1072-91-9Relevant academic research and scientific papers
Transition Metal-Catalyzed N-Alkylation of NH Groups of Azoles with Alcohols
Tanaka, Norio,Hatanaka, Masataka,Watanabe, Yoshihisa
, p. 575 - 578 (1992)
Azoles containing acidic NH-group react with various alcohols in the presence of catalytic amount of ruthenium-, rhodium-, and iridium- trialkylphosphite complexes to give the corresponding N-alkylated azoles in good to excellent yields.
Simple, efficient and convenient synthesis of pyrroles and pyrazoles using zeolites
Sreekumar,Padmakumar, Raghavakaimal
, p. 1661 - 1665 (1998)
A convenient heterogeneous catalytic methodology for the synthesis of Pyrroles and Pyrazoles by an intermolecular reaction of γ or β-diketones with primary amines or hydrazine derivatives over zeolites are described.
Pyrazolium- versus imidazolium-based ionic liquids: Structure, dynamics and physicochemical properties
Chiappe, Cinzia,Sanzone, Angelo,Mendola, Daniele,Castiglione, Franca,Famulari, Antonino,Raos, Guido,Mele, Andrea
, p. 668 - 676 (2013)
Ionic liquids (ILs) composed of two different pyrazolium cations with dicyanamide and bis(trifluoromethanesulfonyl)imide anions have been synthesized and characterized by NMR, Kamlet-Taft solvatochromic parameters, conductivity and rheological measurements, as well as ab initio calculations. Density functional calculations for the two pyrazolium cations, 1-butyl-2- methylpyrazolium [bmpz] and 1-butyl-2,3,5-trimethylpyrazolium [bm 3pz], provide a full picture of their conformational states. Homo- and heteronuclear NOE show aggregation motives sensitive to steric hindrance and the anions' nature. Self-diffusion coefficients D for the anion and the cation have been measured by pulsed field gradient spin-echo NMR (PGSE-NMR). The ionic diffusivity is influenced by their chemical structure and steric hindrance, giving the order Dcation > Danion for all of the examined compounds. The measured ion diffusion coefficients, viscosities, and ionic conductivity follow the Vogel-Fulcher-Tammann (VFT) equation for the temperature dependencies, and the best-fit parameters have been determined. Solvatochromic parameters indicate an increased ion association upon going from bis(trifluoromethanesulfonyl)imide to dicyanamide-based pyrazolium salts, as well as specific hydrogen bond donor capability of H atoms on the pyrazolium ring. All of these physical properties are compared to those of an analogous series of imidazolium-based ILs.
Synthesis and reactivity of (pyrazol-1-yl)acyl iron complexes
Zhao, Da-Wei,Xu, Yi,Guo, Yao-Wei,Song, Hai-Bin,Tang, Liang-Fu
, p. 303 - 310 (2015)
Abstract Treatment of 1-methyl-3,5-dialkylpyrazoles with n-BuLi, and subsequently with iron carbonyl and iodine yielded (pyrazol-1-yl)acyl iron complexes CH2(CO) (3,5-R2Pz)Fe(CO)3I (R = Me or Pri, Pz = pyrazol-1-yl). Reaction of CH2(CO) (3,5-Me2Pz)Fe(CO)3I with PhSNa gave a dimeric complex [CH2(CO) (3,5-Me2Pz)Fe(CO)2(SPh)]2, while similar reactions of CH2(CO) (3,5-R2Pz)Fe(CO)3I with PySNa (Py = 2-pyridyl) gave mononuclear complexes CH2(CO) (3,5-R2Pz)Fe(CO)2(SPy), which exhibited an isomerization in solution. Treatment of the dimeric complex with PPh3 at room temperature resulted in the decomposition of the starting material. Furthermore, this dimeric complex readily underwent reductive elimination to generate CH2(COSPh) (3,5-Me2Pz) when heated at relatively low temperature, and thermal decomposition reaction to give PhSSPh in refluxing toluene solution. Reaction of mononuclear complexes with PPh3 caused one carbonyl to be replaced by phosphine ligand to give complexes CH2(CO) (3,5-R2Pz)Fe(CO) (PPh3) (SPy). All these acyl iron complexes were fully characterized by IR and NMR spectroscopy, and their structures were unambiguously determined by X-ray crystallography.
