Sodium Hydroxide → Ampicillin Sodium

HRID 66052Notes

Reaction equation

HRID 66052 reaction equation
[OH-].[Na+:2].[CH3:3][C:4]1([CH3:26])[S:8][C@@H:7]2[C@H:9]([NH:12][C:13]([C@H:15]([NH2:22])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:14])[C:10](=[O:11])[N:6]2[C@H:5]1[C:23]([OH:25])=[O:24].O.O.O>O>[CH3:3][C:4]1([CH3:26])[S:8][C@@H:7]2[C@H:9]([NH:12][C:13]([C@H:15]([NH2:22])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:14])[C:10](=[O:11])[N:6]2[C@H:5]1[C:23]([O-:25])=[O:24].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23565Ampicillin Trihydrate

Product 1

HCID 23663979Ampicillin SodiumYield 98.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6 ml of an aqueous 1N sodium hydroxide solution (6 millimols of NaOH) which had been cooled to about 0° C. was added dropwise over a period of 5 minutes to a suspension of 2.42 gm (6 millimols) of ampicillin trihydrate in 24 ml of water at about 0° C., while cooling and vigorously stirring. The resulting clear solution was immediately sterile-filtered, that is, filtered to remove suspended particles, and the filtrate was without delay frozen in bulk by the shell-freezing process. Thereafter, the frozen filtrate was lyophilized, yielding 2.2 gm of white sodium ampicillin having a residual moisture content of 1.35% by weight and a microbiological activity of 94% (U.S.P. standard).

Workup

  1. temperaturewhile cooling
  2. filtrationThe resulting clear solution was immediately sterile-filtered
  3. filtrationfiltered
  4. customto remove
  5. temperaturefrozen in bulk by the shell-freezing process

Sources & evidence

ORD record
ord-16fb396343c44056b7ac1f4c8a16d892
Source dataset
uspto-grants-1978_12
Patent number
US04130558

Reaction notes

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