Hydrochloric Acid → 3-Methyl-1-(3-pyridinyl)-1H-pyrazol-5-ylamine dihydrochloride

HRID 498057Notes

Reaction equation

HRID 498057 reaction equation
N/[C:2](=[CH:5]\[CH3:6])/[C:3]#[N:4].[ClH:7].Cl.[NH:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[NH2:10].Cl>O>[ClH:7].[ClH:7].[CH3:6][C:5]1[CH:2]=[C:3]([NH2:4])[N:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 171324893-Hydrazinylpyridine dihydrochlorideHCID 86589747Aminocrotononitrile

Product 1

HCID 574176993-Methyl-1-(3-pyridinyl)-1H-pyrazol-5-ylamine dihydrochlorideYield 96.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of aminocrotononitrile (8.21 g, 100 mmol) and 3-hydrazinopyridine dihydrochloride (20.7 g, 114 mmol) in water (50 mL) was mixed with conc. hydrochloric acid (15 mL), and the mixture was heated under reflux for 30 minutes. The solution was allowed to cool to room temperature, and the reaction solvent was evaporated under reduced pressure, and the resulting crystals were collected by filtration. The crystals obtained were washed with water and air dried to give the title compound (13.6 g, 55% yield).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. customthe reaction solvent was evaporated under reduced pressure
  4. filtrationthe resulting crystals were collected by filtration
  5. customThe crystals obtained
  6. washwere washed with water and air
  7. customdried

Sources & evidence

ORD record
ord-477c0bb6523b4f85baa2fe527a4edd3e
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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