Methylparaben → HCID 67689272, compound

HRID 35993

Reaction equation

HRID 35993 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:11]=[CH:10][C:8]([OH:9])=[CH:7][CH:6]=1)=[O:4].CC1CS[C@@H]2[C@H](NC([C@H](N)C3C=CC=CC=3)=O)C(=[O:19])N2C=1C(O)=O.O.CC1CS[C@@H]2[C@H](NC([C@H](N)C3C=CC=CC=3)=O)C(=O)N2C=1C(O)=O.[F-].[K+]>O>[CH3:1][O:2][C:3]([C:5]1[CH:11]=[CH:10][C:8]([OH:9])=[CH:7][CH:6]=1)=[O:4].[OH2:19]

Participants

6

Reactant 4

HCID 7456Methylparaben2×HCID 27447CephalexinHCID 62921Cephalexin MonohydrateHCID 522689Potassium Fluoride

Product 1

HCID 67689272HCID 67689272, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Methyl paraben (375 mg, 2.5 mmol) in 150 ml of water was added to cephalexin monohydrate (2.4 g, 6.6 mmol) to result in a suspension. After 5 days at 5° C., the crystals were collected by filtration and washed with water to give 1.06 g (2.0 mmol) of cocrystals. mp 168°-169° C. Anal. calcd for C24H25N3O7S·H2O: C, 55.70; H, 5.26; N, 8.12. Found: C, 55.65; H, 5.28; N, 8.13. HPLC assay (calcd), found: (67.1), 67.1% cephalexin, (29.4), 28.7% methyl paraben. KF (Calcd) , found: (3.5) , 4.0% water.

Workup

  1. customto result in a suspension
  2. filtrationthe crystals were collected by filtration
  3. washwashed with water
  4. customto give 1.06 g (2.0 mmol) of cocrystals

Sources & evidence

ORD record
ord-03cfd62b56564b7aaa9029b192fcff22
Source dataset
uspto-grants-1995_05
Patent number
US05412094

Linked notes

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