Hydrazine → 4-(4-Phenylpiperazin-1-YL)butan-1-amine

HRID 1610035Notes

Reaction equation

HRID 1610035 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3C(=O)C4=CC=CC=C4C3=O)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.NN>CCO>[C:1]1([N:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])[CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 6004612-[4-(4-phenylpiperazin-1-yl)butyl]-2,3-dihydro-1H-isoindole-1,3-dione

Product 1

HCID 141624784-(4-Phenylpiperazin-1-YL)butan-1-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 3b (7.70 g, 21.21 mmol) was reacted with NH2NH2 (3.0 g, 93.75 mmol) in EtOH (60 mL) to give 4b, 4.60 g (93%) (Procedure B). 1H NMR (CDCl3) 1.48-1.61 (m, 4H), 2.83-2.43 (t, J=7.2 Hz, 2H, NCH2), 2.61-2.63 (t, J=4.5 Hz, 4H, N(CH2)2), 2.72-2.76 (t, J=6.4 Hz, 2H, NCH2), 3.19-3.22 (t, J=4.6 Hz, 4H, N(CH2)2), 6.33-6.94 (m, 3H, Ar—H), 7.23-7.28 (m, 2H, Ar—H).

Sources & evidence

ORD record
ord-ccb71017986142b09cc338e918609838
Source dataset
uspto-grants-2006_01
Patent number
US06982332B2

Reaction notes

Loading…