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Author Topic: Synthesis of 3-cinnolinol  (Read 1342 times)

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Adamcp898

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Synthesis of 3-cinnolinol
« on: February 28, 2012, 12:53:18 AM »

Hi I have a problem brought about by my own oversight unfortunately. I'm attempting to synthesise 3-cinnolinol by much the same method as the Neber-Bossel synthesis but when reading the procedure I managed to miss the use of Hydrogen sulphide as the means to remove the tin from solution, something I'd prefer could be avoided. One of the only other alternatives I can see for removing the tin is by using KF, but again something which wouldn't be my first choice.

So my question is does anyone know of any suitable alternatives to tin(II) chloride for the step below or of any friendlier means of removing tin? Any help in side-stepping this problem would be much appreciated.

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Honclbrif

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Re: Synthesis of 3-cinnolinol
« Reply #1 on: February 28, 2012, 07:02:35 AM »

Sodium sulfite will reduce a diazonium to a hydrazine. I believe that's how Emil Fisher did it way back in the day.
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Adamcp898

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Re: Synthesis of 3-cinnolinol
« Reply #2 on: February 29, 2012, 10:17:05 AM »

Sodium sulfite will reduce a diazonium to a hydrazine. I believe that's how Emil Fisher did it way back in the day.

Thanks for the reply, I'll give it a go and see if it works!
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