N-(2,6-Dichlorophenyl)-N'-[(3,4-dimethoxyphenyl)methyl]-1,2-ethanediamine → 4-(2,6-Dichlorophenyl)-1-[(3,4-dimethoxyphenyl)methyl]-N-(2-propenyl)-2-piperazinecarboxamide

HRID 728960Notes

Reaction equation

HRID 728960 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][CH2:10][CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=1.Br[CH:25]([CH2:32]Br)[C:26]([NH:28][CH2:29][CH:30]=[CH2:31])=[O:27]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=2)[CH:25]([C:26]([NH:28][CH2:29][CH:30]=[CH2:31])=[O:27])[CH2:32]1

Participants

3

Reactant 2

HCID 14998800N-(2,6-Dichlorophenyl)-N'-[(3,4-dimethoxyphenyl)methyl]-1,2-ethanediamineHCID 149988322,3-Dibromo-N-(prop-2-en-1-yl)propanamide

Product 1

HCID 149987764-(2,6-Dichlorophenyl)-1-[(3,4-dimethoxyphenyl)methyl]-N-(2-propenyl)-2-piperazinecarboxamide

Procedure

In a manner similar to Preparation 23, react N-(2,6-dichlorophenyl)-N'-[(3,4-dimethoxyphenyl)methyl]-1,2-ethanediamine with 2,3-dibromo-N-(2-propenyl)propanamide to obtain the title compound.

Workup

  1. customIn a manner similar to Preparation 23

Sources & evidence

ORD record
ord-77c24c3741484e40aa3a032adf95220e
Source dataset
uspto-grants-1991_09
Patent number
US05051422

Reaction notes

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