A series of novel N‐((l‐benzyl‐lH‐l,2,3‐triazol‐5‐yl) methyl)‐4‐(6‐methoxy benzo[d ]thiazol‐2‐yl)‐2‐nitrobenzamide derivatives were prepared from 4‐(6‐methoxybenzo[d ]thiazol‐2‐yl)‐2‐nitro‐N‐(prop‐2‐ynyl) benzamide with benzyl azides by using click reaction (copper‐catalyzed Huisgen 1,3‐dipolar cycloaddition reaction) in the presence of CuSO4.5H2O and sodium ascaorbate. All the newly synthesized compounds were evaluated further in vitro antimicrobial activity against Gram‐positive bacteria (Staphylococcus aureus and Bacillus subtillis ), Gram‐negative bacteria (Echerichia coli and Pseudomonas aeuroginosa ), and fungi (Aspergillus niger and Aspergillusfumigatus ) strains. The new compounds were characterized based on spectroscopic evidence. Among them compounds 10a , 10h , and 10i were showed promising activity when compared with standard drugs Ciprofloxacin and Miconazole. 相似文献
A reaction of N‐benzylpyridinamines with n‐BuLi, followed by a reaction with CS2 and R3SnCl or R2SnCl2 (R = n‐Bu, PhCH2, or Ph) gave a series of mononuclear organotin dithiocarbamates. A similar reaction of N,N'‐bis(benzyl)‐1,3‐benzenediamine and N,N'‐bis(benzyl)‐2,6‐pyridinediamine afforded dinuclear and macrocyclic organotin dithiocarbamates. All of these complexes were characterized by elemental analysis, IR, and multinuclear NMR (1H, 13C, and 119Sn). Their structures have been confirmed by the X‐ray single crystal diffraction analysis, suggesting the dithiocarbamate groups acted as anisobidentate chelating ligands in these complexes. The primary fungicidal activity of these complexes was tested in vitro, showing that most complexes displayed good antifungal activity to Sclerotinia sclerotiorum. 相似文献
Four compounds showing moderate antituberculostatic activity have been studied to test the hypothesis that the planarity of the 2‐[amino(pyrazin‐2‐yl)methylidene]dithiocarbazate fragment is crucial for activity. N′‐Anilinopyrazine‐2‐carboximidamide, C11H11N5, D1, and diethyl 2,2′‐[({[amino(pyrazin‐2‐yl)methylidene]hydrazinylidene}methylidene)bis(sulfanediyl)]diacetate, C14H19N5O4S2, B1, maintain planarity due to conjugation and attractive intramolecular hydrogen‐bond contacts, while methyl 3‐[amino(pyrazin‐2‐yl)methylidene]‐2‐methyldithiocarbazate, C8H11N5S2, C1, and benzyl 3‐[amino(pyrazin‐2‐yl)methylidene]‐2‐methyldithiocarbazate, C14H15N5S2, C2, are not planar, due to methylation at one of the N atoms of the central N—N bond. The resulting twists of the two molecular halves (parts) of C1 and C2 are indicated by torsion angles of 116.5 (2) and −135.9 (2)°, respectively, compared with values of about 180° in the crystal structures of nonsubstituted compounds. As the methylated derivatives show similar activity against Mycobacterium tuberculosis to that of the nonsubstituted derivatives, maintaining planarity does not seem to be a prerequisite for activity. 相似文献
The rate of alkylation of (2-N,N-dimethylaminophenyl)diphenylphosphine with benzyl bromide in chloroform is faster than that of the corresponding reaction of (4-N,N-dimethylaminophenyl)diphenylphosphine. This result is discussed in terms of a through-space N2p–P(IV) interaction for the former. The rate of alkaline cleavage of benzyl(4-N,N-dimethylaminophenyl)diphenylphosphonium bromide, which gives toluene, is slower than the rate of alkaline cleavage of benzyl(2-N,N-dimethylaminophenyl)diphenylphosphonium bromide, which gives dimethylaniline. This result is also discussed in terms of the through-space N2p–P(IV) interaction. The 31P NMR spectra of a series of ortho-dimethylamino-substituted triarylphosphines and benzyltriarylphosphonium halides show that the phosphorus atom is more shielded than in the corresponding para-dimethylamino compounds, as anticipated on the basis of an N2p–P(IV) interaction for the former. 相似文献
The aromatic ring of the cinnamic moiety in N‐benzyl‐2′‐iodocinnamanilide, C22H18INO, (I), and N‐benzyl‐2′‐iodo‐4′‐methyl‐2‐phenylcinnamanilide, C29H24INO, (II), makes a dihedral angle with the iodophenyl ring of 72.1 (2) and 81.0 (2)° in (I) and (II), respectively. In (I), molecules exist as discrete components, while in (II), they form infinite chains along the b axis, through I?O non‐bonded interactions. 相似文献
