Metformin Hydrochloride → HCID 178484382, compound

HRID 658123Notes

Reaction equation

HRID 658123 reaction equation
[CH3:1][N:2]([C:4]([N:6]=[C:7]([NH2:9])[NH2:8])=[NH:5])[CH3:3].Cl.[OH-].[Na+]>CO>[CH3:1][N:2]([C:4]([NH:6][C:7]([NH2:9])=[NH:8])=[NH:5])[CH3:3]

Participants

4

Reactant 2

HCID 14219Metformin HydrochlorideHCID 14798Sodium Hydroxide

Product 1

HCID 178484382HCID 178484382, compoundYield 59.84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

500 g (1 molar equivalent) of metformin hydrochloride and 120.76 g (1 molar equivalent) of sodium hydroxide were stirred in 3750 ml of methanol at room temperature, the produced inorganic salt was filtered, and the filtrate was concentrated. The produced crystal was stirred in 5000 ml of acetone at 40° C., the produced inorganic salt was filtrated, and the filtrate was concentrated. The produced crystal was stirred in 4000 ml of acetone at 40° C., the produced inorganic salt was filtered, and the filtrate was concentrated, thus obtaining 233.3 g (yield: 59.84%) of metformin free-base.

Workup

  1. filtrationthe produced inorganic salt was filtered
  2. concentrationthe filtrate was concentrated
  3. filtrationthe produced inorganic salt was filtrated
  4. concentrationthe filtrate was concentrated
  5. stirringThe produced crystal was stirred in 4000 ml of acetone at 40° C.
  6. filtrationthe produced inorganic salt was filtered
  7. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4f7dc904f989407792c1df423fd8bd26
Source dataset
uspto-grants-2011_12
Patent number
US08076377B2

Reaction notes

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