Hydrochloric Acid → HCID 178470515, compound

HRID 1729657Notes

Reaction equation

HRID 1729657 reaction equation
O.[Na].[Na].[C:4]([C:9]1[N:10]=[N:11][NH:12][C:13]=1[SH:14])([O:6][CH2:7][CH3:8])=[O:5].CC(O[CH2:19][C:20]1[CH2:29][S:28][C@@H:23]2[C@H:24]([NH2:27])[C:25](=[O:26])[N:22]2[C:21]=1[C:30]([OH:32])=[O:31])=O.C(=O)(O)[O-].[Na+].Cl>C(O)(=O)C.CC(C)=O.O>[NH2:27][CH:24]1[C:25](=[O:26])[N:22]2[C:21]([C:30]([OH:32])=[O:31])=[C:20]([CH2:19][S:14][C:13]3[NH:12][N:11]=[N:10][C:9]=3[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:29][S:28][C@H:23]12

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 4413287-Aminocephalosporanic acidHCID 516892Sodium BicarbonateHCID 178470517HCID 178470517, compound

Product 1

HCID 178470515HCID 178470515, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

4-Carbethoxy-1,2,3-triazole-5-thiol disodium salt hydrate (3.0 g., 13.8 mmol.) was added to a solution of 2.79 g. (10.2 mmol.) of 7-aminocephalosporanic acid and 1.72 g. (20.5 mmol.) of sodium bicarbonate in 40 ml. of water and 10 ml. of acetone. The reaction mixture was acidified to pH 7.2 with glacial acetic acid then refluxed for 2.5 hours. The cooled mixture was acidified to pH 3.9 with 3N hydrochloric acid and the precipitated solid was collected, washed with water and acetone and dried (P2O5 in vacuo) to give the title compound.

Workup

  1. temperaturethen refluxed for 2.5 hours
  2. customthe precipitated solid was collected
  3. washwashed with water and acetone
  4. dry with materialdried (P2O5 in vacuo)

Sources & evidence

ORD record
ord-c353c55ea0e24b14bbced1ba75a5523d
Source dataset
uspto-grants-1976_11
Patent number
US03989694

Reaction notes

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