Hydrazine hydrate (1:1) → HCID 21993954, compound

HRID 1978348Notes

Reaction equation

HRID 1978348 reaction equation
[CH3:1][N:2]([CH2:12][CH2:13][CH2:14]C1C=CC=C2C(NC(=O)C=12)=O)[CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O.[NH2:27]N>C(O)C>[CH3:1][N:2]([CH2:12][CH2:13][CH2:14][NH2:27])[CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21994046HCID 21994046, compound

Product 1

HCID 21993954HCID 21993954, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3.49 (10.37 mM) of 3-[N-methyl-N-(3-phenylpropan-1-yl)amino]propan-1-ylphthalimide in ethanol (50 ml) was added 1.5 ml (30.92 mM) of hydrazine monohydrate at room temperature and the mixture was refluxed for 40 minutes. The solid that formed was filtered off and the filtrate was concentrated. The residue was diluted with water, made strongly basic with sodium hydroxide, and, then, extracted with chloroform. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over MgSO4. The solvent was then distilled off under reduced pressure to provide the title compound.

Workup

  1. temperaturethe mixture was refluxed for 40 minutes
  2. customThe solid that formed
  3. filtrationwas filtered off
  4. concentrationthe filtrate was concentrated
  5. additionThe residue was diluted with water
  6. extractionextracted with chloroform
  7. washThe organic layer was washed with saturated aqueous solution of sodium chloride
  8. dry with materialdried over MgSO4
  9. distillationThe solvent was then distilled off under reduced pressure

Sources & evidence

ORD record
ord-2b3edb2f1e224eb6b6340012f9cc1c33
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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