Hydrochloric Acid → HCID 178508104, compound

HRID 1391362Notes

Reaction equation

HRID 1391362 reaction equation
O.[Na].[Na].[Na].[C:5]([C:8]1[N:9]=[N:10][NH:11][C:12]=1[SH:13])([OH:7])=[O:6].CC(O[CH2:18][C:19]1[CH2:28][S:27][C@@H:22]2[C@H:23]([NH2:26])[C:24](=[O:25])[N:21]2[C:20]=1[C:29]([OH:31])=[O:30])=O.O.Cl>CC(C)=O>[NH2:26][CH:23]1[C:24](=[O:25])[N:21]2[C:20]([C:29]([OH:31])=[O:30])=[C:19]([CH2:18][S:13][C:12]3[NH:11][N:10]=[N:9][C:8]=3[C:5]([OH:7])=[O:6])[CH2:28][S:27][C@H:22]12

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 4413287-Aminocephalosporanic acidHCID 178526954HCID 178526954, compound

Product 1

HCID 178508104HCID 178508104, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Carboxy-1,2,3-triazole-5-thiol trisodium salt hydrate (4.4 g., 20 mmol.) was added to a stirred suspension of 4.08 g. (15 mmol.) of 7-aminocephalosporanic acid in 30 ml. of water and 15 ml. of acetone. The reaction mixture was quickly acidified to pH 7.3 with dilute hydrochloric acid, then heated at 65° for 4.5 hours. The mixture was cooled (ice bath), brought to pH 2.4 with dilute hydrochloric acid and the precipitate was collected, washed with water and acetone and dried in vacuo over phosphorus pentoxide to give the title compound.

Workup

  1. temperatureheated at 65° for 4.5 hours
  2. temperatureThe mixture was cooled (ice bath)
  3. customthe precipitate was collected
  4. washwashed with water and acetone
  5. dry with materialdried in vacuo over phosphorus pentoxide

Sources & evidence

ORD record
ord-93e529d87ecd4290be388bc585eb67c1
Source dataset
uspto-grants-1979_02
Patent number
US04142046

Reaction notes

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