Ethylenediamine → N-(2-bromo-5-pyridylmethyl)ethylenediamine

HRID 2118535Notes

Reaction equation

HRID 2118535 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][N:3]=1.[CH2:10]([NH2:13])[CH2:11][NH2:12]>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:12][CH2:11][CH2:10][NH2:13])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 64246602-Bromo-5-bromomethylpyridine

Product 1

HCID 13752850N-(2-bromo-5-pyridylmethyl)ethylenediamineYield 96%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

2-bromo-5-pyridylmethyl bromide (25 g) in a solution of acetonitrile was added dropwise to a solution of ethylenediamine (30 g) in acetonitrile (80 ml) at 0° C. After the reaction was stirred at room temperature for some time, the produced insoluble salts were filtrated off and then the filtrate was concentrated on a water bath at 40° C. to give N-(2-bromo-5-pyridylmethyl)ethylenediamine (22 g). nD26 1.5586 ##STR21##

Workup

  1. filtrationthe produced insoluble salts were filtrated off
  2. concentrationthe filtrate was concentrated on a water bath at 40° C.

Sources & evidence

ORD record
ord-266a35001e904c76a264dbcf45078e9f
Source dataset
uspto-grants-1987_07
Patent number
US04678795

Reaction notes

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