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22nd January 2017 @ 20:18

The aim of this experiment is to produce (E)-2-chloro-6-(2-(2-(piperidin-1-yl)benzylidene)hydrazineyl)pyrazine via condensation1 of 2-chloro-6-hydrazinylpyrazine and 2-Piperidinylbenzaldehyde.

 

Figure 1: Reaction to produce (E)-2-chloro-6-(2-(2-(piperidin-1-yl)benzylidene)hydrazineyl)pyrazine

This reaction was carried out as a trial on a small scale, to reduce wastage of the aldehyde synthesised in the previous step.

Table 1: Table of Reagents used in experiment.

Reagent


Equivalents

Moles (mmol)

Quantities

2-chloro-6-hydrazinylpyrazine

 

1

0.264

381 mg

2-Piperidinylbenzaldehyde

 

1

0.264

500 mg

Ethanol

 

-

-

~2.5 mL


Procedure
 

To a stirred solution of Ethanol (2.5 mL), 2-chloro-6-hydrazinylpyrazine (381 mg, 0.264 mmol) was added in a flask. 2-Piperidinylbenzaldehyde (500 mg, 0.264 mmol) was then added. The solution was left to stir for 5 hours.

The resulting mixture was burnt orange in colour.

TLC analysis was undertaken (EtOAc/Pet. Ether 1:1) which showed that a new product had formed.

1H NMR of the product was taken, which showed inconclusive results

 

Figure 2: NMR of product obtained.

References

  1. Synthesis of (E)-2-chloro-6-(2-(naphthalen-2-ylmethylene)hydrazinyl)pyrazine (TY 2-1), http://malaria.ourexperiment.org, (accessed November 2016)