From: Knoetze, Steyn (Mr) (s206037406) (s206037406$##$nmmu.ac.za)
Date: Fri May 12 2006 - 08:12:09 EDT
HI there
I found your email address on the net in one of the discussion archives. I am currently doing a PhD in organic synthesis and am battling with a specific problem.
I am trying to synthesize thiurams from aminophenols.
Starting with 2 aminophenol I first protected the hydroxygroup with a tosylate group before adding carbon disulphide that would react with the amino group to make the carbamic acid. Then aqeous base (KOH) was added to make the potassium dithiocarbamate salt. The next step is addition of cyanide and persulfate to affect oxidation and thiuram formation. I still find that the OTs groups are present in the final molecle and since the thiurams are quite sensitive I am battling to find a preocedure that would cleave off the OTs group either at the final stage or straight after the synthesis of the carbamic acid/carbamate. I have tried the literature but besides boiling the compounds in ethanol and KOH have found nothing and the published method only have yields that are way too low..
Any suggestions?
Kindest Regards
Steyn Knoetze
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