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

HRID 2300294Notes

Reaction equation

HRID 2300294 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-7c9c3e19d0b443519d979293c398cbe4
Source dataset
uspto-grants-2002_12
Patent number
US06498169B1

Reaction notes

Loading…