- Enzymatic hydrazinolysis of diesters and synthesis of N-aminosuccinimide derivatives
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Selective hydrazinolysis of diesters is catalyzed by PS lipase. This enzyme is an efficient catalyst for the preparation of N-aminosuccinimide derivatives.
- Astorga,Rebolledo,Gotor
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- Synthesis, characterization, reactivity, and electrochemical studies of manganese(IV) complexes of bis(2-hydroxy-1-naphthaldehyde)adipoyldihydrazone
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Manganese(IV) complexes [MnIV(npah)(H2O)2] (1) and [MnIV(npah)(A)2] nH2O (where A = py (2), 2-pic (3), 3-pic (4), 4-pic (5)) and MnIV(npah)(NN)] (NN = bpy (6) and phen (7)) have been synthesized from bis(2-hydroxy-1-naphthaldehyde) adipoyldihydrazone in methanol. The composition of the complexes has been established by elemental analyses. Complex 3 has been characterized by mass spectral data also. Structural assessment of the complexes has been based on data from molar conductance, magnetic moment, electronic, electron paramagnetic resonance, and infrared (IR) spectral studies. Molar conductances of the complexes in DMSO suggest non-electrolytes. Magnetic moment and EPR studies suggest +4 oxidation state for manganese in these complexes. Electronic spectral studies suggest six-coordinate octahedral geometry around the metal ions. IR spectra reveal that H4npah coordinates to the metal in enol form. Reaction of the complexes with benzyl alcohol and SO2 has been investigated. Cyclic voltammetric studies of the complexes have also been carried out.
- Lal,Basumatary,Chanu,Lemtur,Asthana,Kumar,De
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- Coordination polymeric fluorescent gel: effect of removal of branch substituents of the central core over properties
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A fluorescent gel has been prepared by deprotonation of non-fluorescent adipic acid derived ligand (H4AL) with LiOH followed by coordination with Cd(II) in DMF. The mechanism of gelation is examined by IR, 1H NMR, UV-vis, Job’s plot, PXRD, SEM and TEM. Chelation enhanced fluorescence by Cd(II) has been established by fluorescence experiments. In addition to synthesis and characterization of this gel, we compared the gel properties by varying the core of the ligand using citric (H6CL) acid derivatives.
- Pandey, Vinay Kumar,Singh, Vikas Kumar,Chandra, Subhash,Hasan, Syed Hadi
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- Solid macrosupports for immunoassay, modified with polysaccharides
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A series of water-soluble derivatives of natural and synthetic polysaccharides (dextran, pectins, Phycoll, pullulan, hydroxyethyl starch) containing aldehyde, hydrazide, sulfonate, and hydrazine groups were prepared.
- Shmanai,Litoshko
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- Synthesis, and characterization of low- and high-spin manganese(II) complexes of polyfunctional adipoyldihydrazone: Effect of coordination of N-donor ligands on stereo-redox chemistry
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Manganese(II) complexes [MnII(npahH2)] (1), [MnII(npahH2)(A)2] and [MnII(npahH2)(NN)] (where A = pyridine, (2); 2-picoline, (3); 3-picoline, (4); 4-picoline, (5) and NN = 2,2′ bipyridine, (6); 1,10-phenanthroline, (7)) have been synthesized from bis(2-hydroxy-1-naphthaldehyde)adipoyldihydrazone (npahH4) in methanol. The composition of metal complexes has been established by elemental analyses. Complexes (1) and (3) have been characterized by mass spectral data also. Structural assessments of the complexes have been based on data obtained from molar conductance, magnetic moment, electronic, electron paramagnetic resonance and infrared spectral studies. Conductivity measurements in DMSO suggest that they are non-electrolyte. Electronic spectral studies suggest a six-coordinate octahedral geometry around the manganese center in complexes (2) to (7) and square-planar geometry in complex (1). IR spectral studies reveal that the dihydrazone coordinates to the metal in keto form with an anti-cis configuration. Magnetic moment, and EPR studies suggest manganese in +2 oxidation state in all complexes with high-spin distorted octahedral stereochemistry in complexes (2-7) while low-spin square-planar stereochemistry is involved with significant metal-metal interactions in the solid state in complex (1). Cyclic voltammetric studies reveal that the metal center cycles among the MnII → MnI → Mn0 in complexes (2) to (7) and among MnII → MnI oxidation states in complex (1).