C- and N-amidotrichloroethylation of azoles
Evstafyeva,Bozhenkov,Aizina,Rozenzveig,Ermakova,Levkovskaya,Mirskova
, p. 1178 - 1182 (2002)
1H-Pyrazoles, triazoles, and imidazoles in reaction with ethoxycarbonylimine and arylsulfonylimines of chloral yield addition products, corresponding 1-(1-amidotrichloroethyl)azoles. Derivatives of 1-alkylpyrazoles and pyrazolones react with chloral 4-chl
PRODUCING METHOD OF NITROGEN-CONTAINING ORGANIC COMPOUND
-
Paragraph 0410, (2016/12/01)
A hydrazine-carbon dioxide-binding compound or hydrazine derivatives 2 carbonyl group react with a compound having one or more nitrogen-containing organic for preparing the compounds of relates to method.
N-methylation of nitrogen-containing heterocycles with dimethyl carbonate
Ouk, Samedy,Thiebaud, Sophie,Borredon, Elisabeth,Chabaud, Bernard
, p. 3021 - 3026 (2007/10/03)
Reactivity of dimethyl carbonate, the environmentally friendly reagent, as methylating agent for nitrogen-containing heterocyclic compounds has been studied. Reactions of imidazole, pyrazole, pyrrole, morpholine, and piperazine with dimethyl carbonate to afford N-methylated products were reported. The reactions were carried out with neither catalyst nor solvent at a temperature range of 110-170°C under atmospheric pressure. Copyright Taylor & Francis, Inc.
Monomethylation of nitrogeneous heterocycles
-
Page 2, (2008/06/13)
A process for the monomethylation of nitrogenous heterocycles having at least one nitrogen atom bonded to a hydrogen atom by reacting the nitrogenous heterocycle with dimethyl carbonate at a temperature of between 100° and 200° C. and a pressure of between 0.93×105 Pa and 1.07×105 Pa while methanol produced during the reaction is distilled off as it is formed.
Heterocyclic-substituted alkylamide acat inhibitors
-
Example 39, (2010/11/29)
Pharmaceutically useful compounds having ACAT inhibitory activity of the formula wherein n is 0, 1, or 2, for X other than tetrazole and n = 2 then R2 = R3 = H; R1 is phenyl, substituted phenyl, naphthyl, substituted naphthyl, a heteroaromatic group or a hydrocarbon group having from one to 18 carbon atoms; R2 and R3 are hydrogen, halo, hydroxy, alkyl, alkenyl, cycloalkyl, phenyl, substituted phenyl, a heteroaryl, or form a spiroalkyl group; x is a 5-membered heteromonocyclic group containing at least one to four heteroatoms selected from the group consisting of isothiazole, oxazole, thiazole, imidazole, furan, thiophene, pyrrole, tetrazole, 1,2,3-triazole, 1,2,4-oxadiazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, 1,2,4-triazole, and 1,2,4-oxadiazole said heteromonocyclic group being unsubstituted or substituted at any available position along the ring,
Study of the reactivity of α-acylenaminoketones. Synthesis of pyrazoles
Negri,Kascheres
, p. 109 - 123 (2007/10/03)
The reactions of 4-(methylamino)-3-penten-2-one with diazoketones yielded the α-acylenaminoketones 1-3 in good yields. Preparation of the α-acylenaminoketone 4 was carried out by treatment of 4-(t-butylamino)-3-penten-2-one with benzoyl chloride being followed by reaction of transamination with methylamine. The reactions were carried out in five different solvents and were submitted to gas chromatography/mass spectrometry analysis, with the goal of obtaining substituted pyrazoles and determining which of the carbonyls would preferentially be attacked by the nucleophile. The reactions of compounds 1-4 with hydrazine reagents led to the formation of the pyrazoles 5-7a-q. Small amounts of 4-methylamino-2-pentenones 10a-q, amides 11a-q and pyrazoles 12a-q were also obtained in these reactions. The unexpected formation of pyrazoles 15d,h,q was detected when methanol and N,N-dimethylformamide were used as solvents in the reactions of α-acylenaminoketone 4 with hydrazine reagents.
