Hydrazine hydrate (1:1) → HCID 12043278, compound

HRID 395419Notes

Reaction equation

HRID 395419 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([CH2:19][N:20]3C(=O)C4=CC=CC=C4C3=O)[CH:16]=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].O.NN>C(O)C>[NH2:20][CH2:19][C:17]1[CH:16]=[CH:15][N:14]=[C:13]([C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:18]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22557990HCID 22557990, compound

Product 1

HCID 12043278HCID 12043278, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]phthalimide (1.16 g) in ethanol (30 mL) was added hydrazine monohydrate (1 mL). The mixture was refluxed for 3 hours. After cooling, the precipitates were filtered off. The filtrate was evaporated and the residue was dissolved in chloroform. The solution was washed with saturated aqueous sodium hydrogen carbonate and brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as pale yellow oil.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitates were filtered off
  4. customThe filtrate was evaporated
  5. dissolutionthe residue was dissolved in chloroform
  6. washThe solution was washed with saturated aqueous sodium hydrogen carbonate and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-12afb55bc6634a728ff2452c05c760b1
Source dataset
uspto-grants-2003_08
Patent number
US06605620B1

Reaction notes

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