Hydrazine → HCID 66756046, compound

HRID 1642098Notes

Reaction equation

HRID 1642098 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]=[CH:17][CH2:18][N:19]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:11][CH2:10]1.NN>C(O)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH:16]=[CH:17][CH2:18][NH2:19])[CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 66756624HCID 66756624, compound

Product 1

HCID 66756046HCID 66756046, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-{4-[4-(2,3-Dichloro-phenyl)-piperazin-1-yl]-but-2-enyl}-isoindole-1,3-dione (5.12 g, 11.9 mmol) in absolute ethanol (100 ml) under an atmosphere of argon was added hydrazine (0.75 ml, 24 mmol), and the reaction mixture was refluxed for 2.5 h. The ice-cold reaction mixture was filtered and solvent was removed under reduced pressure. The residue was purified by column chromatography to yield 2.63 g (74%) as yellow oil.

Workup

  1. temperaturethe reaction mixture was refluxed for 2.5 h
  2. filtrationwas filtered
  3. customsolvent was removed under reduced pressure
  4. customThe residue was purified by column chromatography
  5. customto yield 2.63 g (74%) as yellow oil

Sources & evidence

ORD record
ord-862c11d4009249699e1cd8e58c5b45c2
Source dataset
uspto-grants-2012_02
Patent number
US08119642B2

Reaction notes

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