- Basumatary, Debajani,Lal, Ram Ashray,Kumar, Arvind
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- Ternary SO42?–ZrO2–TiO2 Solid Super Acid Catalyst for One-Step Synthesis of Adipicdihydrazide
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An efficient SO42?–ZrO2–TiO2 super acid catalyst was fabricated via simple impregnation precipitation strategy and applied in one-step synthesis of adipicdihydrazide (ADH). The purity and yield of ADH reached up to 97.5 and 96.7% respectively without separation treatment. After five recycling of the catalyst, the ADH yield still remained 82%, revealing the excellent stability performance of SO42?–ZrO2–TiO2 catalyst. Further, the excellent catalytic performance could be attributed to (1) solid super acid existed in SO42?–ZrO2–TiO2; (2) robust SO42? maintained in ZrO2–TiO2; (3) the accelerated cleavage of C =O and improved nucleophilic attack reaction rate of hydrazine hydrate by vast proton produced. DFT calculation was employed to further analyze the electron cloud change of ZrO2–TiO2 with the SO42? introduction and calculate the adsorption energy barrier of SO42?–ZrO2–TiO2 for AA (? 2.08?eV). Graphical Abstract: An efficient SO42?-ZrO2-TiO2 super acid catalyst was fabricated via simple impregnation precipitation strategy and applied in one-step synthesie of adipic dihydrazide. The resulting acidic centers of SO42?-ZrO2-TiO2 attracted electrons from surrounding water molecules to restore neutrality. Meanwhile, a large amount of H+ floated around in the reaction system, which could break the C=O double bond and improve the adipic acid conversion rate. The extreme catalytic activity was based on the fact that the electronic effects of SO42? and ZrO2-TiO2 facilitated the interaction with H+ in adipic acid and reduced hydrazine hydrate nucleophilic attack difficulty.[Figure not available: see fulltext.].
- Guo, Zhenmei,Liu, Baoquan,Liu, Xiangxue,Lv, Zhiguo,Wang, Ke,Zhang, Chao
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- PRECURSOR COMPOUNDS OF ESTER COMPOUNDS
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The present disclosure relates to compounds of the formula (I) which are precursor compounds of esters, whereby upon hydrolysis of the precursor compound, an ester compound is released. This ester precursor approach can be useful for applications where controlled release of, for example, ethyl formate, is beneficial.
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Paragraph 00109; 00118-00119; 00120
(2020/12/30)
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- Ultralow-Molecular-Weight Stimuli-Responsive and Multifunctional Supramolecular Gels Based on Monomers and Trimers of Hydrazides
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The simpler, the better. A series of simple, neutral and ultralow-molecular-weight (MW: 140–200) hydrazide-derived supramolecular gelators have been designed and synthesized in two straightforward steps. For non-conjugated cyclohexane-derived hydrazides, their monomers can self-assemble to form gels through intermolecular hydrogen bonds and dipole-dipole interactions. Significantly, conjugated phthalhydrazide can self-aggregate into planar and circular trimers through intermolecular hydrogen bonds and then self-assemble to form gels through intermolecular π–π stacking interactions. It is interesting that these simple gelators exhibit unusual properties, such as self-healing, multi-response fluorescence, and visual and selective recognition of chiral (R)/(S)-1,1′-binaphthalene-2,2′-diamine and S2? through much different times of gel re-formation and blue-green color change, respectively. These results underline the importance of supramolecular gels and extend the scope of supramolecular gelators.
- Wu, Dehua,Song, Jintong,Qu, Lang,Zhou, Weilan,Wang, Lei,Zhou, Xiangge,Xiang, Haifeng
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p. 3370 - 3378
(2020/10/02)
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- Synthesis method of adipic acid dihydrazide
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The invention provides a synthesis method of adipic acid dihydrazide. The adipic acid dihydrazide is synthesized according to a two-step method. The synthesis method comprises the following steps: performing an esterification reaction on adipic acid and a mixture of methanol and ethanol under the catalysis of potassium hydrogen sulfate and concentrated sulfuric acid to synthesize dimethyl/diethyladipate, then performing an acylhydrazine reaction on the dimethyl/diethyl adipate and hydrazine hydrate to obtain the adipic acid dihydrazide. The obtained finished adipic acid dihydrazide product has the conversion rate of 98-99%; according to the synthesis method, the esterification reaction yield and the catalytic activity are greatly improved, and catalysts are easier and more convenient to recycle and can be reused for more times; the synthesis method is economical, practical, and convenient for industrial production.
