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4-(N-BOC-AMINO)-1Н-1,2,3-TRIAZOLECARBOTHIOAMIDES IN THE SYNTHESIS OF A NEW HETEROCYCLIC [1,2,3]TRIAZOLO[4,5-e][1,4]THIAZEPINE SYSTEM

Наталия A. Сирота, Сергей B. Кемский, Андрей B. Больбут, Игорь И. Чернобаев, Александр C. Лявинец, Михаил B. Вовк
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Abstract


4-(N-Boc-amino)-1Н-1,2,3-triazolecarbothioamides, obtained by a sequential treatment of 4-(N-Boc-amino)-1Н-1,2,3-triazoles with n-BuLi and alkyl isothiocyanates at –78÷–60°C, reacted with ethyl bromoacetate, forming the respective 4-(N-Boc-amino)-5-thioimidates, which underwent intramolecular cyclocondensation upon treatment in saturated НCl solution in dioxane, producing 8-(alkylimino)-4,8-dihydro-1Н-[1,2,3]triazolo[4,5-e][1,4]thiazepin-5(6Н)-ones.

Authors: Natalia A. Syrota, Sergiy V. Kemskiy*, Andriy V. Bol'but, Igor I. Chernobaev, Oleksandr S. Liavinets, Mykhailo V. Vovk


Keywords


4-(N-Boc-amino)-5-thioimidates; 4-(N-Boc-amino)-1Н-1,2,3-triazolecarbothioamides; N-Boc-4-amino-1,2,3-triazoles; ethyl bromoacetate; [1,2,3]triazolo[1,4]thiazepines

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