Sildenafil Citrate → Sildenafil

HRID 455914Notes

Reaction equation

HRID 455914 reaction equation
[CH3:1][CH2:2][CH2:3][C:4]1[C:5]2[N:14]=[C:13]([C:15]3[CH:16]=[C:17]([S:24]([N:27]4[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]4)(=[O:26])=[O:25])[CH:18]=[CH:19][C:20]=3[O:21][CH2:22][CH3:23])[NH:12][C:10](=[O:11])[C:6]=2[N:7]([CH3:9])[N:8]=1.C(C(O)(C(O)=O)CC(O)=O)C(O)=O>C(O)C>[CH3:1][CH2:2][CH2:3][C:4]1[C:5]2[N:14]=[C:13]([C:15]3[CH:16]=[C:17]([S:24]([N:27]4[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]4)(=[O:25])=[O:26])[CH:18]=[CH:19][C:20]=3[O:21][CH2:22][CH3:23])[NH:12][C:10](=[O:11])[C:6]=2[N:7]([CH3:9])[N:8]=1

Participants

3

Reactant 1

HCID 135413523Sildenafil Citrate

Product 1

HCID 135398744Sildenafil

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
50 °C

Procedure

20 g of sodium CMC is dissolved in water to form a 5% viscous aqueous solution (40 ml). Sildenafil citrate (13.3 g) is added to the solution and the mixture is stirred at 50° C. for 1 hr to obtain a white precipitate. The solution is poured out then the ethanol (100 ml) is added for dehydration. Ethanol (100 ml) is added additionally to wash out the unreacted Sildenafil, over night and warmed in water bath at 50° C. and cooled at room temperature over night to obtain the precipitate of Sildenafil-CMC complex (29.6 g).

Workup

  1. customto obtain a white precipitate
  2. additionThe solution is poured out
  3. washto wash out the unreacted Sildenafil, over night
  4. temperaturewarmed in water bath at 50° C.
  5. temperaturecooled at room temperature over night

Sources & evidence

ORD record
ord-9741dc725ed240dc87f3060f2e75ec1c
Source dataset
uspto-grants-2013_07
Patent number
US08497370B2

Reaction notes

Loading…