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Paragraph 0016-0030
(2019/05/28)
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- ISOCYANATES, DERIVATIVES, AND PROCESSES FOR PRODUCING THE SAME
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The present invention is directed to processes for producing isocyanates and isocyanate derivatives from epoxide and carbon monoxide reagents. In preferred embodiments, the processes include a step for providing carbonylation of an epoxide reagent with a carbon monoxide reagent to produce a beta-lactone intermediate. In certain preferred embodiments, further carbonylation of a beta-lactone intermediate produces a succinic anhydride intermediate. The processes of the present invention include steps for rearranging beta-lactone intermediates and/or succinic anhydride intermediates to produce isocyanate products and/or isocyanate derivatives. In certain preferred embodiments, the isocyanate products may be copolymerized with polyol oligomers to provide polyurethane products.
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Paragraph 0054
(2019/04/27)
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- Continuous hydrazide preparation method
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The invention relates to a continuous hydrazide preparation method. The preparation method includes: in a micro-channel reactor or a pipeline reactor, subjecting esters, anhydrides or acyl chloride tocontinuous reaction with hydrazine or solution of hydrazine under a solvent-free condition or in a solvent to prepare a hydrazide compound. The preparation method is simple, short in technical process, less in waste gas, wastewater and industrial residues, beneficial to environmental production and suitable for industrial production. The adopted reactor is short in reaction time, high in safety and capable of realizing continuous production. The adopted reactor is high in workshop space utilization rate, and large-scale production can be realized. By adoption of the preparation method, solvent recycling can be realized, and production cost is reduced; in addition, high raw material conversion rate, high quality stability and high purity are realized.
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Paragraph 0060-0062
(2019/04/17)
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- Synthetic method of adipic dihydrazide
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The invention discloses a synthetic method of adipic dihydrazide. According to the method, dimethyl adipate, acetone azine and water are taken as raw materials, a catalyst is added to a system at certain temperature, after reaction is performed for a period of time, a reaction product is subjected to distillation, crystallization, washing and drying treatment, and obtained white solid is the target product adipic dihydrazide. The synthetic route is simple, and product yield is high; fewer byproducts and impurities are produced, postprocessing is simple, and product purity is high; three wastesare not produced in the synthetic process, the method is environmentally friendly and suitable for industrial production, and raw material cost is lower.
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Paragraph 0020-0033
(2018/07/30)
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- DICARBOXYLIC ACID BISAMIDE DERIVATIVES, USE THEREOF, PHARMACEUTICAL COMPOSITION BASED THEREON AND METHODS FOR PRODUCING DICARBOXYLIC ACID BISAMIDE DERIVATIVES
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The present invention relates to novel biologically active compounds, in particular dicarboxylic acid bisamide derivatives of general formula I: or pharmaceutically acceptable salts thereof, which are able to form complexes with or chelate metal ions. The invention also relates to the use of said compounds as an agent for the prevention and/or treatment of cardiovascular, viral, cancer, neurodegenerative and inflammatory diseases, diabetes, age-related diseases, diseases caused by microbial toxins, alcoholism and alcoholic cirrhosis, anaemia, porphyria cutanea tarda, and transition metal salt poisoning. The present invention also relates to novel methods for preparing dicarboxylic acid bisamide derivatives of general formula I.
