Methyl trifluoroacetate → HCID 13706477, compound

HRID 1579921Notes

Reaction equation

HRID 1579921 reaction equation
Cl.[CH2:2]([NH:9][C:10]([NH:12][C:13]([NH2:15])=[NH:14])=[NH:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C[O-].[Na+].[F:19][C:20]([F:26])([F:25])[C:21](OC)=O>CO>[NH2:14][C:13]1[N:12]=[C:10]([NH:9][CH2:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:11]=[C:21]([C:20]([F:26])([F:25])[F:19])[N:15]=1

Participants

5

Reactant 3

HCID 9893Methyl trifluoroacetateHCID 10942334Sodium MethoxideHCID 178479484HCID 178479484, compound

Product 1

HCID 13706477HCID 13706477, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To benzylbiguanide hydrochloride (11.3 g., 0.05 mole) in methanol (270 ml.) is added powdered sodium methoxide (5.4 g., 0.1 mole) followed by methyl trifluoroacetate (6.4 g., 0.05 mole) dropwise with stirring. The solution is stirred at room temperature for 64 hours, then poured into ice-water (500 ml.) and a white solid precipitated and is filtered off, m.p. 183°-185°C. Crystallization from acetonitrile affords colorless cubic crystals, m.p. 184°-185°C. Yield 8 g. (60%)

Workup

  1. stirringThe solution is stirred at room temperature for 64 hours
  2. customa white solid precipitated
  3. filtrationis filtered off
  4. customCrystallization from acetonitrile
  5. customaffords colorless cubic crystals, m.p. 184°-185°C

Sources & evidence

ORD record
ord-e99aec5ee51840afb6ae05da057ad30c
Source dataset
uspto-grants-1976_01
Patent number
US03932167

Reaction notes

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