Hydrazine hydrate (1:1) → 5-Pyrrolidinoamylamine

HRID 1919551Notes

Reaction equation

HRID 1919551 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]2C(=O)C3=CC=CC=C3C2=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.NN.O>C(O)C>[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54174460HCID 54174460, compound

Product 1

HCID 70191825-PyrrolidinoamylamineYield 84.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-(5-pyrrolidin-1-ylpentyl)phthalimide (3) (3.27 g, 11.42 mmol) dissolved in ethanol (100 ml) was added NH2NH2.H2O (hydrazine monohydrate) (5.54 ml, 114.19 mmol) at room temperature, and the reaction mixture was refluxed for 24 hours. After the reaction was completed, the resulting reaction mixture was filtered under reduced pressure to give the target compound (1.50 g, 84%).

Workup

  1. temperaturethe reaction mixture was refluxed for 24 hours
  2. customthe resulting reaction mixture
  3. filtrationwas filtered under reduced pressure

Sources & evidence

ORD record
ord-6451f62f06824f258bf02a5372fc5632
Source dataset
uspto-grants-2012_05
Patent number
US08168646B2

Reaction notes

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