Reaction #73577

ord-6fb44aec1ba6457d8f8eea270e485c9a

Reaction equation

[Na+].[OH-]
sodium hydroxide
CN(C)C(=N)N=C(N)N.Cl
metformin hydrochloride
CC(=O)O
acetic acid
→
CC(=O)[O-].CN(C)C(=N)NC(=N)N
metformin acetate
Yield 73.0%

Reactants

—
aqueous solution
[Na+].[OH-]
sodium hydroxide
CN(C)C(=N)N=C(N)N.Cl
metformin hydrochloride
CC(=O)O
acetic acid

Reagents

None

Solvents

O
water

Conditions

Temperature
30°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.DISSOLUTIONto dissolve thoroughly
  2. 2
    FiltrationThe resulting crystal was filtered
  3. 3
    Washwashed with acetone
  4. 4
    Otherdried at 60° C.

Procedure

20.0 g (1 equivalent) of metformin hydrochloride and 30 Ml of water, and then 10 Ml (1.45 equivalents) of acetic acid were added to a reactor, and stirred for 2 hours at 30° C. to dissolve thoroughly. Then 1.23 g (1.5 equivalents) of aqueous solution of sodium hydroxide was added to the reaction solution. The resulting crystal was filtered and washed with acetone, and then dried at 60° C. to obtain 16.7 g of metformin acetate (yield: 73.0%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541474B2uspto-grants-2013_09