The synthesis of α‐sialosides is one of the most difficult reactions in carbohydrate chemistry and is considered to be both a thermodynamically and kinetically disfavored process. The use of acetonitrile as a solvent is an effective solution for the α‐selective glycosidation of N‐acetyl sialic acids. In this report, we report on the α‐glycosidation of partially unprotected N‐acetyl and N‐glycolyl donors in the absence of a nitrile solvent effect. The 9‐O‐benzyl‐N‐acetylthiosialoside underwent glycosidation in CH2Cl2 with a good α‐selectivity. On the other hand, the 4,7,8‐O‐triacetyl‐9‐O‐benzyl‐N‐acetylthiosialoside was converted to β‐sialoside as a major product under the same reaction conditions. The results indicate that the O‐acetyl protection of the sialyl donor was a major factor in reducing the α‐selectivity of sialylation. After tuning of the protecting groups of the hydroxy groups at the 4,7,8 position on the sialyl donor, we found that the 9‐O‐benzyl‐4‐O‐chloroacetyl‐N‐acetylthiosialoside underwent sialylation with excellent α‐selectivity in CH2Cl2. To demonstrate the utility of the method, straightforward synthesis of α(2,9) disialosides containing N‐acetyl and/or N‐glycolyl groups was achieved by using the two N‐acetyl and N‐glycolyl sialyl donors. 相似文献
Summary: The ring‐opening polymerization of N‐carboxy anhydrides (NCA) of γ‐benzyl‐L ‐glutamate and β‐benzyl‐L ‐aspartate was studied in the presence of an ammonium chloride‐functionalized poly(ethylene oxide) macroinitiator, which possibly prevents side reactions such as NCA deprotonation. Although polymerization initiated by such macroinitiators was found to be quite slow, well‐defined conjugates of poly(ethylene oxide)‐block‐poly(γ‐benzyl‐L ‐glutamate) and poly(ethylene oxide)‐block‐poly(β‐benzyl‐L ‐aspartate) with polydispersity indexes as low as 1.05 were prepared. Moreover, the presence of ammonium chloride chain ends significantly prevented end‐group cyclization of poly(γ‐benzyl‐L ‐glutamate) after polymerization.
Gel permeation chromatograms recorded for the diblock copolymers of poly(ethylene oxide)‐block‐poly(γ‐benzyl‐L ‐glutamate) prepared by N‐carboxy anhydride polymerization initiated either by PEO‐NH2 macroinitiator or PEO‐NHequation/tex2gif-stack-1.gifCl− macroinitiator. 相似文献
A family of N‐heterocyclic carbene–palladium(II)–N,N‐dimethylbenzylamine complexes ((NHC)LPdCl2; L = N,N‐dimethylbenzylamine) were synthesized as well as characterized using single‐crystal X‐ray diffraction and spectroscopic data. These complexes exhibited higher catalytic activities for the Suzuki reaction of benzyl chlorides to afford diarylmethanes under milder conditions than other efficient (NHC)LPdCl2 complexes. Using the optimum conditions, the expected coupling products were obtained in moderate to high yields. All reactions were carried out in air and all starting materials were used as supplied without purification. 相似文献
The copper complex [(bztpen)Cu](BF4)2 (bztpen=N‐benzyl‐N,N′,N′‐tris(pyridin‐2‐ylmethyl)ethylenediamine) displays high catalytic activity for electrochemical proton reduction in acidic aqueous solutions, with a calculated hydrogen‐generation rate constant (kobs) of over 10000 s?1. A turnover frequency (TOF) of 7000 h?1 cm?2 and a Faradaic efficiency of 96 % were obtained from a controlled potential electrolysis (CPE) experiment with [(bztpen)Cu]2+ in pH 2.5 buffer solution at ?0.90 V versus the standard hydrogen electrode (SHE) over two hours using a glassy carbon electrode. A mechanism involving two proton‐coupled reduction steps was proposed for the dihydrogen generation reaction catalyzed by [(bztpen)Cu]2+. 相似文献
In the present work, for the first time we have designed a novel approach for the synthesis of N‐benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles using reduced graphene oxide (rGO) decorated with Cu‐Ni bimetallic nanoparticles (NPs). In situ synthesis of Cu/Ni/rGO nanocomposite was performed by a cost efficient, surfactant‐free and environmentally benign method using Crataegus azarolus var. aronia L. leaf extract as a stabilizing and reducing agent. Phytochemicals present in the extract can be used to reduce Cu2+ and Ni2+ ions and GO to Cu NPs, Ni NPs and rGO, respectively. Analyses by means of FT‐IR, UV–Vis, EDS, TEM, FESEM, XRD and elemental mapping confirmed the Cu/Ni/rGO formation and also FT‐IR, NMR, and mass spectroscopy as well as elemental analysis were used to characterize the tetrazoles. The Cu/Ni/rGO nanocomposite showed the superior catalytic activity for the synthesis of N‐benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles within a short reaction time and high yields. Furthermore, this protocol eliminates the need to handle HN3. 相似文献