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- A toolbox for controlling the properties and functionalisation of hydrazone-based supramolecular hydrogels
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In recent years, we have developed a low molecular weight hydrogelator system that is formed in situ under ambient conditions through catalysed hydrazone formation between two individually non-gelating components. In this contribution, we describe a molecular toolbox based on this system which allows us to (1) investigate the limits of gel formation and fine-tuning of their bulk properties, (2) introduce multicolour fluorescent probes in an easy fashion to enable high-resolution imaging, and (3) chemically modify the supramolecular gel fibres through click and non-covalent chemistry, to expand the functionality of the resultant materials. In this paper we show preliminary applications of this toolbox, enabling covalent and non-covalent functionalisation of the gel network with proteins and multicolour imaging of hydrogel networks with embedded mammalian cells and their substructures. Overall, the results show that the toolbox allows for on demand gel network visualisation and functionalisation, enabling a wealth of applications in the areas of chemical biology and smart materials.
- Poolman, Jos M.,Maity, Chandan,Boekhoven, Job,Van Der Mee, Lars,Le Sage, Vincent A.A.,Groenewold, G.J. Mirjam,Van Kasteren, Sander I.,Versluis, Frank,Van Esch, Jan H.,Eelkema, Rienk
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supporting information
p. 852 - 858
(2016/02/05)
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- PREPARING METHOD OF GEL-TYPE HYDRAZINE
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The present application relates to a method for preparing gel-type hydrazine whereby, more specifically, a gel-type anhydrous compound wherein hydrazine and carbon dioxide are bound to each other at a ratio of 2 : 1 is selectively and quantitatively prepared in a solvent-free condition.COPYRIGHT KIPO 2015
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Paragraph 0093; 0094
(2016/12/12)
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- PREPARING METHOD OF HYDRIZIDE COMPOUNDS
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The present invention relates to a method for preparing hydrazide and, more specifically, to a method for preparing a hydrazide derivative compound by reacting a hydrazine-carbon dioxide coupled compound with an organic acid or sulfonic acid compound.COPYRIGHT KIPO 2015
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Paragraph 0127-0130
(2017/01/02)
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- HETEROCYCLIC INHIBITORS OF GLUTAMINASE
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The invention relates to the heterocyclic compounds of Formula (I) as defined further herein, and pharmaceutical preparations thereof. The invention further relates to methods of treating cancer, immunological or neurological diseases using the heterocyclic compounds of the invention.
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Page/Page column 85
(2013/06/06)
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- Synthesis and extraction abilities of mono-formylated calix[4]-1,3-aza- crown and its hydrazone derivatives
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By formylation of calix[4]-1,3-aza-crown in hexamethylenetetramine/ trifluoroacetic acid system, the first formylated calix[4]-aza-crown derivative 6 was synthesized in yield of 61%. Reacting compound 6 with salicyloyl hydrazine, 2,4-dinitrophenyl hydrazine, nicotinyl hydrazine or phenyl thiosemicarbazide afforded four novel calix[4]crown hydrazone derivatives 7a-d in yields of 70-90%. By condensating compound 6 with series of bifunctional reagents, the novel mono-bridged biscalix[4]-aza-crown hydrazone derivatives 8a-c were prepared in high yields. The extraction experiments showed that all new compounds were good receptors for metal cations, especially, for soft metal cations. The extraction results suggested that the hydrazone groups produced favorable influences for binding soft cations. The two calix[4]arene units in compounds 8a-c could bind metal cations concurrently.
- Yang, Fafu,Jiao, Ziyu,Huang, Zhisheng,Xie, Jianwei,Guo, Hongyu
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scheme or table
p. 257 - 263
(2012/10/18)
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- Controlled release of volatile aldehydes and ketones from dynamic mixtures generated by reversible hydrazone formation
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Delivery systems generated by reversible hydrazone formation from hydrazine derivatives (see Fig. 1) and carbonyl compounds in H2O efficiently increase the long-lastingness of volatile aldehydes and ketones (R 1R2C=O) in various perfumery applications. The hydrazones are usually obtained in an (E) configuration at the imine double bond (NHN=C) and, in the case of aliphatic acylhydrazones R′CO-NH-N=CR 1R2 (R′ = alkyl), as syn and anti conformers with respect to the amide bond (CO-NHN). An average free-energy barrier of ca. 78kJ/mol was determined for the amide-bond rotation by variable-temperature 1H-NMR measurements (Fig. 2). In the presence of H2O, the hydrazone formation is entirely reversible, reaching an equilibrium composed of the hydrazine derivative, the carbonyl compound, and the corresponding hydrazone. Kinetic measurements carried out by UV/VIS spectroscopy showed that the same equilibrium was reached for the formation and hydrolysis of the hydrazone. Rate constants are strongly pH-dependent and increase with decreasing pH (Table 1). The influence of the hydrazine structure on the rate constants is less pronounced than the pH effect, and the presence of surfactants reduces the rate of equilibration (Tables 1 and 3). The full reversibility of the hydrazone formation allows to prepare dynamic mixtures by simple addition of a hydrazine derivative to several carbonyl compounds. Dynamic headspace analysis on dry cotton showed that the presence of a hydrazine derivative significantly increased the headspace concentrations of the different carbonyl compounds as compared to the reference sample without hydrazine (Table 4). The release of the volatiles was found to be efficient for fragrances with high vapor pressures and low H2O solubility. Furthermore, a special long-lasting effect was obtained for the release of ketones. The simplicity of generating dynamic mixtures combined with the high efficiency for the release of volatiles makes these systems particularly interesting for practical applications and will certainly influence the development of delivery systems in other areas such as the pharmaceutical or agrochemical industry.
