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Synthesis of 1,3,4-thiadiazol-2(3 H )-one derivatives via an unexpected intramolecular addition-elimination reaction of 1,3,4-thiadiazoles    
Yazarlar
Hakan Tahtacı
Karabük Üniversitesi, Türkiye
Mustafa Er
Karabük Üniversitesi, Türkiye
Doç. Dr. Tuncay KARAKURT Doç. Dr. Tuncay KARAKURT
Ahi Evran Üniversitesi, Türkiye
Kemal Sancak
Karadeniz Teknik Üniversitesi, Türkiye
Özet
A new synthesis was developed for 1,3,4-thiadiazol-2(3H)-one derivatives, based on a new arrangement on the thiadiazole ring with an intramolecular addition-elimination reaction.
To this end, starting from 5-methyl-1,3,4-thiadiazole-2-thiol (1), derivatives of 3-((un)substituted benzyl)-5-methyl-1,3,4-thiadiazol-2(3H)-one (7a-g) and ((un)substituted phenyl)-2-oxoethyl)-5-methyl,3,4-thiadiazol-2(3H)-one (10-15) were synthesized (in yields of 81-88% and 63-71%, respectively). The structures of all synthesized compounds were characterized using IR, H-1 NMR, and C-13 NMR spectroscopy, and elemental analysis, mass spectroscopy and X-ray diffraction analysis (compounds 3c, 7b-f and 10) techniques.
This study presents a new and effective reaction path for the synthesis of 1,3,4-thiadiazol-2(3H)-one derivatives. (C) 2017 Elsevier Ltd. All rights reserved.
Anahtar Kelimeler
1,3,4-Thiadiazole | 1,3,4-Thiadiazol-2(3H)-one | Intramolecular addition-elimination reaction | A novel method
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı TETRAHEDRON
Dergi ISSN 0040-4020
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce
Basım Tarihi 07-2017
Cilt No 73
Sayı 30
Sayfalar 4418 / 4425
Doi Numarası 10.1016/j.tet.2017.06.006
Makale Linki https://linkinghub.elsevier.com/retrieve/pii/S0040402017306257