Potassium Carbonate → HCID 178439777, compound

HRID 916642Notes

Reaction equation

HRID 916642 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5](=O)[CH:6]([CH2:12][CH2:13][CH3:14])[C:7]([O:9]CC)=O)[CH3:2].Cl.[C:18]([NH2:21])(=[NH:20])[CH3:19].C([O-])([O-])=O.[K+].[K+]>CCO>[CH2:1]([O:3][C:4]([C:5]1[C:6]([CH2:12][CH2:13][CH3:14])=[C:7]([OH:9])[N:21]=[C:18]([CH3:19])[N:20]=1)=[O:16])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67170Acetamidine monohydrochlorideHCID 251154Diethyl 2-oxo-3-propylsuccinate

Product 1

HCID 178439777HCID 178439777, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 120 (20 mmol), acetamidine hydrochloride (40 mmol) and K2CO3 (6.9 g, 50 mmol) in EtOH (50 ml) is heated at 70° C. overnight. The solid is filtered and the residue is dissolved in water (30 ml). Acetic acid is added to adjust the pH to 4. The mixture is then extracted with CH2Cl2 (4×50 ml) and the combined extracts are washed with brine (100 ml). The solution is dried (Na2SO4) and evaporated in vacuo to give a light yellow solid (121), which is used directly in the next step.

Workup

  1. filtrationThe solid is filtered
  2. dissolutionthe residue is dissolved in water (30 ml)
  3. additionAcetic acid is added
  4. extractionThe mixture is then extracted with CH2Cl2 (4×50 ml)
  5. washthe combined extracts are washed with brine (100 ml)
  6. dry with materialThe solution is dried (Na2SO4)
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-bf07501d01b44dcc98275d579a38659c
Source dataset
uspto-grants-2007_09
Patent number
US07271170B2

Reaction notes

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