Hydrochloric Acid → HCID 23620956, compound

HRID 1735481Notes

Reaction equation

HRID 1735481 reaction equation
O1CCCC1.[NH2:6][CH:7]1[C:28](=[O:29])[N:9]2[C:10]([C:15]([O:17]CC3C=CC([N+]([O-])=O)=CC=3)=[O:16])=[C:11]([Cl:14])[CH2:12][S:13][C@H:8]12.Cl>[Fe].O>[NH2:6][CH:7]1[C:28](=[O:29])[N:9]2[C:10]([C:15]([OH:17])=[O:16])=[C:11]([Cl:14])[CH2:12][S:13][C@H:8]12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2×HCID 676435564-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

Product 1

HCID 23620956HCID 23620956, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent2×

Procedure

To a mixture of tetrahydrofuran (120 ml) and water (25 ml), p-nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate (10 gm) was added. Iron powder (10 gm) was charged at 30° C., followed by the addition of concentrated HCl (12.5 ml) in a tetrahydrofuran (10 ml) and water (2.5 ml) mixture over a period of 15 minutes. The reaction mixture was stirred for 1 hour. After completion of the reaction, aq. KHCO3 was added to bring the pH to 8.0, followed by the addition of activated carbon. After stirring for 10 minutes, the mixture was filtered. To the filtrate was added aq. HCl to bring the pH to 4.0. The product thus separated was filtered and dried. Yield 4.17 gm (72.3%).

Workup

  1. additionwas added
  2. additionwas added
  3. additionfollowed by the addition of activated carbon
  4. stirringAfter stirring for 10 minutes
  5. filtrationthe mixture was filtered
  6. additionTo the filtrate was added aq. HCl
  7. customThe product thus separated
  8. filtrationwas filtered
  9. customdried

Sources & evidence

ORD record
ord-5cb22f43f8ef40e2bc039ba931bf2574
Source dataset
uspto-grants-1996_07
Patent number
US05536830

Reaction notes

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