1-[(4-Chlorophenyl)methyl]-4-(3-chloropropyl)piperazine → 3-n-Butyl-4-methyl-7-{3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline

HRID 224775Notes

Reaction equation

HRID 224775 reaction equation
[CH2:1]([C:5]1[C:6](=[O:17])[NH:7][C:8]2[C:13]([C:14]=1[CH3:15])=[CH:12][CH:11]=[C:10]([OH:16])[CH:9]=2)[CH2:2][CH2:3][CH3:4].[Cl:18][C:19]1[CH:35]=[CH:34][C:22]([CH2:23][N:24]2[CH2:29][CH2:28][N:27]([CH2:30][CH2:31][CH2:32]Cl)[CH2:26][CH2:25]2)=[CH:21][CH:20]=1>C(OC(O)C)C>[CH2:1]([C:5]1[C:6](=[O:17])[NH:7][C:8]2[C:13]([C:14]=1[CH3:15])=[CH:12][CH:11]=[C:10]([O:16][CH2:32][CH2:31][CH2:30][N:27]1[CH2:28][CH2:29][N:24]([CH2:23][C:22]3[CH:21]=[CH:20][C:19]([Cl:18])=[CH:35][CH:34]=3)[CH2:25][CH2:26]1)[CH:9]=2)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 133997271-[(4-Chlorophenyl)methyl]-4-(3-chloropropyl)piperazineHCID 233304513-n-Butyl-4-methyl-7-hydroxy-2-oxo-1,2-dihydroquinoline

Product 1

HCID 233304603-n-Butyl-4-methyl-7-{3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinolineYield 57.5%

Reagents, catalysts & solvents 1

HCID 101298981-EthoxyethanolSolvent

Procedure

In a manner analogous to that described in Example 1, 3-n-butyl-4-methyl-7-hydroxy-2-oxo-1,2-dihydroquinoline is reacted with 3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propyl chloride in ethoxyethanol. There is obtained 3-n-butyl-4-methyl-7-{3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline in a yield of 57.5% of theory; m.p. 148°-149° C.

Sources & evidence

ORD record
ord-447cb22eb062442487e8dd25611e9edb
Source dataset
uspto-grants-1980_11
Patent number
US04234585

Reaction notes

Loading…