Preparation of trichloroacetoamidoxime in aqueous media and application in one pot synthesis of 1,2,4-oxadiazoles

Bretanha, Lizandra C.; Venzke, Dalila; Campos, Patrick T.; Duarte, Anaí; Martins, Marcos A. P.; Siqueira, Geonir M.; Freitag, Rogério Antônio

doi:10.3998/ark.5550190.0010.c01

Cited by 7 publications

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“…Na metodologia clássica, a síntese de 1,2,4-oxadiazol envolve a O-acilação de amidoximas seguida da condensação intramolecular com eliminação de água. 33 Historicamente, os agentes de acilação mais utilizados são cloretos de ácidos, anidridos, ésteres e ácidos carboxílicos (usando os seguintes reagentes ativadores de carbonilas: 34 No entanto, essas reações são demoradas e exigem altas temperaturas, formam-se sub-produtos e, em geral, são difícies de purificar. 35,36 Figura 11.…”

Section: Metodologia Clássicaunclassified

1,2,4-Oxadiazoles: Synthesis and Applications

Freitas¹,

Silva²,

Regueira³

et al. 2012

Revista Virtual De Química

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1,2,4-Oxadiazole are compounds that have attracted the attention of many researchers due to their wide range of biological activities. Methods used for the synthesis of 3,5-substituted 1,2,4-oxadiazoles are reviewed in this works, as well as their applications. The syntheses are based mostly on the use of primary amidoximes and acylating agents as the initial reactants. In the last years, numerous reports concerning new methods of synthesis of 1,2,4-oxadiazoles have been reported. The use of microwave irradiation and ultrasound in chemical synthesis has many advantages with consequent impacts on the economy and the environment.

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Section: Metodologia Clássicaunclassified

1,2,4-Oxadiazoles: Synthesis and Applications

Freitas¹,

Silva²,

Regueira³

et al. 2012

Revista Virtual De Química

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Various Synthetic Strategies and Therapeutic Potential of Thiadiazole, Oxadiazole, Isoxazole and Isothiazole Derivatives

Desai¹,

Patel²

2022

N-Heterocycles

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Synthesis and Structural Analysis of Trichloroacetamidoxime

et al. 2012

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The trichloroacetoamidoxime was synthesized following the principles of green chemistry in excellent yield (90 %). This compound crystallizes in the orthorhombic system with space group P2 1 2 1 2 1 and the cell parameters are a = 5.7353 (3), b = 10.5167 (8) Å , c = 21.4787 (16) Å , a, b and c = 90°, V = 1295.52 (15) Å 3 , Z = 4. The final residual factor is R 1 = 0.0429, wR 2 = 0.0884. The presence of the intermolecular hydrogen bonds generates pseudo rings of five members between two molecules that indicate the amido oxime conformation for trichloroacetoamidoxime.

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Preparation of trichloroacetoamidoxime in aqueous media and application in one pot synthesis of 1,2,4-oxadiazoles

Cited by 7 publications

References 10 publications

1,2,4-Oxadiazoles: Synthesis and Applications

1,2,4-Oxadiazoles: Synthesis and Applications

Various Synthetic Strategies and Therapeutic Potential of Thiadiazole, Oxadiazole, Isoxazole and Isothiazole Derivatives

Synthesis and Structural Analysis of Trichloroacetamidoxime

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