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trans-N-(1-Methyldecyl)-2-(4-nitrophenyl)cyclopropanecarboxamide → trans-N-(1-Methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide

HRID 1065829
Notes
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Reaction equation

HRID 1065829 reaction equation
[CH3:1][CH:2]([NH:12][C:13]([C@@H:15]1[CH2:17][C@H:16]1[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=1)=[O:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>C(O)(=O)C.[Fe]>[CH3:1][CH:2]([NH:12][C:13]([C@@H:15]1[CH2:17][C@H:16]1[C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)=[O:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 54327360trans-N-(1-Methyldecyl)-2-(4-nitrophenyl)cyclopropanecarboxamide

Product 1

HCID 54155861trans-N-(1-Methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The title compound was prepared in essentially quantitative yield by reducing trans-N-(1-methyldecyl)-2-(4-nitrophenyl)cyclopropanecarboxamide with iron powder in glacial acetic acid, in a manner analogous to Preparation 34.

Workup

  1. customin a manner analogous to Preparation 34

Sources & evidence

ORD record
ord-27b117a046cb4c4f837bc3d7e83d08ce
Source dataset
uspto-grants-1982_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04331683

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes