Hydrazine → HCID 13035121, compound

HRID 1075396Notes

Reaction equation

HRID 1075396 reaction equation
Cl.Cl[CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[CH2:8][CH2:7]1.[NH2:19][NH2:20]>C(O)(C)C>[Cl:18][C:14]1[CH:13]=[C:12]([N:9]2[CH2:10][CH2:11][N:6]([CH2:5][CH2:4][CH2:3][NH:19][NH2:20])[CH2:7][CH2:8]2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 130351201-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine hydrochloride

Product 1

HCID 13035121HCID 13035121, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
75 °C

Procedure

1-(3-Chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride (20.0 g, 0.065 mol) is suspended in isopropanol (65 ml) and anhydrous hydrazine (31.7 g, 0.988 mol) is added. The reaction mixture is heated at 70-80° C. for 2.5 hours and cooled to room temperature. The upper layer is separated and concentrated under reduced pressure. The residue is dissolved in isopropanol (50 ml) and the upper layer is separated, dried (Na2SO4), and concentrated to yield 16.5 g (94.5% yield) of 1-(3-chlorophenyl)-4-(3-hydrazinopropyl)piperazine (85% pure) as a viscous oil. The product is used directly without further purification or stored at room temperature in toluene or isopropanol solution by adding 1% MgO.

Workup

  1. temperaturecooled to room temperature
  2. customThe upper layer is separated
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue is dissolved in isopropanol (50 ml)
  5. customthe upper layer is separated
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-8cd220b50413401ca8d489a506dfe3fe
Source dataset
uspto-grants-1999_05
Patent number
US05900485

Reaction notes

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