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5th December 2016 @ 10:59
AT-1-023 Synthesis of (E)-2-chloro-6-(2-(4(pyrrolindin-1-yl)benzylidene)hydrazine)pyrazine (AT-1-023) from 4-(pyrrolindin-1-yl)benzaldehyde and 2-chloro-6-hydrazinylpyrazine in a condensation reaction       Reagent Eq Mw mmol w/vol 4-(pyrrolindin-1-yl)benzaldehyde 1 175.23 0.9823 172mg 2-chloro-6-hydrazinylpyrazine 1 144.56 0.9823 142mg Ethanol ~ 46.07 ~ 8ml   Experimental Procedure   2-chloro-6-hydrazinylpyrazine (0.142g, 0.9823mmol) and ethanol (8ml) were placed into a round bottom flask. 4-(pyrrolindin-1-yl)benzaldehyde (0.172g, 0.9823mmol) was also added to the round bottom flask. The reaction was stoppered and put on to mix for 2.5 hours. [data]20215[/data] [data]20217[/data] During this time the colour of the reaction changed from orange to bright red. TLC’s ( 1:1 pet ether/ EtOAc) had to go through a mini work up before TLC’s could be taken as the mixture was too concentrated and distorted the spots. [data]20221[/data] The TLC showed the loss of the starting material from the product and the formation of what we assumed to be product. Once this was confirmed, the solvent was removed in vacuo and an NMR was taken. It showed some solvent impurities so the solution was washed in d-chloroform and the solvent was removed in vacuo  again. The Final product was given as an red solid (0.2706g, 0.899mmol, 91%). 1H NMR showed that the product had been formed had some ethanol impurities, even after washing in d-chloroform. Apart from that the product seemed to be clean.   [data]20225[/data] [data]20219[/data] [data]20227[/data] Reference Open source malaria: our experiment,, date accessed: 04/11/16  
Attached Files
final nmr at-23.png
crude nmr at-23.png
at-23 cosy.png
reaction with ethanol.png