Potassium Carbonate → 1250155-26-0

HRID 1260313Notes

Reaction equation

HRID 1260313 reaction equation
C(=O)([O-])[O-].[K+].[K+].[N:7]1[CH:12]=[CH:11][C:10]([NH:13][NH2:14])=[CH:9][CH:8]=1.Cl[CH:16]([CH2:19]Cl)[C:17]#[N:18]>O>[N:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:19]=[CH:16][C:17]([NH2:18])=[N:14]2)=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 929352,3-DichloropropiononitrileHCID 4166314-Hydrazinopyridine

Product 1

HCID 540782361250155-26-0Yield 6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

To a solution of potassium carbonate (4.46 g, 32 mmol) in water (20 ml) was added pyridine-4-yl-hydrazine×2HCl (1.47 g, 8 mmol) and the mixture was cooled to 10° C. 2,3-Dichloropropionitrile (1.0 g, 8 mmol) was added dropwise at that temperature. Subsequently, the mixture was stirred at 45° C. for 3 h and at ambient temperature overnight. The reaction mixture was extracted with dichloromethane, the organic phases were combined, washed with brine, dried and the solvent was evaporated. Silica gel chromatography using a heptane/ethyl acetate gradient yielded the amine as yellow solid (80 mg, 6%).

Workup

  1. extractionThe reaction mixture was extracted with dichloromethane
  2. washwashed with brine
  3. customdried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-60c78080c7a744d1baa990622fc98c0d
Source dataset
uspto-grants-2013_06
Patent number
US08470820B2

Reaction notes

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