Sodium Acetate → HCID 131714765, compound

HRID 1650921Notes

Reaction equation

HRID 1650921 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH:7]C(=O)C(F)(F)F)=[N:4][C:3]=1[C:14](=[N:33][O:34][CH2:35][C:36]([OH:38])=[O:37])[C:15]([NH:17][CH:18]1[C:31](=[O:32])[N:20]2[C:21]([C:28]([OH:30])=[O:29])=[C:22]([CH2:25][S:26][CH3:27])[CH2:23][S:24][C@H:19]12)=[O:16].C([O-])(=O)C.[Na+]>O>[NH2:7][C:5]1[S:6][C:2]([Cl:1])=[C:3]([C:14](=[N:33][O:34][CH2:35][C:36]([OH:38])=[O:37])[C:15]([NH:17][CH:18]2[C:31](=[O:32])[N:20]3[C:21]([C:28]([OH:30])=[O:29])=[C:22]([CH2:25][S:26][CH3:27])[CH2:23][S:24][C@H:19]23)=[O:16])[N:4]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 131714766HCID 131714766, compound

Product 1

HCID 131714765HCID 131714765, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 7-[2-(5-chloro-2-trifluoroacetamidothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-methylthiomethyl-3-cephem-4-carboxylic acid (syn isomer) (2.5 g) and sodium acetate (5.6 g) in water (25 ml) was stirred at ambient temperature for 13 hours. The resultant solution was washed with ethyl acetate and the separated aqueous layer was treated with active-charcoal. And the aqueous layer was adjusted to pH 2.3 with 10% hydrochloric acid. The precipitates were collected by filtration and washed with water. The precipitates were dried under reduced pressure to give 7-[2-(2-amino-5-chlorothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-methylthiomethyl-3-cephem-4-carboxylic acid (syn isomer) (1.7 g).

Workup

  1. washThe resultant solution was washed with ethyl acetate
  2. additionthe separated aqueous layer was treated with active-charcoal
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customThe precipitates were dried under reduced pressure

Sources & evidence

ORD record
ord-6f4581a0f87d4ebeb44c0943f002ed02
Source dataset
uspto-grants-1990_05
Patent number
US04925948

Reaction notes

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