Hydrazine → HCID 45095463, compound

HRID 601009Notes

Reaction equation

HRID 601009 reaction equation
Cl[C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15]([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)[CH3:16].[NH2:23][NH2:24]>C(O)(C)C>[CH2:15]([N:17]1[CH2:22][CH2:21][N:20]([C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH:23][NH2:24])[CH:7]=2)[CH2:19][CH2:18]1)[CH3:16]

Participants

6

Reactant 4

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 791961-Ethylpiperazine

Product 1

HCID 45095463HCID 45095463, compoundYield 60.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Dissolve 4,6-dichloropyrimidine, (1.1 g, 7.4 mmol), in 20 mL isopropanol, add potassium carbonate, (2 g, 15 mmol), and N-ethylpiperazine, (843 mg, 7.4 mmol). Stir at rt for 18 h, then add hydrazine, (1.6 g, 50 mmol) and heat to reflux for 22 h. Cool and filter, then evaporate the solvent from the filtrate. Take up the residue in 20 mL boiling acetonitrile and filter. Upon cooling, a white precipitate forms. Filter to obtain approx 1 g [6-(4-Ethyl-piperazin-1-yl)-pyrimidin-4-yl]-hydrazine as a white solid. (60%). MS ES+ 223.2

Workup

  1. temperatureto reflux for 22 h
  2. temperatureCool
  3. filtrationfilter
  4. customevaporate the solvent from the filtrate
  5. filtrationfilter
  6. temperatureUpon cooling
  7. filtrationFilter

Sources & evidence

ORD record
ord-ef4b300246e94fb799da7f3663c86bd3
Source dataset
uspto-grants-2011_03
Patent number
US07902239B2

Reaction notes

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