ismailcelik Posted January 25, 2018 Share Posted January 25, 2018 (edited) Hello dear friends!I have a question about a reaction route in my thesis. I am synthesized thiosemicarbazide then in alkaline/acidic medium is synthesized from thiosemicarbazide to triazoles/thiadiazoles.However alkyl isotiyosyanate as methyl/ethyl/cyclohexyl can be thiosemicarbazide, 2-pieridino ethyl and 2-(4-morpholino) ethyl isothiosyanate isn't thiosemicarbazide and is directly transforming triazole. But I don't want to direct this cyclization. Because thiazdiazoles obtain from that thiosemicarbazides.I want to get morpholino and piperidino ethyl thiadiazole. May are you doing advice this difficult problem. thanks everyone ! Edited January 25, 2018 by ismailcelik Link to comment Share on other sites More sharing options...
hypervalent_iodine Posted January 26, 2018 Share Posted January 26, 2018 Not strictly related, but I believe you are missing a carbon in your unexpected product. As for your issue, you could try acidifying the hydrazide slightly. I have also had success with these reactions through refluxing in toluene. Admittedly, I was using aromatic isothiocyanates, but it’s a simple enough modification to try. Link to comment Share on other sites More sharing options...
ismailcelik Posted January 26, 2018 Author Share Posted January 26, 2018 10 hours ago, ismailcelik said: Hello dear friends!I have a question about a reaction route in my thesis. I am synthesized thiosemicarbazide then in alkaline/acidic medium is synthesized from thiosemicarbazide to triazoles/thiadiazoles.However alkyl isotiyosyanate as methyl/ethyl/cyclohexyl can be thiosemicarbazide, 2-pieridino ethyl and 2-(4-morpholino) ethyl isothiosyanate isn't thiosemicarbazide and is directly transforming triazole. But I don't want to direct this cyclization. Because thiazdiazoles obtain from that thiosemicarbazides.I want to get morpholino and piperidino ethyl thiadiazole. May are you doing advice this difficult problem. thanks everyone ! Link to comment Share on other sites More sharing options...
hypervalent_iodine Posted January 26, 2018 Share Posted January 26, 2018 My previous suggestions still apply. Let me know how you go. Link to comment Share on other sites More sharing options...
ismailcelik Posted January 26, 2018 Author Share Posted January 26, 2018 Ok. hypervalent_iodine, a a lot of thanks. Link to comment Share on other sites More sharing options...
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