Potassium Carbonate → HCID 18790564, compound

HRID 1106985Notes

Reaction equation

HRID 1106985 reaction equation
C([O:4][CH2:5][CH2:6][N:7]([CH2:28][CH2:29][O:30]C(=O)C)[C:8]1[CH:27]=[CH:26][C:11]([CH2:12][S:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([S:24][CH3:25])=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][CH2:5][CH2:6][N:7]([CH2:28][CH2:29][OH:30])[C:8]1[CH:9]=[CH:10][C:11]([CH2:12][S:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([S:24][CH3:25])=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 18790501HCID 18790501, compound2×

Product 1

HCID 18790564HCID 18790564, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[4-[Bis(2-acetoxyethyl)amino]benzylthio]-7-methylthioquinoline (Compound 47; 30 mg, 0.06 mmol) was dissolved in methanol (5 ml) and added with potassium carbonate (34 mg, 0.247 mmol) and stirred at room temperatue for two hours. Methanol was removed under reduced pressure. The reaction mixture was added with water and extracted twice with chloroform. The combined chloroform layers were washed with saturated saline solution. The solvent was removed under reduced pressure and the residue was washed with ethyl acetate to obtain 20 mg of the titled compound (81%).

Workup

  1. customMethanol was removed under reduced pressure
  2. additionThe reaction mixture was added with water
  3. extractionextracted twice with chloroform
  4. washThe combined chloroform layers were washed with saturated saline solution
  5. customThe solvent was removed under reduced pressure
  6. washthe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-ddbcc014d2604651b00ddfb3e34bc446
Source dataset
uspto-grants-2000_05
Patent number
US06057447

Reaction notes

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