:10]([C:13]([F:14])([F:16])[F:15])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 10706515HCID 10706515, compound

Product 1

HCID 10564311HCID 10564311, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of the thiol (D5) (26 g, 99 mmol), anhydrous K2CO3 (15.12 g, 109 mmol) and indomethane (18.6 ml, 300 mmol) in dry DMF (100 ml) was heated at 80° C. for 1 h. The reaction mixture was cooled, evaporated in vacuo and partitioned between water (200 ml) and dichloromethane (3×200 ml). The combined organics were washed with water (400 ml), dried (Na2S04) and evaporated to yield the title compound (26.3 g, 97%) as a yellow oil.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customevaporated in vacuo
  3. custompartitioned between water (200 ml) and dichloromethane (3×200 ml)
  4. washThe combined organics were washed with water (400 ml)
  5. customdried (Na2S04)
  6. customevaporated

Sources & evidence

ORD record
ord-00c184f6312b4010864583dce3d673f2
Source dataset
uspto-grants-2001_05
Patent number
US06235758B1

Reaction notes

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