Hydrochloric Acid → HCID 178470515, compound

HRID 1439733Notes

Reaction equation

HRID 1439733 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-3748f6bc15114baf9d1bd8b37ab9d246
Source dataset
uspto-grants-1977_11
Patent number
US04060610

Reaction notes

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