Three-Component Reaction between Isonicotinohydrazide, Potassium Selenocyanate and Aroyl Chlorides: Synthesis of 1,2,4-Triazole-3-Selones

Abstract

A one-pot method for the synthesis of six novel 1,2,4-triazole-3-selones in excellent yields at room temperature has been achieved via reaction between potassium selenocyanate and an aroyl chloride followed by the addition of isonicotinohydrazide.

Isoselenocyanates: Synthesis and Their Use for Preparing Selenium-Based Heterocycles

“…In a paper published in 2018, Singh et al looked to develop a novel and efficient one-pot, three-component synthesis of N-(3-methyl-4-phenyl-3H-selenazol-2-ylidene)benzamide derivatives using readily available starting materials: aroyl isoselenocyanates, phenacyl bromide and methylamine. 59 This particular synthesis is relatively simple and provides an elegant route to access potential therapeutic organoselenium compounds (Scheme 7).…”

Synthesis of 5-Aryl-1,3-Dimethyl-7-Selenoxopyrimidino[4,5-d]Pyrimidine-2,4(1H,3H)-Dione

“…11 Recently, a few syntheses of heterocycles from acyl isoselenocyanates have been reported. [12][13][14][15] Also, in 2011, a synthesis of functionalised pyrimido [4,5-d] pyrimidines from acyl isothiocyanates was reported. 16 Herein, we describe a synthesis of some seleno analogues, namely 5-aryl-1,3-dimethyl-7-selenoxopyrimidino [4,5-d]pyrimidine-2,4(1H,3H)-dione 4, by the reaction of acyl isoselenocyanates, generated from acyl chlorides and potassium selenocyanate, with 6-amino-N,N′-dimethyluracil in acetone using a reported method.…”

Synthesis of N-(3-Methyl-4-Phenyl-3H-Selenazol-2-Ylidene)Benzamide Derivatives

“…15 The reaction of 1-benzoyl-3phenylselenourea with phenacyl bromide derivatives that affords 2-(benzoylimino)-3,4-diphenylselenazoles has been reported. 16 As a part of studies on the development of new routes in organic synthesis, [17][18][19][20] we now report an efficient one-pot synthesis of N-(3-methyl-4-phenyl-3H-selenazol-2-ylidene) benzamide derivatives using readily available starting materials.…”