20173-98-2

Upstream product

• 288-13-1 NH-pyrazole 
• 96450-53-2 1-(β-chloroethyl)pyrazole 
• 106-93-4 ethylene dibromide 
• 288-88-0 1,2,4-Triazole 
• 271-44-3 benzimidazole 
• 51-17-2 benzoimidazole 
• 95-14-7 1,2,3-Benzotriazole 
• 624-92-0 Dimethyldisulphide 
• 92146-02-6 1,2-bis(1H-pyrazol-1-yl)ethane 
• 74-86-2 acetylene 
• 304693-68-3 1-(2-methoxyethyl)-1H-pyrazole 
• 288-32-4 1H-imidazole 

Downstream Products

• 28791-84-6 1-((1H-pyrazol-1-yl)ethyl)-1H-pyrazole 
• 122818-18-2 methyl 1-vinyl-1H-pyrazole-5-carboxylate 

Relevant academic research and scientific papers

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

N-vinylpyrazole copolymers

Copolymers of N-vinylpyrazole with N-vinyl-4,5,6,7-tetrahydroindole and vinyl acetate were prepared by radical copolymerization. The composition, structure, and properties of the copolymers were studied. The reactivity constants of the monomers were calculated. Copolymer films were prepared from solutions by casting, and the proton conductivity of the films was determined.

Organoinorganic composites based on tetraethoxysilane and nitrogen polybases

Hybrid organoinorganic composites insoluble in water and organic solvents were prepared by the hydrolysis of tetraethoxysilane in the presence of poly-1-vinylpyrazole, poly-1-vinylimidazole, and poly-4-vinylpyridine. The composition of the composites was determined by the nature of the polymeric nitrogen base and hydrolysis conditions. The composites synthesized showed high sorption activity in the extraction of the [PdCl4]2-, [PtCl6]2-, and [AuCl4]- ions from hydrochloric acid solutions. Nauka/Interperiodica 2007.

Synthesis of N-vinylpyrazoles

A method is proposed for the alkylation of pyrazoles with dichloroethane in water in the presence of the phase-transfer catalyst benzyltriethylammonium chloride (TEBAC). It was shown that dehydrochlorination of the corresponding N-(β-chloroethyl)pyrazoles in water under conditions of phase-transfer catalysis proceeds smoothly with the formation of N-vinylpyrazoles in 80-90% yield. 2005 Springer Science+Business Media, Inc.

Synthesis of pinacol esters of 1-alkyl-1H-pyrazol-5-yl- and 1-alkyl-1H-pyrazol-4-ylboronic acids

Starting from 1H-pyrazol, a wide number of 1-alkyl-1H-pyrazol-4-yl and 1-alkyl-1H-pyrazol-5-ylboronic acids and their pinacol esters were synthesized and characterized. The key step in the described methodology is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.

Synthesis of vinyl monomers with active azaaromatic groups. Phase-transfer catalytic approach

An efficient method based on the alkylation-elimination reactions under solid-liquid phase transfer-catalysis conditions (S/L PTC) is reported for the preparation of N-vinyl derivatives of azaheterocyclic compounds.

N-2-(Azol-1(2)-yl)ethyliminodiacetic acids: A novel series of Gd(III) chelators as T2 relaxation agents for magnetic resonance imaging

The synthesis, physicochemical properties, and toxicological implications of a novel series of N-2-(azol-1(2)-yl)ethyliminodiacetic acids, useful as contrast agents for magnetic resonance imaging are reported. Compounds were prepared by alkylation of methyl iminodiacetate with N-2-bromoethylazoles and subsequent hydrolysis. Stability constants of the corresponding Gd(III) complexes and T1 and T2 relaxivities were determined and interpreted in terms of optimized geometries obtained by semiempirical PM3 calculations. Compounds show increased T2 relaxivity and decreased toxicity in vitro as compared to EDTA-Gd(III) complexes. Copyright (C) 1999 Elsevier Science Ltd.

1,2-bis(azol-1-yl)ethanes. deprotonation and subsequent reaction with electrophiles

Deprotonation of the title compounds and subsequent reaction with electrophiles have been performed. The main factor governing the reaction, substitution vs elimination, is the acidity of the ring hydrogen atoms.

Synthesis and Physicochemical Studies on 1,2-Bisazolylethanes

Twenty symmetrical and asymmetrical 1,2-bisazolylethanes have been obtained from azoles and 1,2-dibromoethane or 1-chloro-2-(pyrazol-1-yl)ethane by phase transfer catalysis (PTC).The 1H and 13C nmr properties are reported and the chemical shifts of the ethylene carbon atoms discussed using an additive model.