Triazoles. Part V. Derivatives of 3-amino-1 : 2 : 4-triazole

Atkinson, M. R.; Komzak, Alfred; Parkes, E. A.; Polya, J. B.

doi:10.1039/jr9540004508

Cited by 15 publications

(4 citation statements)

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“…The compound, l,2-di(triphenylmethylazo)-l,2-diphenylethylene, possesses an absorption at 450 µ (e 560) with shoulders at 317 µ (e 8600) and 257 (14,000). This similarity to the uv of 3 [394 µ (e 932), 302 (3760), and 235 (18,500)], bearing in mind that differences due to cis-trans isomerism are likely, supports the assigned structure. Curtin and coworkers point out that certain structural ambiguities remain, one possibility being that it is a mixture of triene and its vicinal dihydrotetrazine tautomer.…”

supporting

confidence: 65%

Photolysis of 2-methyl-5-phenyltetrazole

Fraser¹,

Gurudata²,

Haque³

1969

J. Org. Chem.

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supporting

confidence: 65%

Photolysis of 2-methyl-5-phenyltetrazole

Fraser¹,

Gurudata²,

Haque³

1969

J. Org. Chem.

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“…The methods discussed up to now have always given 3,5-disubstituted triazoles with either alkyl or aryl substituents. 3-Amino-5-alkylor 3-amino-5-aryltriazoles may be obtained from an aminoguanidine salt and the appropriate organic acid (26,228,288,289), an extension of the original method used to prepare 3amino-1,2,4-triazole (344). In several instances, the reaction was found to proceed in good yield only in concentrated mineral acid (26).…”

Section: Nh-nhmentioning

confidence: 99%

“…3-Amino-5-alkylor 3-amino-5-aryltriazoles may be obtained from an aminoguanidine salt and the appropriate organic acid (26,228,288,289), an extension of the original method used to prepare 3amino-1,2,4-triazole (344). In several instances, the reaction was found to proceed in good yield only in concentrated mineral acid (26). A variation of this reaction involves a prior acylation of the aminoguanidine and then ring closure with alkali (49,341,342) or heat (140,177), the acylaminoguanidine being readily available by acylation of aminoguanidine with an acid chloride, or from an acid hydrazide, #S-methylisothiourea sulfate, and alkali.…”

Section: Nh-nhmentioning

confidence: 99%

The Chemistry of 1,2,4-Triazoles.

Potts¹

1961

Chem. Rev.

361

178

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“…7 H20+ 0.18g NaCl + 0.26g NH&I t 0.91g NH40H solution a + 1 NNa2S04per litre + 0.46g NaCl t 0.15g NaOAc + 0.24g HOAc i The synthesis of model compounds followed reaction schemes described in the literature[16][17][18][19][20][21][22][23][24][25][26][27]. 2H20 t 0.13g MgS04 .…”

mentioning

confidence: 99%

Molecular structure and efficiency of triazole derivates and other heterocyclics as Corrosion inhibitors for copper

Penninger

Wippermann

Schultze

1987

Materials & Corrosion

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Dedicated to Professor Dr. Alfred Rahmel on the occasion of his 60th birthdayThe inhibition of copper corrosion by various triazole derivates, benzotriazole (BT) and other heterocyclic compounds is investigated to reveal the relation between molecular structure and inhibition efficiency. Measurements of weight loss yield the protection factor S depending on inhibitor concentration c, potential E , pH and temperature T. Current potential curves i(E) show that various processes are inhibited, for example the oxygen reduction or the anodic copper oxidation. Capacity measurements and XPS analysis, prove the formation of protective layers, the stability of which determines the applicability of the inhibitor under varying conditions. The influence of molecular structure is explained on the basis of electrochemical and surface analytical measurements. 3-Amino-5-alkyl-l,2,4-triazoles (AAT) are the best inhibitors in the whole pH range since they can form molecular compound layers in neutral and alkaline solutions but heteropolar-compound layer in acid solutions. An intermediate aliphatic chain length gives the best efficiency since it allows sufficient solubility on the one hand and an effective hydrophobicity of the inhibitor layer on the other. The influence of similar heterocyclic compounds is tested but they have much smaller efficiencies. Benzotriazole is comparable in neutral and weak alkaline solutions but it is less effective in acid solutions and fails at high temperatures.Die Inhibition der Kupfer-Korrosion durch verschiedene Triazolderivate, Benzotriazol (BT) und andere Heterocyclen wurde untersucht, urn einen Zusammenhang zwischen der Molekulstruktur und der Inhibitionswirkung zu erhalten. Gewichtsverlustmessungen ergeben einen Schutzfaktor S, der von der Inhibitorkonzentration c, dem Potential E, dem pH-Wert und der Temperatur T abhangt. Potentiodynamische StrodSpannungs-Kurven zeigen, daR verschiedene Teilreaktionen, 2. B. Sauerstoffreduktion oder Kupferauflosung, inhibiert werden. Kapazitatsmessungen und XPS-Untersuchungen beweisen die Bildung von Schutzschichten, deren Stabilitat die Anwendbarkeit des Inhibitors bei unterschiedlichen Testbedingungen gewahrleistet. Der EinfluR der Molekulstruktur wird anhand von elektrochemischen und oberflachenanalytischen Messungen erlautert. 3-Amino-5-alkyl-1,2,4-triazole (AAT) sind die effektivsten Inhibitoren im gesamten pH-Bereich, da sie in neutralem und alkalischem Medium molekulare Deckschichten. in saurer Losung jedoch heteropolare Deckschichten bilden konnen. Bei einer mittleren Kettenlange des Nkylrestes wird die beste Schutzwirkung erzielt, da sowohl eine genugende Inhibitorloslichkeit als auch eine stark hydrophobe Inhibitorschicht gewahrleistet ist. Mit AAT venvandte Heterocyclen zeigen eine deutlich geringere Inhibitionswirkung. BT ist in neutralen und schwach alkalischen Losungen vergleichbar, jedoch in saurem Medium und insbesondere bei hoheren Temperaturen wesentlich weniger wirksam.

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Triazoles. Part V. Derivatives of 3-amino-1 : 2 : 4-triazole

Cited by 15 publications

References 0 publications

Photolysis of 2-methyl-5-phenyltetrazole

Photolysis of 2-methyl-5-phenyltetrazole

The Chemistry of 1,2,4-Triazoles.

Molecular structure and efficiency of triazole derivates and other heterocyclics as Corrosion inhibitors for copper

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