HCID 178462316, compound → 74431-23-5

HRID 1295441Notes

Reaction equation

HRID 1295441 reaction equation
[CH3:1][C@@H:2]([OH:20])[C@H:3]1[C:9](=[O:10])[N:8]2[C@@H:4]1[CH2:5][C:6]([S:14][CH2:15][CH2:16][NH:17][CH:18]=[NH:19])=[C:7]2[C:11]([OH:13])=[O:12]>ClCCl>[CH3:1][C@@H:2]([OH:20])[C@H:3]1[C:9](=[O:10])[N:8]2[C@@H:4]1[CH2:5][C:6]([S:14][CH2:15][CH2:16][N:17]=[CH:18][NH2:19])=[C:7]2[C:11]([OH:13])=[O:12].[OH2:10]

Participants

3

Reactant 1

HCID 178462316HCID 178462316, compound

Product 1

HCID 528237274431-23-5

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
7.5 °C

Procedure

The reaction mixture containing imipenem obtained at step (d) Example 1 was stirred with dichloromethane (900 ml) maintaining pH between 7.0 to 8.0 and the aqueous layer separated. The aqueous portion was degassed to remove dichloromethane and given activated carbon treatment. The filtered aqueous solution was mixed with isopropanol (400 ml) and stirred at 5-10° C. for 3 hours. The crystalline product so obtained was filtered, washed with isopropropanol followed by acetone and dried at 35-40° C. for 1 hour to obtain crystalline imipenem monohydrate (9.0 g, purity 99% by HPLC).

Workup

  1. customobtained at step (d) Example 1
  2. temperaturemaintaining pH between 7.0 to 8.0
  3. customthe aqueous layer separated
  4. customThe aqueous portion was degassed
  5. customto remove dichloromethane
  6. additionThe filtered aqueous solution was mixed with isopropanol (400 ml)
  7. customThe crystalline product so obtained
  8. filtrationwas filtered
  9. washwashed with isopropropanol
  10. customdried at 35-40° C. for 1 hour

Sources & evidence

ORD record
ord-897898b06c5b40d88df3b83152d6bace
Source dataset
uspto-grants-2007_07
Patent number
US07241885B2

Reaction notes

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