- Levrand, Barbara,Fieber, Wolfgang,Lehn, Jean-Marie,Herrmann, Andreas
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p. 2281 - 2314
(2008/03/29)
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- USE OF DYNAMIC MIXTURES FOR A CONTROLLED RELEASE OF FRAGRANCES
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The present invention relates to a delivery system in the form of a dynamic mixture obtained by reacting together, in the presence of water, at least one hydrazine derivative with at least one perfuming, flavoring, insect repellent or attractant, bactericide and/or fungicide aldehyde or ketone. The invention's mixture is capable of releasing in a controlled and prolonged manner said aldehyde or ketone in the surrounding environment. Furthermore, the present invention concerns also the use of said dynamic mixtures as perfuming ingredients as well as the perfuming compositions or perfumed articles comprising the invention's mixtures.
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Page/Page column 34-38
(2008/06/13)
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- Synthesis and characterization of N,N'-aliphatic dicarboxylbis(hydrazones)
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N,N'-Malonylbis-, N,N'-adipinylbis- and N,N'-sebacoylbis(hydrazones) 1 of various aldehydes and ketones have been prepared and characterized by elemental analyses, melting points, and 1H NMR and IR spectral data.
- Amanulla, S.,Jain, S. R.
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p. 687 - 690
(2007/10/03)
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- Synthesis and Characterization of Nitrato and Acetato Complexes of Dioxouranium(VI) with Disalicylaldehyde Acyl Hydrazones
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Dioxouranium(VI) complexes of disalicylaldehyde oxaloyldihydrazone (H4A2), malonoyldihydrazone (H4B2), succinoyldihydrazone (H4C2), glutaroyldihydrazone (H4D2), adipoyldihydrazone (H4E2) and phthaloyldihydrazone (H4F2) have been synthesized from the reaction of uranyl nitrate hexahydrate and uranyl acetate dihydrate with the title ligands in alcoholic medium.The complexes have the compositions .2H2O and .C2H5OH where H4L2 = H4A2, H4B2, H4C2, H4D2, H4E2 and H4F2.The complexes have been characterized on the basis of elemental analyses, TGA, DTA, molar conductance, infrared and Raman spectral data.
- Das, S.,Lal, R. A.
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p. 225 - 230
(2007/10/02)
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- Constitution and Redox Stability of Copper(II)-Complexes with Substituted Hydrazines
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CuCl2 reacts with substituted hydrazines forming chelates of the Cu(II)L2Cl2 type (L = RCONHNH2, RCONHN(C6H5)2, RCONHNHCOR, H2NNHCO(CH2)nCONHNH2) which are characterized by quantitative analysis, i.r. and e.p.r. spectra.The complex polyhedron exhibits the geometry of a tetragonally distorted octahedron of C2v symmetry.The complexes undergo intramolecular redox decomposition in acetonitril forming Cu(I) species.The rate constants increase with decreasing half wave oxydation potential and decreasing HOMO energy of the hydrazine ligands, respectively.
- Kempe, G.,Boegel, M.,Roewer, G.
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p. 360 - 366
(2007/10/02)
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