Hydrochloric Acid → HCID 23620956, compound

HRID 1735485Notes

Reaction equation

HRID 1735485 reaction equation
[NH2:1][CH:2]1[C:23](=[O:24])[N:4]2[C:5]([C:10]([O:12]CC3C=CC([N+]([O-])=O)=CC=3)=[O:11])=[C:6]([Cl:9])[CH2:7][S:8][C@H:3]12.[Al].Cl>CO.O>[NH2:1][CH:2]1[C:23](=[O:24])[N:4]2[C:5]([C:10]([OH:12])=[O:11])=[C:6]([Cl:9])[CH2:7][S:8][C@H:3]12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 5359268AluminumHCID 676435564-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

Product 1

HCID 23620956HCID 23620956, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent2×

Procedure

p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate (10 gm) was suspended in a mixture of methanol (120 ml) and water (25 ml). Aluminum powder (10 gm) was charged at 30° C., followed by the addition of concentrated HCl (12.5 ml) in a methanol (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 reaction 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: 3.9 gm (68%).

Workup

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

Sources & evidence

ORD record
ord-f6747e397bbf400f90c208e2beea0115
Source dataset
uspto-grants-1996_07
Patent number
US05536830

Reaction notes

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