4-Cyanopyridine → HCID 19745599, compound

HRID 2253554Notes

Reaction equation

HRID 2253554 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].[Br:9][CH2:10][CH2:11][CH2:12][CH2:13]Br>CN(C)C=O>[Br-:9].[Br-:9].[C:1]([C:3]1[CH:8]=[CH:7][N+:6]([CH2:10][CH2:11][CH2:12][CH2:13][N+:6]2[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 75064-CyanopyridineHCID 80561,4-Dibromobutane

Product 1

HCID 19745599HCID 19745599, compoundYield 226.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 4-cyanopyridine (12.5 g; 0.12 mol) and 1,4-dibromobutane (13 g; 0.06 mol) in dimethylformamide (50 ml) was stirred at 60° C. for 24 hours, and yellow precipitate was collected by filtration and washed with acetine to give tetramethylenebis(4-cyanopyridinium)dibromide (28.8 g). m.p., 296°-300° C.

Workup

  1. filtrationyellow precipitate was collected by filtration
  2. washwashed with acetine

Sources & evidence

ORD record
ord-6db1963ae603448298bb4179606206a6
Source dataset
uspto-grants-1993_08
Patent number
US05232574

Reaction notes

Loading…