21655-48-1Relevant articles and documents
Iridium-catalyzed condensation of amines and vicinal diols to substituted piperazines
Lorentz-Petersen, Linda L. R.,Nordstrom, Lars Ulrik,Madsen, Robert
, p. 6752 - 6759 (2013/01/15)
A straightforward procedure is described for the synthesis of piperazines from amines and 1,2-diols. The heterocyclization is catalyzed by [Cp*IrCl2]2 and sodium hydrogen carbonate and can be achieved with either toluene or water as solvent. The transformation does not require any stoichiometric additives and only produces water as the byproduct. The reaction can be performed between a 1,2-diamine and a 1,2-diol or by a double condensation between a primary alkylamine and a 1,2-diol. At least one substituent is required on the piperazine ring to achieve the cyclization in good yield. The mechanism is believed to involve dehydrogenation of the 1,2-diol to the α-hydroxy aldehyde, which condenses with the amine to form the α-hydroxy imine. The latter rearranges to the corresponding α-amino carbonyl compound, which then reacts with another amine followed by reduction of the resulting imine. Piperazines are prepared by [Cp*IrCl 2]2-catalyzed heterocyclization of 1,2-diols with either 1,2-diamines or primary alkylamines. The reaction is performed in toluene or water and requires no stoichiometric additive. The key step in the mechanism is believed to be the isomerization of an α-hydroxy imine to the corresponding α-amino carbonyl compound. Copyright
2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION
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, (2008/06/13)
The present invention has its object to provide a 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine derivative represented with the Formula (1) , or the pharmaceutically acceptable salt, which is effective as a therapeutic and prophylactic agent for diabetes, diabetic nephropathy, or glomerulosclerosis.
Process for preparing Cis-2,6-dimethylpiperazine
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Example 2, (2008/06/13)
This invention relates to a process for the selective preparation of cis-2,6-dimethylpiperazine by reacting (i) a diisopropanolamine mixture comprising compounds having the formulas HN(CH2CH(OH)CH3)2, HN(CH(CH3)CH2OH)2, and HN(CH(CH3)CH2OH)(CH2CH(OH)CH3) or (ii) 1,2-diaminopropane with ammonia and hydrogen in the presence of a hydrogenation catalyst.
Konstitutionsisomerie in Polykondensaten. Teil VI. Synthese und Eigenschaften von voellig geordneten und ungeordneten Bipolymaiden aus cis-2,6-Dimethylpiperazin und 1,2,5-Thiadiazol-3,4-dicarbonyl-dichlorid
Muehlebach, Andreas,Pino, Piero
, p. 839 - 855 (2007/10/02)
The synthesis of constitutionally perfectly regular and random alternating copolyamides from the 'symmetric' monomer 1,2,5-thiadiazol-3,5-dicarbonyl dichloride (4) and the 'non-symmetric' monomer cis-2,6-dimethylpiperazine (7) by solution and interfacial polycondensation methods is described.Their constitutional regularities (s values) were determined by high-resolution 13C-NMR spectroscopy in CDCl3 solutions.Ordered and random copolyamides were amorphous with Tg values of ca. 200 deg C.However, the regular head/tail and the random copolyamides with low molecular weights could be partially crystallized by annealing and showed large differences in their melting points (54 deg C).Beside other physical properties, the membrane properties of the copolyamides were carefully investigated.In H2O desalination by reverse osmosis, no difference in salt rejections and permeabilities between constitutionally regular and random copolyamides were found (within experimental error).In contrast, the regular head/head/tail/tail- and head/tail-type copolyamides showed considerably larger seperation factors in the gas seperation (methane/hydrogen) than the random ones.
Reduction of Heterocycles with Nickel-Aluminum Alloy
Lunn, George
, p. 1043 - 1046 (2007/10/02)
Pyrazines, pyridazines, isoxazoles, oxazole, 4-methylpyrimidine, and indole are reduced by nickel-aluminum alloy in potassium hydroxide solution.The reaction is simple to carry out and does not require special apparatus or hydrogen atmospheres.The products were the fully hydrogenated species although benzene rings were not attacked. 4-Methylpyrimidine gave 1,3-diaminobutane and oxazole gave 2-(methylamino)ethanol.It was found that the reaction frequently exhibited an induction period.