Synthesis and Solid‐state Reaction of 1‐[3′‐(Benzotriazol‐2″‐yl)‐4′ ‐hydroxybenzoyl]‐3‐methyl‐5‐pyrazolones

doi:10.1002/CJOC.20010190415

Paper

Synthesis and Solid‐state Reaction of 1‐[3′‐(Benzotriazol‐2″‐yl)‐4′ ‐hydroxybenzoyl]‐3‐methyl‐5‐pyrazolones

Published Aug 26, 2010 · Xiaopeng Han, Xuezhen Xu, Xiao-lu Li

Chinese Journal of Chemistry

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Abstract

A new kind of UV stabilizers, 1-(3′-(benzotriazol-2″-yl)-4′-hydroxy-benzoyl)-3-methyl-5-pyrazolones (1a-d), was synthesized with the aim to bind them chemically to certain polymers. The reaction of 1d with substituted benzaldehydes 4 in the molten state at 150°C and in the solid state at room temperature produced the condensation products l-(3′-(5″-chlorobenzotriazol-2″-yl)-4′-hydroxyl-5′-chlorobenzoyl)-3-methyl-4-arylmethylene-5-pyrazolones (2) and 4,4′-arylmethylene-bis [1-(3′-(5″-chloro-benzotriazol-2″-yl)-4′-hydroxy-5′-chloro-benzoyl)-3-methyl-5-pyrazolone] s (3), respectively, as the major product. On the other hand, the reaction of 1d with 4 at 50°C in chloroform solution proceeded non-selectively to give a mixture of 2 and 3.

Study Snapshot

1-(3′-(benzotriazol-2′′-yl)-4′-hydroxy-benzoyl)-3-methyl-5-pyrazolones (1a-d) show potential as UV stabilizers for polymers, with their non-selective reaction in chloroform solution yielding mixture

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis and Solid‐state Reaction of 1‐[3′‐(Benzotriazol‐2″‐yl)‐4′ ‐hydroxybenzoyl]‐3‐methyl‐5‐pyrazolones

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References

The solid-state michael addition of indole to 4-arylidene-3-methyl-5-pyrazolone

This study demonstrates a feasible method for preparing novel compounds containing two heterocyclic groups at the same carbon using solid-state Michael addition reactions of indole to 4-arylidene-3-methyl-5-pyrazolone.

The solid‐state michael addition of 3‐methyl‐1‐phenyl‐5‐pyrazolone

Solid-state Michael addition between pyrazolone 1 and 4-arylidenepyrazolones 2 at ambient temperature produces novel adducts, indicating the enolic structure of pyrazolone rings.

Benzotriazole Photostabilizers: Nitration of Tinuvin P

Nitration of Tinuvin P, a commercial photostabilizer, may cause yellowing in polymers incorporating it, potentially affecting the stability of the polymer.

The Reduction of Some 2,2'-Dinitrodiaryl Compounds and Related Compounds by Thiourea S,S-Dioxide (Formamidinesulfinic Acid)

Thiourea S,S-dioxide can reduce 2,2?-dinitrobiphenyl and related dinitro compounds to heterocyclic products, with 2,2?-dinitrobiphenyl ′ yielding benzo [c] cinnoline and its oxides.

Citations

A novel photochemical reaction of 4‐bromo‐3‐methyl‐1‐phenyl‐4,5‐dihydro‐pyrazol‐5‐one

UV-irradiation of 4-bromo-3-methyl-1-phenyl-4,5-dihydro-pyrazol-5-one in the presence of various aromatic hydrocarbons produces different photoproducts depending on the hydrocarbon's nature.

Chapter 2 Pyrazol-3-ones. Part IV: Synthesis and Applications

Pyrazol-3-ones are useful for oxidation potentials, hydroxyl radical scavenging, corrosion resistance, and as labels for chromatographic analysis of carbohydrates.