Hydrochloric Acid → HCID 178436977, compound

HRID 2351147Notes

Reaction equation

HRID 2351147 reaction equation
[C:1]([CH2:4][O:5][N:6]=[C:7]([C:25]1[N:26]=[C:27]([NH:30]C(=O)C(F)(F)F)[S:28][CH:29]=1)[C:8]([NH:10][CH:11]1[C:23](=[O:24])[N:13]2[C:14]([C:20]([OH:22])=[S:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]12)=[O:9])([OH:3])=[O:2].C([O-])(=O)C.[Na+].Cl>O>[NH2:30][C:27]1[S:28][CH:29]=[C:25]([C:7](=[N:6][O:5][CH2:4][C:1]([OH:3])=[O:2])[C:8]([NH:10][CH:11]2[C:23](=[O:24])[N:13]3[C:14]([C:20]([OH:22])=[S:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]23)=[O:9])[N:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 517045Sodium AcetateHCID 178436976HCID 178436976, compound

Product 1

HCID 178436977HCID 178436977, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 7-[2-carboxymethoxyimino-2-{2-(2,2,2-trifluoroacetamido)thiazol-4-yl}acetamido]-3-vinylthio-3-cephem-4-carboxylic acid (syn isomer) (1 g) and sodium acetate (1.41 g) in water (21 ml) was stirred at ambient temperature over night. The mixture was adjusted to pH 2 with 1N hydrochloric acid to give a precipitate. The precipitate was collected by filtration, washed with water and dried over phosphorus pentoxide to give 7-[2-(2-aminothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-vinylthio-3-cephem-4-carboxylic acid (syn isomer) (690 mg).

Workup

  1. customto give a precipitate
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-257f24f83fcd4ab8a75562daaa5e9164
Source dataset
uspto-grants-1989_10
Patent number
US04871730

Reaction notes

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