Ammonia → 7-[(2-Amino-1-hydroxy-2-phenylethylidene)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1)

HRID 655092Notes

Reaction equation

HRID 655092 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@@H:7]([NH2:24])[C:8]([NH:10][C@@H:11]2[C:14](=[O:15])[N:13]3[C:16]([C:21]([OH:23])=[O:22])=[C:17]([Cl:20])[CH2:18][S:19][C@H:12]23)=[O:9])=[CH:5][CH:6]=1.N>O>[CH2:18]1[S:19][C@@H:12]2[C@H:11]([NH:10][C:8]([C@H:7]([NH2:24])[C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)=[O:9])[C:14](=[O:15])[N:13]2[C:16]([C:21]([OH:23])=[O:22])=[C:17]1[Cl:20].[OH2:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 51039Cefaclor2×

Product 1

HCID 510387-[(2-Amino-1-hydroxy-2-phenylethylidene)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1)Yield 2,993.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A crystallisation reactor was filled with 34 g water and 1.0 g cefaclor as seed. The above-mentioned acidic cefaclor solution was dosed into the crystallisation reactor in 60 minutes at 35° C. The pH was kept at 5.0 with ammonia. Subsequently, the temperature was lowered in steps: 30 min at 30° C., 30 min at 25° C., and 60 min at 20° C. The suspension was filtered through a glass filter and the wet cake was washed with one volume of water and two volumes of acetone. After drying, 15.7 g cefaclor monohydrate was obtained (purity 99.4%).

Workup

  1. custom30 min
  2. customat 30° C.
  3. custom30 min
  4. customat 25° C.
  5. custom60 min
  6. customat 20° C
  7. filtrationThe suspension was filtered through a glass
  8. filtrationfilter
  9. washthe wet cake was washed with one volume of water and two volumes of acetone
  10. customAfter drying

Sources & evidence

ORD record
ord-0084d7a7fafd4b9185f56e76aa32e93a
Source dataset
uspto-grants-2011_12
Patent number
US08071330B2

Reaction notes

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