Sodium Acetate → HCID 131712152, compound

HRID 848754Notes

Reaction equation

HRID 848754 reaction equation
[CH3:1][C:2]1[CH2:3][S:4][C@@H:5]2[CH:12]([NH:13][C:14](=[O:24])[C:15]([C:18]3[N:19]=[C:20]([NH2:23])[S:21][CH:22]=3)=[N:16][OH:17])[C:11](=[O:25])[N:6]2[C:7]=1[C:8]([OH:10])=[O:9].C([O-])(=O)C.[Na+:30]>CO>[CH3:1][C:2]1[CH2:3][S:4][C@@H:5]2[CH:12]([NH:13][C:14](=[O:24])[C:15]([C:18]3[N:19]=[C:20]([NH2:23])[S:21][CH:22]=3)=[N:16][OH:17])[C:11](=[O:25])[N:6]2[C:7]=1[C:8]([O-:10])=[O:9].[Na+:30]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 131712153HCID 131712153, compound

Product 1

HCID 131712152HCID 131712152, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.927 g of the product of Example 1 was dissolved in 4.8 ml of a molar solution of sodium acetate in methanol and the solution was vacuum filtered. The filter was rinsed twice with 0.6 ml of the molar solution of sodium acetate in methanol and twice with 0.6 ml of methanol and then 12 ml of absolute ethanol were slowly added to the combined filtrates. The mixture was vacuum filtered at room temperature and the recovered product was rinsed 3 times with 2 ml of ethanol and with ether and was dried to obtain 517 mg of the syn isomer of sodium 3-methyl-7-[2-(2-amino-4-thiazolyl)-2-hydroxyimino-acetamido]-ceph-3-eme-4-carboxylate. The mother liquors were diluted with 6 ml of ethanol to obtain a second yield of 58 mg of the said sodium salt.

Workup

  1. filtrationfiltered
  2. washThe filter was rinsed twice with 0.6 ml of the molar solution of sodium acetate in methanol and twice with 0.6 ml of methanol
  3. addition12 ml of absolute ethanol were slowly added to the combined filtrates
  4. filtrationfiltered at room temperature
  5. washthe recovered product was rinsed 3 times with 2 ml of ethanol
  6. dry with materialwith ether and was dried

Sources & evidence

ORD record
ord-a8316dfef7ed4129b190e67d1eb45b3d
Source dataset
uspto-grants-1981_10
Patent number
US04297352

Reaction notes

Loading…