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19th March 2018 @ 15:00


2-chloro-6-hydrazinopyrazine (A) (100.7mg, 0.70 mmol, 1.00 equiv.) was partially dissolved in EtOH (10 mL) forming a yellow solution. 4-(dimethylamino)benzaldehyde (B) (115.3 mg, 0.77 mmol, 1.1 equiv.) was then added causing full dissolution. The orange-yellow solution was stirred for five minutes at room temperature before an orange solid precipitated out of the reaction mixture. The reaction was stirred for a further 2.5 hours and became progressively more red-orange; it was monitored by TLC (3:7 Ethyl acetate : PET ether) until completion. The crude solid was filtered under vacuum to give 2-chloro-6-(2-hydrazinyl(4-(dimethylamino)benzylidene))pyrazine) as an orange powder (129.2 mg / 67.3 %). This was characterised by IR and 1HNMR. The filtrate was also recovered in vacuo to give a deep red powder and characterised by IR and 1HNMR.

Attached Files
TLC diagram at 2.5 hrs in 3to7 EtOAc to PET ether.png
Reaction mixture after 5 mins.png
Reaction mixture after 2.5 hrs.png
Photo of TLC at 2.5hrs in 3to7 EtOAc to PET ether .png
1HNMR of 2-chloro-6-(2-hydrazinyl(4-(dimethylamino)benzylidine))pyrazine.pdf