Chloroform → 3,5-Dimethylpyrazole-1-carboxamidine

HRID 2395220Notes

Reaction equation

HRID 2395220 reaction equation
[OH-].[K+].C(Cl)(Cl)Cl.Cl.[C:8]([N:11]1[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[N:12]1)(=[NH:10])[NH2:9]>O>[C:8]([N:11]1[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[N:12]1)(=[NH:9])[NH2:10]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 14797Potassium HydroxideHCID 218002Pyrazole-1-carboxamidine, 3,5-dimethyl-, monohydrochloride

Product 1

HCID 975253,5-Dimethylpyrazole-1-carboxamidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 850 ml of ethanol were added 188 g of aminoguanidine hydrochloride and 170 g of 2,4-pentadione and the mixture was heated with stirring for 3 hrs. under reflux. The precipitated crystals were filtered, sufficiently washed with ethanol and dried to obtain 1-amidino-3,5-dimethylpyrazole hydrochloride of 210 g. Next, 60 g of potassium hydroxide was dissolved in water of 120 g and 1-amidino-3,5-dimethylpyrazole hydrochloride of 61.1 g was added thereto withcooling with water and stirred further for 1 hr. Chloroform of 200 ml was added to the solution for extraction. A chloroform layer was separated, washed with water and dried with anhydrous sodium sulfate, thereafter, chloroform was removed to obtain 1-amidino-3,5-dimethylpyrazole of 46.0 g.

Workup

  1. additionwas added
  2. customA chloroform layer was separated
  3. washwashed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. customchloroform was removed

Sources & evidence

ORD record
ord-b96d879cf8e347c1978c106333837840
Source dataset
uspto-grants-1998_09
Patent number
US05814580

Reaction notes

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