HCID 40247, compound → HCID 5458165, compound

HRID 218295Notes

Reaction equation

HRID 218295 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([CH:7]([S:33]([OH:36])(=[O:35])=[O:34])[C:8]([NH:10][C@@H:11]2[C:14](=[O:15])[N:13]3[C:16]([C:30]([OH:32])=[O:31])=[C:17]([CH2:20][N+:21]4[CH:22]=[CH:23][C:24]([C:27]([NH2:29])=[O:28])=[CH:25][CH:26]=4)[CH2:18][S:19][C@H:12]23)=[O:9])=[CH:5][CH:6]=1.C([O-])(=O)C.[Na+:41]>CN(C=O)C.O>[CH:1]1[CH:2]=[CH:3][C:4]([CH:7]([S:33]([O-:36])(=[O:34])=[O:35])[C:8]([NH:10][C@@H:11]2[C:14](=[O:15])[N:13]3[C:16]([C:30]([O-:32])=[O:31])=[C:17]([CH2:20][N+:21]4[CH:26]=[CH:25][C:24]([C:27]([NH2:29])=[O:28])=[CH:23][CH:22]=4)[CH2:18][S:19][C@H:12]23)=[O:9])=[CH:5][CH:6]=1.[Na+:41]

Participants

5

Reactant 2

HCID 40247HCID 40247, compoundHCID 517045Sodium Acetate

Product 1

HCID 5458165HCID 5458165, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Cefsulodin (5.0762 g) was dissolved in 10 mL of DMF and cooled in an ice bath. To this cold, yellow, syrupy solution was added 1.1 eq. of sodium acetate in 15 mL of water with stirring. The mixture was stirred at ice temperature for 10 more minutes. The mixture was then placed in a refrigerator overnight. The crystallized cefsulodin sodium was filtered, dried using heat under reduced pressure to a water content of about 3.18% by weight. 2.82 g of cefsulodin sodium were obtained (63%). Microscopic analysis of the resulting crystals showed that the cefsulodin sodium was spherical-type crystals.

Workup

  1. temperaturecooled in an ice bath
  2. stirringThe mixture was stirred at ice temperature for 10 more minutes
  3. customwas then placed in a refrigerator overnight
  4. filtrationThe crystallized cefsulodin sodium was filtered
  5. customdried
  6. temperatureusing heat under reduced pressure to a water content of about 3.18% by weight

Sources & evidence

ORD record
ord-9685bcf8e3a64a488c436c1c11c66f45
Source dataset
uspto-grants-2012_06
Patent number
US08198434B2

Reaction notes

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