4-Amino-4'-chlorodiphenyl → (E)-N-(4'-chlorobiphenyl-4-yl)-3-(4-dimethoxymethylphenyl)acrylamide

HRID 735168Notes

Reaction equation

HRID 735168 reaction equation
[CH3:1][O:2][CH:3]([O:15][CH3:16])[C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]([OH:14])=O)=[CH:6][CH:5]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1>ClCCl.C(O)C>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[CH:29]=[CH:28][C:27]([NH:30][C:12](=[O:14])/[CH:11]=[CH:10]/[C:7]3[CH:6]=[CH:5][C:4]([CH:3]([O:2][CH3:1])[O:15][CH3:16])=[CH:9][CH:8]=3)=[CH:26][CH:25]=2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 86754-Amino-4'-chlorodiphenylHCID 57845776(E)-3-(4-dimethoxymethylphenyl)acrylic Acid

Product 1

HCID 68819697(E)-N-(4'-chlorobiphenyl-4-yl)-3-(4-dimethoxymethylphenyl)acrylamide

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 3.1.e. from (E)-3-(4-dimethoxymethylphenyl)acrylic acid and 4′-chlorobiphenyl-4-ylamine. Yield: 9.8 g, C24H22ClNO3 (M=407.90); calc.: molecular ion peak (M+H)+: 408/410; found: molecular ion peak (M+H)+: 408/410; Rf value: 0.3 (silica gel, dichloromethane/ethanol (20:1)).

Workup

  1. customPrepared analogously to Example 3.1.e

Sources & evidence

ORD record
ord-2e3a82b7a46c4169b7cd17176accc2dd
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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