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Topic: Acetylation of Hydrazine  (Read 4669 times)

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Offline H2NNH2

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Acetylation of Hydrazine
« on: July 21, 2009, 08:59:40 PM »
Greetings all,
   I was hoping to synthesise acetic hydrazide using hydrazine sulphate and acetic anhydride  (2:1 equivalents, respectively) in ethanol. However, a test reaction where I added triethylamine and stirring for several hours did not seem to yield the appropriate product by TLC.

Offline H2NNH2

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Re: Acetylation of Hydrazine
« Reply #1 on: July 21, 2009, 10:56:20 PM »
And for some reason the second part of my post did not appear online...

Anyway, I was curious what public opinion recommended for my next reaction. I had it in mind to try adding NaOH to the hydrazine sulfate, then add the Ethanol and acetic anhydride, allowing the reaction to proceed for a "period" of time. Unfortunately I am limited to the sulfate salt because I have to 15N label acetic hydrazide and purchasing hydrazine hydrate is ridiculously expensive (350 USD for 500 mg of the sulphate versus 1000 USD for 100mg of the hydrate [SIGMA])

Any recommendations? Hopefully the amount of actual hydrazine I generate will not be terribly dangerous or refractory (100 mg hydrazine sulfate).

Thanks!

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