Reaction #742274

ord-0084d7a7fafd4b9185f56e76aa32e93a

Reaction equation

N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1
cefaclor
N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1
cefaclor
N
ammonia
→
N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1.O
cefaclor monohydrate

Reactants

N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1
cefaclor
N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1
cefaclor
N
ammonia

Reagents

None

Solvents

O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Other30 min
  2. 2
    Otherat 30° C.
  3. 3
    Other30 min
  4. 4
    Otherat 25° C.
  5. 5
    Other60 min
  6. 6
    Otherat 20° C
  7. 7
    FiltrationThe suspension was filtered through a glass
  8. 8
    Filtrationfilter
  9. 9
    Washthe wet cake was washed with one volume of water and two volumes of acetone
  10. 10
    OtherAfter drying

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08071330B2uspto-grants-2011_12