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3,4-Dichlorobenzaldehyde → 4-(3,4-Dichloro-benzyl)-piperazine-1-carboxylic acid phenylamide

HRID 40607
Notes
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Reaction equation

HRID 40607 reaction equation
[C:1]1([NH:7][C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH:20]=O>>[C:1]1([NH:7][C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:20][C:19]3[CH:22]=[CH:23][C:24]([Cl:25])=[C:17]([Cl:16])[CH:18]=3)[CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 227103,4-DichlorobenzaldehydeHCID 7015289N-phenylpiperazine-1-carboxamide

Product 1

HCID 578808474-(3,4-Dichloro-benzyl)-piperazine-1-carboxylic acid phenylamide

Procedure

The title compound was prepared from piperazine-1-carboxylic acid phenylamide and 3,4-dichlorobenzaldehyde in analogy to Example 18. 1H NMR (400 MHz, CDCl3): 8.82-8.81 (m, 2H), 7.98-7.96 (m, 2H), 7.65-7.57 (m, 3H), 7.16-7.13 (m, 1H), 3.88-3.81 (m, 4H), 3.50 (s, 2H), 2.60-2.53 (m, 4H).

Sources & evidence

ORD record
ord-76269e7c1c064855ac7452c5899bc095
Source dataset
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08530476B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes