Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles

V. M. Chernyshev; V. A. Rakitov; V. A. Taranushich; V. V. Blinov

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Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles

机译：3,5-二氨基-1-R-1,2,4-三唑的酰基和磺酰基衍生物

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摘要

3-Acylamino-5-amino-1-R-1,2,4-triazoles are formed regioselectively on acylating 3,5-diamino-1-R-1,2,4-triazoles with an equimolar amount of anhydrides, carboxylic acid chlorides, and sulfonyl chlorides. With an excess of anhydride and carboxylic acid chloride 3,5-diacylamino-1-R-1,2,4-triazoles are formed. 3-Acylamino-5-amino-1-R-1,2,4-triazoles do not interact with sulfonyl chlorides. The higher reactivity of the 3-amino group towards acylating agents is determined by electronic and not steric factors.

机译：在用等摩尔量的酸酐，羧酸酰化3,5-二氨基-1-R-1,2,4-三唑时，区域选择性地形成3-酰基氨基-5-氨基-1-R-1,2,4-三唑氯化物和磺酰氯。用过量的酸酐和羧酸氯化物形成3，5-二酰基氨基-1-R-1,2,4-三唑。 3-酰基氨基-5-氨基-1-R-1,2,4-三唑不与磺酰氯相互作用。 3-氨基对酰化剂的较高反应性由电子而非空间因素决定。

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来源
《Chemistry of heterocyclic compounds》 |2005年第9期|共8页
作者
V. M. Chernyshev; V. A. Rakitov; V. A. Taranushich; V. V. Blinov;
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正文语种 eng
中图分类杂环化合物;
关键词
3-acylamino-5-amino-1-R-1; 2; 4-triazoles; 5-amino-3-sulfonylamino-1-R-1; 2; 4-triazoles; amino; 3; 5-diamino-1; 2; 4-triazole; 3; 5-diacylamino-1; 2; 4-triazoles; 1; 2; 4-triazole; acylation; regioselectivity; structure;

机译：3-酰基氨基-5-氨基-1-R-1;2;4-三唑;5-氨基-3-磺酰基氨基-1-R-1;2;4-三唑;氨基;3;5-二氨基-1;2;4-三唑;3;5-二酰氨基-1;2;4-三唑;1;2;4-三唑;酰化;区域选择性;结构;

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1. Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles [J] . V. M. Chernyshev, V. A. Rakitov, V. A. Taranushich, Chemistry of heterocyclic compounds . 2005,第9期

机译：3,5-二氨基-1-R-1,2,4-三唑的酰基和磺酰基衍生物
2. Synthesis and antitumor activity of some new N-substituted-sulfonyl, 1,2,4-triazole, N-substituted-benzylidene and pyrrole derivatives attached to 4-(benzo[d]thiazol-2-yl)benzohydrazide [J] . Wageeh S. El-Hamouly, Kamelia M. Amin, Samy A. El-Assaly, Der Pharma Chemica: journal for medicinal chemistry, pharmaceutical chemistry and computational chemistry . 2011,第6期

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3. Synthesis of Sulfonyl and Sulfenyl Derivatives of Pyridine and 1,2,4-Triazole [J] . A.V.Anisimov, E.V.Fedorova, A.V.Tarakanova Russian Journal of Organic Chemistry . 2006,第6期

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4. Searching for new thermostable energetic materials: synthesis and characterization of 5-acyl- and 5-sulfonyl-N3-(2,4,6-trinitrophenyl)-(1H-1,2,4-triazole-3,5-diamine) derivatives [C] . Jonas Sarlauskas, Jelena Tamuliene Seminar on new trends in research of energetic materials . 2020

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5. Mechanistic and synthetic investigations in sulfonyl chemistry and acyl transfer. [D] . Guo, Zhen Rong. 1994

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7. Acid-catalyzed Rearrangement of Epoxy Alcohol Derivatives Having the Electron-withdrawing Protective Groups (Acyl or Sulfonyl): Asymmetric Synthesis of Chiral Quaternary Carbon and Spiro Centers and Its Application to Natural Products Synthesis. [O] . Hiromichi Fujioka, Yutaka Yoshida, Yasuyuki Kita 2003

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8. Synthesis and Biological Activity of Substituted Urea and Thiourea Derivatives Containing 1,2,4-Triazole Moieties. [R] . Kocyigit-Kaymakcioglu, B., Celen, A. O., Tabanca, N., 2013

机译：含1,2,4-三唑部分的取代脲和硫脲衍生物的合成及生物活性。

Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles

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