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9th October 2013 @ 22:20

Repeat of Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-1)

Started 8.30 am 10/10/13

2,6-Dichloropyrazine (2 g, 13.4 mmol) was vigorously stirred in ethanol (20 mL) and hydrazine hydrate (0.66 mL, 680 mg, 13.4 mmol) was added. The resulting mixture was heated at 80 ˚C for 12 h. Reaction stopped heating and so was stirred for a further 6 hours at 80 ˚C, looked to be complete by TLC so solvent was removed under vacuo to yield a crude orange solid with white crystals that looked like SM. 1H NMR confirmed reaction was not complete.

The crude mixture was resubmitted to the reaction conditions and stirred for 16 h at 80 ˚C. Solvent was removed under vacuo to yield a crude orange solid (1.91 g, 13.2 mmol, 99% crude yield).


TLC, 30% EtoAc in Hex (SM doesn't stain very well in vanillin, R.f. ~0.2) 

1H NMR (200 MHz, CDCl3):


Hazard and Risk Assessment:

 See Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-1)

InChi Strings:




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AEW 85-1.png