Sodium Hydroxide → HCID 178484382, compound

HRID 1472290Notes

Reaction equation

HRID 1472290 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 (4.01 g, 24.3 mmol) was dissolved in 1N sodium hydroxide (24.2 mL, 24.2 mmol) and stirred at room temperature for 30 minutes. The solution was concentrated in vacuo and to the residue was added ethanol (80 mL). The mixture was carefully concentrated to azeotropically remove water. To the resulting solid was added EtOH (60 mL) and the suspension was filtered to remove precipitated NaCl. The filtrate was concentrated and the resulting solid was placed on high vacuum overnight to yield 3.18 g (102%) of metformin as a white solid.

Workup

  1. concentrationThe solution was concentrated in vacuo and to the residue
  2. additionwas added ethanol (80 mL)
  3. concentrationThe mixture was carefully concentrated to azeotropically remove water
  4. additionTo the resulting solid was added EtOH (60 mL)
  5. filtrationthe suspension was filtered
  6. customto remove
  7. customprecipitated NaCl
  8. concentrationThe filtrate was concentrated
  9. customwas placed on high vacuum overnight

Sources & evidence

ORD record
ord-e9b4728901244096976344647f50c6b6
Source dataset
uspto-grants-2015_04
Patent number
US09012507B2

Reaction notes

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