Sodium Bicarbonate → HCID 88770327, compound

HRID 127098Notes

Reaction equation

HRID 127098 reaction equation
C(O[CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:26])[CH2:19][C:20]3[S:24][C:23]([NH2:25])=[N:22][CH:21]=3)[C:15](=[O:27])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=O)C.[CH3:28][N:29]1[C:33]([S-:34])=[N:32][N:31]=[N:30]1.[K+].C(=O)(O)[O-].[Na+]>P([O-])([O-])([O-])=O>[CH3:28][N:29]1[C:33]([S:34][CH2:5][C:6]2[CH2:7][S:8][C@@H:9]3[CH:16]([NH:17][C:18](=[O:26])[CH2:19][C:20]4[S:24][C:23]([NH2:25])=[N:22][CH:21]=4)[C:15](=[O:27])[N:10]3[C:11]=2[C:12]([OH:14])=[O:13])=[N:32][N:31]=[N:30]1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 23681836Potassium 1-methyl-1H-tetrazole-5-thiolateHCID 88769766HCID 88769766, compound

Product 1

HCID 88770327HCID 88770327, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

A solution of 3-acetoxymethyl-7-(2-aminothiazol-5-yl)acetamido-3-cephem-4-carboxylic acid (2 g.) and potassium 1-methyl-1H-tetrazole-5-thiolate (0.7 g.) in pH 6.4 phosphate buffer (50 ml.) was stirred for 4 hours with continuous introduction of nitrogen gas while the reaction mixture was kept to pH 6.4 to 7 with sodium bicarbonate. After the reaction, the reaction mixture was cooled and then filtered. The filtrate was adjusted to pH 2.5 with diluted hydrochloric acid under ice-cooling, and the precipitates were collected by filtration and then purified similarly as that of Example 6 to give light brown powder of 3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7-(2-aminothiazol-5-yl)acetamido-3-cephem-4-carboxylic acid (1.05 g.).

Workup

  1. customAfter the reaction
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered
  4. temperaturecooling
  5. filtrationthe precipitates were collected by filtration
  6. custompurified similarly as that of Example 6

Sources & evidence

ORD record
ord-a1f95acbfa2e4c048eda6d4b10bb73c4
Source dataset
uspto-grants-1981_03
Patent number
US04254260

Reaction notes

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