Hydrochloric Acid → HCID 131710298, compound

HRID 1657714Notes

Reaction equation

HRID 1657714 reaction equation
Cl.C([NH:21][C@H:22]1[C:34](=[O:35])[N:24]2[C:25]([C:31]([O-:33])=[O:32])=[C:26]([CH2:29][CH3:30])[CH2:27][S:28][C@H:23]12)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[N+](C)([O-])=O>[NH2:21][C@H:22]1[C:34](=[O:35])[N:24]2[C:25]([C:31]([OH:33])=[O:32])=[C:26]([CH2:29][CH3:30])[CH2:27][S:28][C@H:23]12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131710299HCID 131710299, compound

Product 1

HCID 131710298HCID 131710298, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

A current of gaseous hydrochloric acid was passed through a mixture of 527 mg of tert.-butyl DL cis 7-tritylamino-3-ethyl-3-cepheme-4-carboxylate in 10 ml of nitromethane at 0°C for 15 minutes and the mixture was evaporated to dryness under reduced pressure. The residue was taken up in ether and the solution was vacuum filtered. The recovered precipitate was dissolved in one ml of water and pyridine was added to adjust the pH to 4. The mixture was vacuum filtered and the precipitate was washed with water, then acetone and ether and dried to obtain 185 mg of DL cis 7-amino-3-ethyl-3-cepheme-4-carboxylic acid melting above 250°C. The product occurred in the form of colorless crystals slightly soluble in water and ethanol and insoluble in ether and acetone.

Workup

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. filtrationfiltered
  3. dissolutionThe recovered precipitate was dissolved in one ml of water
  4. additionpyridine was added
  5. filtrationfiltered
  6. washthe precipitate was washed with water
  7. dry with materialacetone and ether and dried

Sources & evidence

ORD record
ord-c6ef1fdf936548dabba4bc87b73bec35
Source dataset
uspto-grants-1976_06
Patent number
US03962223

Reaction notes

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