3-Propylpentane-2,4-dione → HCID 9859226, compound

HRID 2400150Notes

Reaction equation

HRID 2400150 reaction equation
[CH2:1]([CH:4]([C:8](=O)[CH3:9])[C:5](=O)[CH3:6])[CH2:2][CH3:3].[C:11]([NH:14][NH2:15])([NH2:13])=[NH:12].[ClH:16]>CO.O.Cl>[ClH:16].[CH3:9][C:8]1[C:4]([CH2:1][CH2:2][CH3:3])=[C:5]([CH3:6])[N:14]([C:11]([NH2:13])=[NH:12])[N:15]=1

Participants

6

Reactant 2

HCID 737623-Propylpentane-2,4-dioneHCID 178418668HCID 178418668, compound

Product 1

HCID 9859226HCID 9859226, compoundYield 55.6%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 2.06 g of 3-propyl-2,4-pentanedione in 10 ml of methanol was added little by little to a solution of 1.56 g of aminoguanidine hydrochloride in 5 ml of water, 30 ml of methanol and 1 ml of concentrated hydrochloric acid, and stirred overnight at room temperature. The solvents were removed by distillation under reduced pressure, and the residue was purified by silica gel chromatography (eluent: chloroform/methanol=5/1) and then recrystallized from ethanol-ether to obtain 1.70 g of 3,5-dimethyl-4-propyl-1H-pyrazole-1-carboxamidine hydrochloride.

Workup

  1. customThe solvents were removed by distillation under reduced pressure
  2. customthe residue was purified by silica gel chromatography (eluent: chloroform/methanol=5/1)
  3. customrecrystallized from ethanol-ether

Sources & evidence

ORD record
ord-6f14234b30a0428cbdfdf347b8beae57
Source dataset
uspto-grants-1995_09
Patent number
US05453514

Reaction notes

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