4-Amino-4'-chlorodiphenyl → Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

HRID 735001Notes

Reaction equation

HRID 735001 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:15](O)(=[O:18])[C:16]#[CH:17]>ClCCl.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:18])[C:16]#[CH:17])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 86754-Amino-4'-chlorodiphenylHCID 10110Propiolic Acid

Product 1

HCID 86060771Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1.1.b. from 4′-chlorobiphenyl-4-ylamine and propynoic acid. Yield: 0.4 g (29.2% of theory); C15H10ClNO (M=255.70); calc.: molecular ion peak (M+H)+: 256/258; found: molecular ion peak (M+H)+: 256/258; Rf value: 0.35 (silica gel, dichloromethane/ethanol 20:1).

Workup

  1. customPrepared analogously to Example 1.1.b

Sources & evidence

ORD record
ord-42599b132d4849049c22643a98737bfa
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

Loading…