Malic Acid → HCID 178484389, compound

HRID 658131Notes

Reaction equation

HRID 658131 reaction equation
[CH3:1][N:2]([C:4]([N:6]=[C:7]([NH2:9])[NH2:8])=[NH:5])[CH3:3].Cl.[OH-].[Na+].[C:13]([OH:21])(=[O:20])[CH:14]([CH2:16][C:17]([OH:19])=[O:18])[OH:15].CO>C(O)C>[CH3:1][N:2]([C:4]([NH:6][C:7]([NH2:9])=[NH:8])=[NH:5])[CH3:3].[C:13]([O-:21])(=[O:20])[CH:14]([CH2:16][C:17]([O-:19])=[O:18])[OH:15]

Participants

6

Reactant 4

HCID 525Malic AcidHCID 887MethanolHCID 14219Metformin HydrochlorideHCID 14798Sodium Hydroxide

Product 1

HCID 178484389HCID 178484389, compoundYield 113.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

12.5 g (2.5 molar equivalents) of metformin hydrochloride, 3.02 g (2.5 molar equivalents) of sodium hydroxide and 4.05 g (1 molar equivalent) of malic acid were stirred in a mixed solution of methanol and ethanol (1:1) at 40° C., and then the produced crystal was filtered. The produced crystal was stirred in ethanol at 50, and the stirred at 10° C. for 5 hours. Then, the crystal was filtered and dried in hot air, thus obtaining 8.94 g (yield: 75.4%) of metformin malate.

Workup

  1. filtrationthe produced crystal was filtered
  2. stirringthe stirred at 10° C. for 5 hours
  3. filtrationThen, the crystal was filtered
  4. customdried in hot air

Sources & evidence

ORD record
ord-cdda8a7e39824d23be6919fcc7f4e5a3
Source dataset
uspto-grants-2011_12
Patent number
US08076377B2

Reaction notes

Loading…