1-(2-Methoxyphenyl)piperazine → 2-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]isoindole-1,3-dione

HRID 1381107Notes

Reaction equation

HRID 1381107 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.Br[CH2:16][CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28].BrCCCN1C(=O)C2=CC=CC=C2C1=O>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:16][CH2:17][N:18]2[C:22](=[O:23])[C:21]3=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]3[C:19]2=[O:28])[CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 21611N-3-Bromopropylphthalimide

Product 1

HCID 86874532-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]isoindole-1,3-dioneYield 45%

Procedure

This was carried out with the method and molar ratios of Step (a) of Example I with 0.026 mol of N-(2-methoxyphenyl)piperazine being utilized and with N-(2-bromoethyl)phthalimide being utilized in place of N-(3-bromopropyl)phthalimide. The reaction afforded 4.25 g of a white solid (45% yield); mp 76°-81° C. Spectral data are consistent with the assigned structure. This material was used without further purification.

Sources & evidence

ORD record
ord-bda05302b03b467dabb7f88c4db1c15e
Source dataset
uspto-grants-1986_04
Patent number
US04585773

Reaction notes

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