Untitled

Abstract

Treatment of 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-1,3,4oxadiazole-2-thione with haloalkanes yielded oxadiazole S-alkyl derivatives, whereas its reaction with formaldehyde and amines resulted in formation of oxadiazole N(3)-aminomethyl derivatives. The alkylation of 2-alkylsulfanyl-5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-1,3,4-oxadiazoles with methyl bromoacetate proceeded at the N(1)-position of pyrimidine to give 2-alkylsulfanyl-5-(1-methoxycarbonylmethyl-6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-1,3,4-oxadiazoles, whereas aminomethylation, bromination, or nitration took place at position 5 of pyrimidine ring and afforded the corresponding 5-pyrimidine substituted derivatives.

Convenient way to 5‐substituted 4‐amino‐2,3‐dihydro‐4H‐1,2,4‐triazole‐3‐thiones

“…Because of our particular interest in the synthesis and investigation of pyrimidines with five-membered heterocyclic substituents [24,[26][27][28], such as thiadiazoles, oxadiazoles, and triazoles in the side chain, we successfully synthesized aminotriazolethiones 2 o-u from the corresponding esters by employing the synthetic method described here. Yields of the mentioned compounds 2 o-v varied from 39% to 59%.…”

5-(3,4,5-Trimethoxyphenyl)-1,3,4-oxadiazole-2(3H)-thione

“…For background to the use of 1,3,4-oxadiazoles, see: Erden et al (2005); Smicius et al (2002); Dutta & Kataky (1992). For details of the biological activity of 1,3,4-oxadiazoles, see : Chen, et al (2000); Mehuskiene, et al (2003); El-Emam et al (2004); Krasovshii et al (2000).…”

“…(Erden et al, 2005, Smicius et al, 2002, Dutta & Kataky, 1992 and their wide range of biological activities, such as bactericidal, anti-inflammatory, antiviral, antimicrobial, tuberculostatic, anti convulsive and fungicidal activities (Chen et al, 2000;Mehuskiene et al, 2003;El-Emam et al, 2004;Krasovshii et al, 2000). The title compound was prepared by refluxing 3,4,5-trimethoxybenzohydrazide and potassium hydroxide with carbon disulfide in ethanol.…”

Heterocyclization of acylthiosemicarbazides

“…Recent studies have shown that some compounds can be used as corrosion inhibitors of steal [21, 22], and some can be used as semiconductors [23], and others used in the metal complexes [24–36]. On the other hand, the cyclized products were also intensively studied because of their biological and other properties [37–40].…”

“…Thiosemicarbazides are versatile compounds, which have been extensively used in the synthesis of different heterocyclic ring systems [37–40]. Several authors developed a new simple and efficient procedure for preparation of thiosemicarbazide derivatives [32, 40].…”