Synthesis of 2H‐Indazolo[2,1‐b]Phthalazine‐1,6,11(13H)‐Trione Derivatives Using Wet Cyanuric Chloride under Solvent‐Free Condition

Abstract

A simple and facile synthesis of 2H‐indazolo[2,1‐b]phthalazine‐1,6,11(13H)‐trione derivatives has been accomplished by a three‐component condensation reaction of dimedone, aromatic aldehydes and phthalhydrazide under solvent‐free conditions in the presence of wet cyanuric chloride as a catalyst.

A magnetically-separable H 3 PW 12 O 40 @Fe 3 O 4 /EN-MIL-101 catalyst for the one-pot solventless synthesis of 2H-indazolo[2,1- b ] phthalazine-triones

“…Here, we extend our recent efforts to develop efficient catalysts prepared from simple, low cost materials for atom economical and energy efficient organic synthesis [34][35][36][37][38][39], through the design of a MMOF incorporating H3PW12O40 (phosphotungstic acid, PTA) guest molecules to introduce the Brönsted acidity required for one-pot 2H-indazolo[2,1-b]phthalazine-triones synthesis [40][41][42][43]. Chromium(III) terephthalate MOF, MIL-101(Cr) is a promising framework upon which to fabricate such catalysts, since it possesses a high surface area, good thermal and chemical stability, large mesopore channels (∼2.9 and 3.4 nm) and wide pentagonal and hexagonal microporous windows (1.2 and 1.6 nm respectively) which facilitate rapid in-pore transport of substrate and products [15].…”

Synthesis of some New Fused Pyrimidine Compounds

“…Whereas, in acidic condition, mechanistically, it is reasonable to assume that the reaction was proceeded firstly via protonation of the carbonyl group then it will undergo nucleophilic attack with guanidinium hydrochloride to afford the intermediate (I) which upon reaction with the enolated form of dimedone yielded the intermediate (II). Finally, intramolecular cycloaddition reaction takes place by the action of amino group on the carbonyl group to give the intermediate (III) followed by losing of water molecule to yield the corresponding compounds (A 1-6 ) as shown in scheme (1), (Hügel, 2009;Wang et al, 2010;Loto et al, 2012). The structures of compounds (A 1-6 ) were confirmed by spectral methods represented by FT-IR and U.V.…”

Synthesis of 2 H- indazolo[2,1- b ]phthalazine-1,6,11(13 H )-triones using 1,4-disulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium dihydrogen sulfate {DABCO(HSO 3 ) 2 (HSO 4 ) 2 } as a new ionic liquid catalyst

“…Recently, synthesis of 2H-indazolo [2,1-b]phthalazine-1,6,11(13H)-triones , as an important derivatives of these types of compounds have been reported using cyanuric chloride [7], Mg(HSO 4 ) 2 [8], iodine [9], H 2 SO 4 [10], ceric ammonium nitrate (CAN) [11], silica supported poly phosphoric acid [12], p-toluenesulfonic acid (p-TSA) [13], H 14 [NaP 5 W 30 O 110 ]/SiO 2 [14], silica sulfuric acid [15], melamine trisulfonic acid (MTSA) [16] as the catalysts. However, many of these methodologies are associated with one or more disadvantages such as use of expensive catalyst or toxic organic solvents [8,11], strong acidic conditions [10], and harsh reaction conditions [12,13].…”