104393-81-9Relevant articles and documents
Synthesis of N-alkyl-N′-aryl-piperazines via copper-catalyzed C-N bond formation
Yavari, Issa,Bayat, Mohammad J.,Ghazanfarpour-Darjani, Majid
, p. 5595 - 5596 (2014)
An efficient copper-catalyzed tandem synthesis of N-alkyl-N′-aryl-piperazines from 1,4-diaza-bicyclo[2.2.2]octane, alkyl halides, and aryl halides in the presence of copper(I) iodide and potassium tert-butoxide in DMSO is described.
Ruthenium(II) and iridium(III) complexes featuring NHC-sulfonate chelate
Rajaraman,Sahoo,Hild,Fischmeister,Achard,Bruneau
supporting information, p. 17467 - 17472 (2015/10/19)
Three new complexes bearing a chelating (κ2C,O) NHC-SO3 ligand have been prepared. An original method for the synthesis of the imidazolium-sulfonate NHC precursor is described. The 5-membered ruthena- and irida-cycle containing complexes were fully characterized and evaluated in a series of catalytic transformations involving hydrogen auto-transfer processes.
Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
Abdel-Magid, Ahmed F.,Carson, Kenneth G.,Harris, Bruce D.,Maryanoff, Cynthia A.,Shah, Rekha D.
, p. 3849 - 3862 (2007/10/03)
Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.
Structure-activity relationship studies of CNS agents, XIX: Quantitative analysis of the alkyl chain effects on the 5-HT(1A) and 5-HT2 receptor affinities of 4-alkyl-1-arylpiperazines and their analogs
Mokrosz,Mokrosz,Charakchieva-Minol,Paluchowska,Bojarski,Duszynska
, p. 143 - 148 (2007/10/02)
The 5-HT(1A) and 5-HT2 receptor affinity of a set of 44 N-alkylated 1-arylpiperazines and their analogs has been analyzed: the n-hexyl derivatives were the most potent and the most selective 5-HT(1A) ligands of all the investigated N-alkyl homologues. The alkyl chain may stablize the 5-HT(1A) receptor-ligand complex by hydrophobic forces. A set of the alkyl substituent contributions (C(HT1A)) for prediction of the 5-HT(1A) affinity of N-alkyl derivatives of 1-arylpiperazines and related compounds have been defined on the basis of the Free-Wilson analysis.
Phenylpiperazine-Based Radiopharmaceutical for Brain Imaging. 3. Synthesis and Evaluation of Radioiodinated 1-Alkyl-4-phenylpiperazines
Hanson, Robert N.,Hassan, Mohamad
, p. 29 - 34 (2007/10/02)
As part of our program in radiopharmaceutical chemistry we have prepared and evaluated a series of radioiodinated 1-alkyl-4-phenylpiperazines as potential brain-imaging agents.The compounds were chosen on the basis of their synthetic versatility, activati
Synthesis and Mesogenic Properties of N'-(4-Acylphenyl)-N-alkylpiperazines
Bartulin, Juan,Zuniga, Celia,Muller, Hedio,Taylor, Ted R.
, p. 1881 - 1886 (2007/10/02)
One synthesis of N-alkyl-N'-(4-acylphenyl)piperazines and their physical properties have been studied using calorimetric, optical, and X-ray crystallography methods.The compounds exhibit only smectic phases, the higher-temperature phase being a probable s
Liquid-crystalline Heterocycloalkanes. II. Syntheses and Liquid-crystalline Properties of Substituted 1-Phenylpiperazines
Suesse, M.,Skubatz, R.,Demus, D.,Zaschke, H.
, p. 349 - 358 (2007/10/02)
Several homologous series of the 1,4-disubstituted piperazines of the general formulas 4a-l, 6a-k, 7a, b, 8a-r were synthesized.Most of the new substances are liquid crystalline.Besides nematic phases also smectic phases of the types A, B and E exist, which was proved by texture and miscibility studies.