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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502563Generated: October 31, 2026

Water → 5,6-Bis(4-bromophenyl)-2,2'-bipyridine

https://huagongshe.com/reaction/1502563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantO-XyleneHCID 7237—
ReactantNorbornadieneHCID 8473—
Reactant5,6-Bis(4-bromophenyl)-3-(2-pyridyl)-1,2,4-triazineHCID 57958545—
SolventTolueneHCID 1140—
Product5,6-Bis(4-bromophenyl)-2,2'-bipyridineHCID 5795850859.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

In a 500 mL three-neck flask were put 13 g (27 mmol) of 5,6-bis(4-bromophenyl)-3-(2-pyridyl)-1,2,4-triazine, 9.0 mL (83 mmol) of 2,5-Norbornadiene, and 150 mL of xylene. This mixture was refluxed at 140° C. for 5 hours under a nitrogen stream. After a certain time, water was added to the mixture, and an aqueous layer was extracted with toluene. The extract was washed with a saturated saline together with the organic layer, and the organic layer was then dried with magnesium sulfate. The mixture was subjected to gravity filtration, and the obtained filtrate was concentrated to give a solid. The solid was refined with silica gel column chromatography (toluene), so that a target substance, 7.5 g of light-yellow powder was obtained in a yield of 59%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09209408B2
Source datasetuspto-grants-2015_12
ORD IDord-b62f033a0c094bbeaaf3c9f1834392e0
Source noteuspto-grants-2015_12