Sodium Hydroxide → HCID 178484382, compound

HRID 2092639Notes

Reaction equation

HRID 2092639 reaction equation
Cl.[CH3:2][N:3]([CH3:10])[C:4]([NH:6][C:7](=[NH:9])[NH2:8])=[NH:5].[OH-].[Na+]>>[CH3:2][N:3]([C:4]([NH:6][C:7]([NH2:9])=[NH:8])=[NH:5])[CH3:10]

Participants

3

Procedure

N,N-dimethylimidodicarbonimidic diamide hydrochloride (Formula I) (4.06 g, 24.5 mmol) was dissolved in 1N sodium hydroxide (24.5 mL, 24.5 mmol) and stirred at room temperature for 30 minutes. The solution was concentrated in vacuo and to the residue was added EtOH (80 mL). The mixture was carefully concentrated to azeotropically remove water. To the resulting solid was added EtOH (40 mL) and the suspension was filtered to remove precipitated sodium chloride. The filtrate was concentrated and the resulting solid was placed on high vacuum overnight to yield 3.02 g (95%) of metformin free base as a white solid.

Workup

  1. concentrationThe solution was concentrated in vacuo and to the residue
  2. additionwas added EtOH (80 mL)
  3. concentrationThe mixture was carefully concentrated to azeotropically remove water
  4. additionTo the resulting solid was added EtOH (40 mL)
  5. filtrationthe suspension was filtered
  6. customto remove
  7. customprecipitated sodium chloride
  8. concentrationThe filtrate was concentrated
  9. customwas placed on high vacuum overnight

Sources & evidence

ORD record
ord-9e29e09b46504d7894409415a1870b7c
Source dataset
uspto-grants-2013_05
Patent number
US08440723B2

Reaction notes

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