Poly (N‐vinyl‐2‐pyrrolidone) (PVP)‐capped CdS quantum dots (QCdS‐PVP) was synthesized with CdCl2 and Na2S in the presence of PVP. QCdS‐PVP has been used for the immobilization and stabilization of the acetylcholinesterase (AChE). The electrocatalytic activity of QCdS‐PVP leads to a greatly improved electrochemical detection of the enzymatically generated thiocholine product, and higher sensitivity and stability. The GCE/QCdS‐PVP/AChE biosensor was used for the detection of organophosphate pesticides (OPs), such as trichlorfon. The sensor performance, including pH and inhibition time, was optimized with respect to operating conditions. Under the optimal conditions, the biosensor was used to measure as low as 12 ppb trichlorfon with a 5‐min inhibition time. 相似文献
The reaction of 5‐chloro‐3‐methyl‐1‐phenyl‐1H‐pyrazole‐4‐carbaldehyde and N‐benzylmethylamine under microwave irradiation gives 5‐[benzyl(methyl)amino]‐3‐methyl‐1‐phenyl‐1H‐pyrazole‐4‐carbaldehyde, C19H19N3O, (I). Subsequent reactions under basic conditions, between (I) and a range of acetophenones, yield the corresponding chalcones. These undergo cyclocondensation reactions with hydrazine to produce reduced bipyrazoles which can be N‐formylated with formic acid or N‐acetylated with acetic anhydride. The structures of (I) and of representative examples from this reaction sequence are reported, namely the chalcone (E )‐3‐{5‐[benzyl(methyl)amino]‐3‐methyl‐1‐phenyl‐1H‐pyrazol‐4‐yl}‐1‐(4‐bromophenyl)prop‐2‐en‐1‐one, C27H24BrN3O, (II), the N‐formyl derivative (3RS )‐5′‐[benzyl(methyl)amino]‐3′‐methyl‐1′,5‐diphenyl‐3,4‐dihydro‐1′H ,2H‐[3,4′‐bipyrazole]‐2‐carbaldehyde, C28H27N5O, (III), and the N‐acetyl derivative (3RS )‐2‐acetyl‐5′‐[benzyl(methyl)amino]‐5‐(4‐methoxyphenyl)‐3′‐methyl‐1′‐phenyl‐3,4‐dihydro‐1′H ,2H‐[3,4′‐bipyrazole], which crystallizes as the ethanol 0.945‐solvate, C30H31N5O2·0.945C2H6O, (IV). There is significant delocalization of charge from the benzyl(methyl)amino substituent onto the carbonyl group in (I), but not in (II). In each of (III) and (IV), the reduced pyrazole ring is modestly puckered into an envelope conformation. The molecules of (I) are linked by a combination of C—H…N and C—H…π(arene) hydrogen bonds to form a simple chain of rings; those of (III) are linked by a combination of C—H…O and C—H…N hydrogen bonds to form sheets of R 22(8) and R 66(42) rings, and those of (IV) are linked by a combination of O—H…N and C—H…O hydrogen bonds to form a ribbon of edge‐fused R 24(16) and R 44(24) rings. 相似文献
Rates of solvolysis of benzyl chloride and of substituted benzyl chlorides have been measured in an acetone-water mixture (acetone mole fraction 0.147) at pressures ranging from atmospheric to 1 kbar. Pressure studies have also been made for p-methyl benzyl chloride in various acetone-water mixtures. Measurements have also been made of the partial molar volumes of the reactants. The plots of log k against pressure are fitted to a second-degree polynomial in P, and values of ΔV? and (δΔV//δP)T are obtained. The ΔV? values are all negative, having values ranging from ?18 to ?24 cc/mole. The results are interpreted on the view that the mechanisms are SN2(1), i.e. are towards the SN1 end of the SN2 spectrum of behavior. The ΔV? values steadily become more negative in the series p? CH3, H, p? Cl, pNO2, and this is interpreted in terms of the greater spreading of positive charge in the p? CH3 case and in terms of greater SN2(2) character in the p? NO2 case. The ΔV? values go through a minimum as the solvent composition is varied, a result that is related to the existence of a corresponding maximum in the partial molar volumes of the reactant. The (δΔV?/δP)T values show a negative correlation with ΔV?, suggesting, as expected, that the more compact activated complexes are the least compressible. 相似文献
In this study, 4‐{2‐(2‐thienyl)ethoxy}phthalonitrile ( 3 ) and its tetra substituted peripherally metal‐free ( 4 ), lead (II) ( 5 ), magnesium (II) ( 6 ), and cobalt (II) ( 7 ) phthalocyanines were synthesized. The structural characterization of the obtained compounds was performed by a combination of FTIR, 1H‐NMR, UV–vis, and MALDI‐TOF techniques. The inhibitory properties of these compounds were determined using Ingkaninan's methods against cholinesterase enzymes. Compound ( 7 ) had the highest enzyme inhibitory effect toward AChE and BuChE enzymes with IC50 values of 23.71 ± 0.39 and 27.29 ± 0.22 μM, respectively. The enzyme kinetic study of compound ( 7 ) demonstrated noncompetitive AChE inhibition and uncompetitive BuChE inhibition. The Ki values of compound ( 7 ) against AChE and BuChE were found to 39.15 and 7.25 μM, respectively. In the tested compounds, ( 7 ) deserves further investigation for potential therapeutic candidates of Alzheimer's disease. 相似文献