Dichloromethane → 3-(4-Isopropyl-piperazin-1-yl)-propylamine

HRID 1986165Notes

Reaction equation

HRID 1986165 reaction equation
NN.[CH:3]([N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][N:15]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:8][CH2:7]1)([CH3:5])[CH3:4].ClCCl>C(O)C>[CH:3]([N:6]1[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][CH2:14][NH2:15])[CH2:10][CH2:11]1)([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 9321HydrazineHCID 20252235N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimide

Product 1

HCID 128029563-(4-Isopropyl-piperazin-1-yl)-propylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine (8.63 g, 270 mmol) is added to a stirred suspension of 2-[3-(4-isopropylpiperazin-1-yl)-propyl]-isoindole-1,3-dione (17.0 g, 53.9 mmol) in anhydrous ethanol (400 mL). The resultant mixture is heated in an oil bath at 75° C. for 16 hours. At ambient temperature, dichloromethane (300 mL) is added to the mixture and the suspension is allowed to stir for 10 minutes. After filtration and concentration, the title compound is obtained as a tan oil (8.12 g, 81% yield).

Workup

  1. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-be701dd17359432ea03ad3c4cbef9645
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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