Isophthaloyl chloride → N,N'-bis(4-phenoxyphenyl)pyridine-2,6-dicarboxamide

HRID 1608092

Reaction equation

HRID 1608092 reaction equation
[O:1]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:15]1[C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=[CH:17][C:16]=1[C:24](Cl)=[O:25].C(Cl)(=O)[C:28]1[CH:36]=[CH:35][CH:34]=[C:30](C(Cl)=O)[CH:29]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl.CN(C=O)C>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:12][C:24]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([C:21]([NH:12][C:11]3[CH:13]=[CH:14][C:8]([O:1][C:28]4[CH:29]=[CH:30][CH:34]=[CH:35][CH:36]=4)=[CH:9][CH:10]=3)=[O:22])[N:15]=2)=[O:25])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 7451Isophthaloyl chlorideHCID 8764(4-Aminophenoxy)benzeneHCID 773352,6-Pyridinedicarbonyl dichlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 1010580N,N'-bis(4-phenoxyphenyl)pyridine-2,6-dicarboxamide

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6228DimethylformamideSolvent

Procedure

N,N'-Bis-(4-phenoxyphenyl)-2,6-pyridine dicarboxamide was prepared from p-phenoxyaniline and 2,6-pyridine dicarboxylic acid dichloride. The amide (8.0248 g, 0.016 moles) was polymerized with isophthaloyl chloride (3.2484g, 0.016 moles) using the procedure of Example 27. The amounts of aluminum chloride, DMF and DCE used were 21.33 g (0.160 moles), 4.71 mL (0.061 mol)and 100 mL, respectively. The off-white fibrous polymer which was obtained had the repeat unit ##STR46##

Workup

  1. customThe off-white fibrous polymer which was obtained

Sources & evidence

ORD record
ord-3342f79acf474f648d06790e7bcf9d3f
Source dataset
uspto-grants-1989_09
Patent number
US04868271

Linked notes

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