Synthesis of o-bisazo-1H-pyrazoles and study of their cyclization to give compounds with a 1,2,4-triazine ring

Dziomko, V. M.; Berestevich, B. K.

doi:10.1007/bf00539504

Cited by 1 publication

(3 citation statements)

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“…In later studies α-and β-naphthols were quite frequently used for illustration of azo coupling reactions involving diazonium salts 1 (R = H, Alk, SAlk, Ar; R 1 = H, Alk, NO 2 , CO 2 Et, CONH 2 , CN; X = Cl, HSO 4 ) [22,39,40,41,53,64,[91][92][93]. Syntheses of pyrazolylazo compounds have been described in publications and .…”

Section: Reactions With Conservation Of Diazo Groupmentioning

confidence: 99%

“…Among the heterocyclic agents used in azo coupling reactions with diazonium salts 1 to obtain condensed pyrazoles, special mention should be given to 3-hydroxy-1-methylindole 118 and α-pyridones 119 [93,189]. In the first case, polycyclic compound 120 formed under the standard conditions without isolation of the intermediate, while in the second case the azo compounds 121 were additionally treated with acetic anhydride, and pyrazolo [5,1-c] Meldrum's acid was found to be a sufficiently strong CH acid in similar reactions.…”

Section: Acona Etohmentioning

confidence: 99%

“…is rather incomplete. The interaction of salts 1 with 5-aminopyrazoles 31 has been studied [91,93,94] and resulted in the formation of azo derivatives 32. The synthesis of azo compounds 34 was performed in alcohol, acetone, dioxane, or pyridine, while maintaining a weakly alkaline medium.…”

Section: Reactions With Conservation Of Diazo Groupmentioning

confidence: 99%

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Chemistry of Pyrazole-3(5)-Diazonium Salts (Review)*

Ledenyova

Didenko

Shikhaliev

2014

Chem Heterocycl Comp

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The methods of synthesis, structure, reactivity, and synthetic utility of pyrazole-3(5)-diazonium salts are reviewed here for the first time, with emphasis on heterocyclization reactions of these compounds.More than one hundred years have passed since α-diazo derivatives of pyrazole were discovered. A substantial amount of knowledge has been accumulated over this time regarding the stability, structure, and transformations of these compounds. However, the chemistry of pyrazole-3(5)-diazonium salts developed rapidly only in the second half of the 20th century, with many studies performed in various countries, in particular Germany, Egypt, Russia, and Japan. Unfortunately, no systematic review has been compiled for the wide range of data about pyrazole-3(5)-diazonium salts. Some aspects regarding the properties of these compounds have been discussed in reviews and monographs on other topics [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17].

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