Acetic Acid → HCID 178476642, compound

HRID 556769Notes

Reaction equation

HRID 556769 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[CH3:5][N:6]([C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9])[CH3:7]>CC(C)=O>[CH3:5][N:6]([C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9])[CH3:7].[C:1]([O-:4])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178484382HCID 178484382, compound

Product 1

HCID 178476642HCID 178476642, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

20.00 g (1 equivalent) of metformin hydrochloride and 4.84 g (1 equivalent) of sodium hydroxide were stirred in 200 Ml of ethanol for 2 hours at room temperature, and then remaining solid was filtered and the filtrate was concentrated under reduced pressure. Then 300 Ml of acetone was added to the resulting solid and stirred. Insoluble material was filtered, and the filtrate was concentrated under reduced pressure to obtain 12.0 g of metformin free base. 500 Ml of acetone and 10 Ml (1.45 equivalents) of glacial acetic acid were added to the metformin free base, and then the mixture was stirred. The resulting crystal was filtered and washed with acetone, and then dried at 60° C. to obtain 13.6 g of metformin acetate (yield: 59.5%).

Workup

  1. filtrationThe resulting crystal was filtered
  2. washwashed with acetone
  3. customdried at 60° C.

Sources & evidence

ORD record
ord-134f09d3147149a6a5606d36ab35be01
Source dataset
uspto-grants-2011_11
Patent number
US08058312B2

Reaction notes

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