Sodium Bicarbonate → HCID 9808300, compound

HRID 1744830Notes

Reaction equation

HRID 1744830 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:38])[CH2:6][CH2:7][C:8]([N:10]1[C:18]2[C:13](=[CH:14][C:15]([CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][N:25]([C:28]4[C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=5[S:30][N:29]=4)[CH2:24][CH2:23]3)=[C:16]([Cl:19])[CH:17]=2)[CH2:12][C:11]1=[O:37])=[O:9])[CH3:3].C(=O)([O-])O.[Na+]>ClCCl>[CH2:2]([O:4][C:5](=[O:38])[CH2:6][CH2:7][C:8]([N:10]1[C:18]2[C:13](=[CH:14][C:15]([CH2:20][CH2:21][N:22]3[CH2:23][CH2:24][N:25]([C:28]4[C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=5[S:30][N:29]=4)[CH2:26][CH2:27]3)=[C:16]([Cl:19])[CH:17]=2)[CH2:12][C:11]1=[O:37])=[O:9])[CH3:3]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 9808299HCID 9808299, compound

Product 1

HCID 9808300HCID 9808300, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The product of example 1 or example 7 (15.0 g, 26.0 mmol), dichloromethane (150 mL) and 5% w/v aqueous sodium hydrogen carbonate solution (150 mL) were combined and the resultant mixture was well stirred for 25 min at 35° C. Dichloromethane (100 mL) was then added and stirring was continued for 20 min. at 30° C. The reaction mixture was extracted with dichloromethane (2×100 mL), separated from the aqueous layer and the combined organic layer washed with water (4×200 mL). The washed organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to approximately 100 mL. To the concentrate thus obtained acetonitrile (500 mL) was added, crystallization was initiated during this addition, and the resultant crystal slurry further concentrated under vacuum to remove the remainder of the dichloromethane. This solid was filtrated and dried in a vacuum oven at 60° C.

Workup

  1. extractionThe reaction mixture was extracted with dichloromethane (2×100 mL)
  2. customseparated from the aqueous layer
  3. washthe combined organic layer washed with water (4×200 mL)
  4. dry with materialThe washed organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum to approximately 100 mL
  7. concentrationTo the concentrate thus obtained acetonitrile (500 mL)
  8. additionwas added
  9. customcrystallization
  10. additionwas initiated during this addition
  11. concentrationthe resultant crystal slurry further concentrated under vacuum
  12. customto remove the remainder of the dichloromethane
  13. filtrationThis solid was filtrated
  14. customdried in a vacuum oven at 60° C.

Sources & evidence

ORD record
ord-ec3ca959adb849e8bb5543d2972884a2
Source dataset
uspto-grants-2006_03
Patent number
US07019009B2

Reaction notes

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