1-[2-(4-Chlorophenyl)ethyl]piperazine → HCID 19020602, compound

HRID 1109480Notes

Reaction equation

HRID 1109480 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:6][C:5]=1[Br:27])([O-])=O.[N+](C1C=CC(C(O)=O)=CC=1Br)([O-])=O.ClC1C=CC(CCN2CCNCC2)=CC=1>[Ni]>[NH2:1][C:4]1[CH:26]=[CH:25][C:7]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:6][C:5]=1[Br:27]

Participants

5

Reactant 3

HCID 122357141-[2-(4-Chlorophenyl)ethyl]piperazineHCID 162180873-Bromo-4-nitrobenzoic acidHCID 19020626HCID 19020626, compound

Product 1

HCID 19020602HCID 19020602, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

In a manner analogous to that described in Example 2, 1-(4-nitro-3-bromobenzoyl)-4-[2-(4-chlorophenyl)ethyl]-piperazine is prepared from 4.7 g of 4-nitro-3-bromobenzoic acid and 1-[2-(4-chlorophenyl)ethyl]-piperazine and, as described in Example 3, reduced in the presence of Raney nickel to form 1-(4-amino-3-bromobenzoyl)-4-[2-(4-chlorophenyl)ethyl]-piperazine having a melting point of 120°-123°.

Sources & evidence

ORD record
ord-e3ed9034874e41a7ae3850c43c4002af
Source dataset
uspto-grants-1994_06
Patent number
US05321027

Reaction notes

Loading…