Methane → HCID 178495389, compound

HRID 888247Notes

Reaction equation

HRID 888247 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8][S+:9]([O-:19])[C:10]2[NH:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[N:18]=2)=[N:6][CH:5]=[CH:4][C:3]=1[O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25].[OH-].[Na+:27].C>C1COCC1>[CH3:1][C:2]1[C:7]([CH2:8][S+:9]([O-:19])[C:10]2[N-:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[N:18]=2)=[N:6][CH:5]=[CH:4][C:3]=1[O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25].[Na+:27]

Participants

5

Reactant 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 178495390HCID 178495390, compound

Product 1

HCID 178495389HCID 178495389, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
27.5 °C

Procedure

Rabeprazole (10 g) was suspended in 30 ml THF and added sodium hydroxide solution (1.11 g sodium hydroxide dissolved in 1 ml water) at 25-30° C. Reaction mass was stirred for 30 minutes at 25-30° C. Added activated charcoal (1.0 g) and stirred for 30 minutes at 25-30° C. Filter and washed charcoal bed with THF (20 ml). Distilled out THF under reduced pressure at 30-35° C. completely. Dissolved residue in THF (20 ml). In a separate R B flask charged diisopropyl ether (100 ml) at 25° C. Added slowly above reaction mass in 15-20 minutes at 25-30° C. Stirred at 25-30° C. for 2 hours. The product was filtered off under nitrogen atmosphere and wet cake was washed with diisopropyl ether (2×20 ml). Dried under vacuum at 50° C. for 20-24 hours to obtain amorphous Rabeprazole sodium.

Workup

  1. customReaction mass
  2. stirringstirred for 30 minutes at 25-30° C
  3. filtrationFilter
  4. washwashed charcoal bed with THF (20 ml)
  5. distillationDistilled out THF under reduced pressure at 30-35° C. completely
  6. additionIn a separate R B flask charged diisopropyl ether (100 ml) at 25° C
  7. additionAdded slowly above reaction mass in 15-20 minutes at 25-30° C
  8. stirringStirred at 25-30° C. for 2 hours
  9. filtrationThe product was filtered off under nitrogen atmosphere
  10. washwet cake was washed with diisopropyl ether (2×20 ml)
  11. customDried under vacuum at 50° C. for 20-24 hours

Sources & evidence

ORD record
ord-5f6440f2484a4795bac8b30dee6ec7bd
Source dataset
uspto-grants-2012_08
Patent number
US08247568B2

Reaction notes

Loading…