Hydrazine → HCID 86659976, compound

HRID 237424Notes

Reaction equation

HRID 237424 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH2:9][CH2:10][CH3:11])[N:3]=1.[NH2:12][NH2:13].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:9]([S:8][C:4]1[N:3]=[C:2]([NH:12][NH2:13])[CH:7]=[CH:6][N:5]=1)[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 58542168HCID 58542168, compound

Product 1

HCID 86659976HCID 86659976, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

4-Chloro-2-propylsulfanyl-pyrimidine (15.03 g), hydrazine (10.69 g) and potassium carbonate (15.37 g) were added to ethanol (150 mL) and the mixture was heated to 80° C. for three hours. The mixture was cooled, filtered, and the filtrate was concentrated under reduced pressure. The residue was chromatographed (CH2Cl2/hexanes through silica) to give 7.036 g of (2-propylsulfanyl-pyrimidin-4-yl)-hydrazine.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was chromatographed (CH2Cl2/hexanes through silica)

Sources & evidence

ORD record
ord-c4419f62a4314e48af9d31adfa747642
Source dataset
uspto-grants-2014_02
Patent number
US08642601B2

Reaction notes

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