Methine triacetate → HCID 19382746, compound

HRID 2400151Notes

Reaction equation

HRID 2400151 reaction equation
[C:1]([NH:4][NH2:5])([NH2:3])=[NH:2].Cl.[C:7]([CH:10]([C:14](=O)[CH3:15])[C:11](=O)[CH3:12])(=[O:9])[CH3:8]>CO>[C:7]([C:10]1[C:11]([CH3:12])=[N:5][N:4]([C:1]([NH2:3])=[NH:2])[C:14]=1[CH3:15])(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 69950Methine triacetateHCID 178418668HCID 178418668, compound

Product 1

HCID 19382746HCID 19382746, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
-10 °C

Procedure

1.86 g of aminoguanidine hydrochloride were added to a solution of 3.0 g of triacetylmethane and 30 ml of methanol with cooling at -10° C., and the reaction mixture was stirred for one day with cooling with ice. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel chromatography (eluent: chloroform/methanol=5/1) and then recrystallized from ether-chloroform to obtain 484 mg of 4-acetyl-3,5-dimethyl-1H-pyrazole-1-carboxamidine.

Workup

  1. temperaturewith cooling with ice
  2. customThe solvent was removed by distillation under reduced pressure
  3. customthe resulting residue was purified by silica gel chromatography (eluent: chloroform/methanol=5/1)
  4. customrecrystallized from ether-chloroform

Sources & evidence

ORD record
ord-20063e9b0541459b8862250757a1dfd9
Source dataset
uspto-grants-1995_09
Patent number
US05453514

Reaction notes

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