4,4'-Bipyridine → HCID 18520864, compound

HRID 413611Notes

Reaction equation

HRID 413611 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[Cl:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][Cl:22])=[CH:17][CH:16]=1>C(#N)C>[Cl-:13].[Cl-:13].[Cl:22][CH2:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N+:1]2[CH:6]=[CH:5][C:4]([C:7]3[CH:12]=[CH:11][N+:10]([CH2:21][C:18]4[CH:19]=[CH:20][C:15]([CH2:14][Cl:13])=[CH:16][CH:17]=4)=[CH:9][CH:8]=3)=[CH:3][CH:2]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 111074,4'-BipyridineHCID 12171alpha,alpha'-Dichloro-p-xylene

Product 1

HCID 18520864HCID 18520864, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

34.3 g (0.22 mol) of 4,4′-bipyridyl and 106 g (0.66 mol) of α,α′-dichloro-p-xylene are stirred in 500 ml of acetonitrile at 90° C. for 4 hours under an argon atmosphere. After cooling, the precipitate is filtered off and washed sufficiently with acetonitrile. Drying gives 88.1 g of 1,1′-di[p-(chloromethyl)benzyl]-4,4′-bipyridinium dichloride.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate is filtered off
  3. washwashed sufficiently with acetonitrile
  4. customDrying

Sources & evidence

ORD record
ord-7bb51da90cbe44cda3e252868c34c241
Source dataset
uspto-grants-2003_05
Patent number
US06569361B1

Reaction notes

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