rteü-femüd Recep Tayyip Erdogan University Journal of Science and Engineering 2687-2315 2757-7686 Recep Tayyip Erdoğan Üniversitesi 10.53501/rteufemud.819653 Microwave assisted synthesis of some new Schiff’s bases from 2,4-dihydro-3H-1,2,4-triazol-3-one Bazı Schiff bazlarının 2,4-dihidro-3H-1,2,4-triazol-3-on'dan mikrodalga destekli sentezi https://orcid.org/0000-0003-4105-8666 Menteşe Emre Recep Tayyip Erdogan University https://orcid.org/0000-0002-6666-3566 Yılmaz Fatih RECEP TAYYİP ERDOĞAN ÜNİVERSİTESİ https://orcid.org/0000-0001-7394-0552 Kahveci Bahittin KARADENİZ TEKNİK ÜNİVERSİTESİ 06 29 2021 2 1 1 5 11 02 2020 03 12 2021 Copyright © 2020, Recep Tayyip Erdoğan Üniversitesi Fen ve Mühendislik Bilimleri Dergisi 2020 Recep Tayyip Erdoğan Üniversitesi Fen ve Mühendislik Bilimleri Dergisi

In this manuscript, a new series of 1,2,4-triazole-3-ones containing imin function was synthesized from 5-(4-bromobenzyl)-4-amino-2H-1,2,4-triazol-3(4H)-one and aromatic aldehyde by using microwave irradiation technique via schiff base reaction. Firstly, ethyl imido-p-bromophenylacetate hydrochloride (2) was synthesized according to the pinner method in the literature. Then, compound 2 was reacted with ethyl carbazate to synthesized ethyl p-bromophenylacetate etoxycarbonylhydrazone (3) compound. Then, 5-(4-bromobenzyl)-4- amino-2H-1,2,4-triazol-3(4H)-one (4) was synthesized from the reaction of ethyl p-bromophenylacetate etoxycarbonylhydrazone (3) with hydrazine monohydrate. Then, it was converted to their corresponding triazole containing Schiff bases (5a-e) with the reaction of corresponding aromatic aldehydes in ethanol by using the microwave irradiation method. This microwave technique has some advantages, including rapid and uniform heating, higher product yield and purity, mild reaction conditions, low energy requirement and shorter reaction time. The chemical structures of newly synthesized triazole containing schiff bases were identified using IR, 1HNMR, and mass spectroscopy data.

Bu çalışmada, imin grubu içeren yeni bir seri 1,2,4-triazol-3-on türevleri mikrodalga destekli sentezlenmiştir. 5- ( 4 -Bromobenzil) - 4 - amino- 2H - 1,2,4 - triazol - 3(4H) - on bileşiği ester etoksikarbonil hidrazonun hidrazin hidrat ile reaksiyonundan elde edilmiş ve daha sonra bu bileşik çeşitli aldehitler kullanılarak Schiff bazlarına dönüştürülmüştür. Yeni sentezlenen bileşiklerin yapı aydınlatılmasında IR, 1H-NMR ve kütle spektroskopisi kullanıldı.Bu çalışmada, imin grubu içeren yeni bir seri 1,2,4-triazol-3-on türevleri mikrodalga destekli sentezlenmiştir. 5- ( 4 -Bromobenzil) - 4 - amino- 2H - 1,2,4 - triazol - 3(4H) - on bileşiği ester etoksikarbonil hidrazonun hidrazin hidrat ile reaksiyonundan elde edilmiş ve daha sonra bu bileşik çeşitli aldehitler kullanılarak Schiff bazlarına dönüştürülmüştür. Yeni sentezlenen bileşiklerin yapı aydınlatılmasında IR, 1H-NMR ve kütle spektroskopisi kullanıldı.

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