Ethanol → 1~2~,2~2~:2~3~,3~2~-Terpyridine

HRID 1019440

Reaction equation

HRID 1019440 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)(=O)[CH3:2].[OH-].[K+].[NH4+:12].[OH-].[CH2:14](O)[CH3:15]>>[N:12]1[CH:8]=[CH:7][CH:6]=[CH:2][C:1]=1[C:4]1[C:9]([C:15]2[CH:14]=[CH:2][CH:1]=[CH:4][N:5]=2)=[CH:8][CH:7]=[CH:6][N:5]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 142862-AcetylpyridineHCID 14797Potassium HydroxideHCID 14923Ammonium Hydroxide

Product 1

HCID 149389711~2~,2~2~:2~3~,3~2~-Terpyridine

Procedure

6-(2-(4-Iodophenyl)ethynyl)pyridine-3-ter-pyridine (Compound 94, Scheme 24) was prepared by stirring a mixture of Compound 93 (500 mg, 1.5 mmol), 2-Acetylpyridine (550 mg, 4.5 mmol), KOH 85% (360 mg, 4.5 mmol, and NH4OH 29% (7.5 ml, 6 mmol) in anhydrous ethyl alcohol (25 ml) and reflux for 14 hours. Thereafter the crude solid was collected by filtration, and washed with cold EtOH to produce the ter-pyridine Compound 94 as a brownish solid (65% yield).

Workup

  1. custom6-(2-(4-Iodophenyl)ethynyl)pyridine-3-ter-pyridine (Compound 94, Scheme 24) was prepared
  2. temperaturereflux for 14 hours
  3. filtrationThereafter the crude solid was collected by filtration
  4. washwashed with cold EtOH

Sources & evidence

ORD record
ord-638d4cd671e84bc7be1e416ebb935395
Source dataset
uspto-grants-2014_05
Patent number
US08715635B2

Linked notes

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