Sodium → HCID 21183870, compound

HRID 1384851Notes

Reaction equation

HRID 1384851 reaction equation
[Na].CS[C:4]1[N:5]([CH2:14][CH2:15][CH3:16])[C:6](=[O:13])[C:7]2[S:12][CH:11]=[CH:10][C:8]=2[N:9]=1>C(O)CC>[CH2:6]([O:13][C:4]1[N:5]([CH2:14][CH2:15][CH3:16])[C:6](=[O:13])[C:7]2[S:12][CH:11]=[CH:10][C:8]=2[N:9]=1)[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 211838812-(Methylthio)-3-propylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 21183870HCID 21183870, compoundYield 154.7%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

In a sulfonation flask, 1.66 g (0.02 mol) of sodium propylate and 1.5 g (0.00625 mol) of 2-methylsulfanyl-3-propyl-3H-thieno-[3.2-d]pyrimidin-4-one are stirred in 50 ml of absolute n-propanol for 3 hours under N2 at reflux temperature. The n-propanol is then removed in a water-jet vacuum and the residue is taken up in ethyl acetate/water and extracted three times with water. The organic phase is dried over sodium sulfate and the solvent is removed in the water-jet vacuum, giving the crude product which is then purified by column chromatography over silica gel (eluant: ethyl acetate/hexane 1:3). 1.22 g of 2-propoxy-3-propyl-3H-thieno[3.2-d]pyrimidin-4-one are obtained in the form of a beige powder having a melting point of 42-45° C.

Workup

  1. temperatureat reflux temperature
  2. customThe n-propanol is then removed in a water-jet vacuum
  3. extractionextracted three times with water
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customthe solvent is removed in the water-jet vacuum
  6. customgiving the crude product which
  7. customis then purified by column chromatography over silica gel (eluant: ethyl acetate/hexane 1:3)

Sources & evidence

ORD record
ord-8bb3748502ef4dccafd33e2044a02403
Source dataset
uspto-grants-2001_07
Patent number
US06262058B1

Reaction notes

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