Water → HCID 178508020, compound

HRID 1733361Notes

Reaction equation

HRID 1733361 reaction equation
[C:1]([Cl:4])(Cl)=O.C([N:7]([CH2:10]C)CC)C.CC1(C)S[C@@H]2[C@H:18]([NH:21][C:22]([CH2:24][C:25]3[CH:26]=[CH:27][CH:28]=CC=3)=O)[C:19](=O)[N:15]2[C@H]1C([O-])=O.[K+].[OH2:36]>O1CCCC1.C(OCC)(=O)C>[NH2:15][C:19]1[C:18]([OH:36])=[N:21][C:22]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:1]=2[Cl:4])=[N:7][CH:10]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6371PhosgeneHCID 8471TriethylamineHCID 23664709Penicillin G Potassium

Product 1

HCID 178508020HCID 178508020, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.05 gm of phosgene and 1.35 ml of triethylamine are reacted, as described in Example 30 in absolute tetrahydrofurane. Triethylamine hydrochloride is filtered off and the solution is evaporated to approximately 50 ml. This solution is dropped with ice-cooling into the solution, prepared with triethylamine, of 4.2 gm of amoxycillin trihydrate in 60 ml of 80% aqueous tetrahydrofurane. Treatment is effected, as described in Example 23, by shaking the desired penicillin acid from water at pH 2 with ethyl acetate.

Workup

  1. filtrationTriethylamine hydrochloride is filtered off
  2. customthe solution is evaporated to approximately 50 ml
  3. additionThis solution is dropped with ice-
  4. temperaturecooling into the solution
  5. customprepared with triethylamine, of 4.2 gm of amoxycillin trihydrate in 60 ml of 80% aqueous tetrahydrofurane

Sources & evidence

ORD record
ord-b0329abe27dd42958bdd54eb0c39e885
Source dataset
uspto-grants-1980_12
Patent number
US04241056

Reaction notes

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