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Propiolic Acid → Propynoic acid-(4'-methoxybiphenyl-4-yl)amide

HRID 734995
Notes
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Reaction equation

HRID 734995 reaction equation
[C:1]([OH:5])(=O)[C:2]#[CH:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1>ClCCl.C(O)C>[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:1](=[O:5])[C:2]#[CH:3])=[CH:16][CH:15]=2)=[CH:12][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 10110Propiolic AcidHCID 27595644-Amino-4'-methoxybiphenyl

Product 1

HCID 86060753Propynoic acid-(4'-methoxybiphenyl-4-yl)amide

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1.1.b. from propynoic acid and 4′-methoxybiphenyl-4-ylamine. Yield: 1.3 g (17.2% of theory); C16H13NO2 (M=251.28); calc.: molecular ion peak (M+H)+: 252; found: molecular ion peak (M+H)+: 252; Rf value: 0.6 (silica gel, dichloromethane/ethanol (20:1)).

Workup

  1. customPrepared analogously to Example 1.1.b

Sources & evidence

ORD record
ord-222bdb2d172b437499dd0919b0f4b13a
Source dataset
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07592373B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes