The Effect of Substituents on the Pyridine Ring in the Diastereoselective Cyclopropanation Reaction of Pyridinium Ylides Bearing an 8-Phenylmenthyl Ester Group.

ChemInform ◽  
2006 ◽  
Vol 37 (29) ◽  
Author(s):  
Satoshi Kojima ◽  
Kouji Fujitomo ◽  
Yoshiaki Itoh ◽  
Kyoko Hiroike ◽  
Masaaki Murakami ◽  
...  
Heterocycles ◽  
2006 ◽  
Vol 67 (2) ◽  
pp. 679 ◽  
Author(s):  
Satoshi Kojima ◽  
Kouji Fujitomo ◽  
Yoshiaki Itoh ◽  
Kyoko Hiroike ◽  
Masaaki Murakami ◽  
...  

Synthesis ◽  
2019 ◽  
Vol 52 (07) ◽  
pp. 1087-1095
Author(s):  
Anastasia D. Zubenko ◽  
Anna A. Shchukina ◽  
Olga A. Fedorova

Synthetic ways to introduce functional groups (CO2Me, CO2H, OCH2CO2H, OCH2C≡CH, CH2OH, CH2Cl, CH2N3) into the pyridine ring of pyridine-containing azacrown compounds are described. These groups were introduced at position-4 of the pyridine ring, while keeping the macrocyclic carboxylate groups available for metal chelation. The derivatives were obtained by macrocyclization reaction of 4-substituted, trimethyl pyridine-2,4,6-tricarboxylate or by modification of methyl ester group in pyridine fragment of macrocycles. Obtained derivatives can be applied for preparing radiotherapeutic agents by conjugation to different vector biomolecules for targeted drug delivery to cancer cells without damaging healthy tissue.


Author(s):  
Vladimir A. Danilov ◽  
Oleg A. Kolyamshin ◽  
Nadezhda E. Temnikova ◽  
Oleg V. Stoyanov ◽  
Marina V. Kolpakova

When using products from unsaturated polyester resins (NPS), often increased requirements for thermal and chemical resistance are raised. Increasing the thermal stability of the PS is possible due to the modification of resins by polymerization compounds, which can copolymerize with both oligoether maleinate and styrene. One of such effective additives is N-phenylmaleinimides. The paper presents the results of modification of unsaturated polyester grade PN-1 UT with alkyl ethers n-maleinimidobenzoic acid. The properties of terpolymers are investigated. The effect of substituents of the aromatic group with N-phenylmaleinimides on the properties of terpolymers was investigated. It is also of interest to study the effect of substituents of the aromatic group in N-phenylmaleinimide on the properties of modified polymers. It is shown that terpolymers due to their maleinimides are superior in strength and thermomechanical properties of the copolymers of oligoestermaleinate and styrene. The increase in the size of the hydrocarbon radical substituents of the aromatic group of maleinimides contributes to the increase of the thermo-and physico-mechanical properties of terpolymers. It is also shown that the glass transition temperature of polymers depends on the content of maleinimides, as well as on the structure of the aromatic group. With an increase in the content of maleinimides (up to 5 wt. %) there is an increase in the glass transition temperature and the beginning of the destructive flow. The greatest increase in glass transition temperature (30 °C) is observed at a content of 3 wt. % butyl ether of n-maleimidobenzoic acid. The increase in the length of the hydrocarbon radical (С5Н11 and С8Н17) of the ester group of n-maleimidobenzoic acid leads to the appearance of a plasticizing effect. Synthesized terpolymers can be recommended as binders in the production of heat-resistant composite materials, in particular, fiberglass.


Author(s):  
Yu. Ogorodnik ◽  
D. Khomenko ◽  
R. Doroschuk ◽  
R. Lampeka

Alkylation of 3-(2-pyridyl)-1,2,4-triazole-5-acetic acid with iodomethane leads to formation of 3-(2-pyridyl)-N1-methyl-1,2,4-triazole-5-acetic acid ethyl ester (L1) and 3-(2-pyridyl)-N2-1,2,4-triazole-5-acetic acid ethyl ester (L2). It was also managed to identify the compound ethyl ester 3-(2-pyridyl)-N2-methyl-1,2,4-triazol-5-yl-α-propionic acid (L3) which is the product of alkylation of L2 in the methylene group. L1-3 were used for synthesis of palladium(II) complexes PdL1Cl2, PdL2Cl2 and PdL3Cl2. The composition and structure of obtained compounds were proposed on the basis of IR and 1H NMR spectroscopy data and elemental analysis. IR spectra of synthesized ligands have a lot in common, due to their structure similarity. As a result of coordination all signals in the IR spectra are shifted besides bands of ester groups. 1H NMR spectra of obtained ligands is bit similar, this is due to their structure. Signals of pyridine ring protons 3-(2-pyridyl)-N1-methyl-1,2,4-trazole-5-acetic acid ethyl ester shifted to 0.11–0.13 ppm in a weak field in compare with izomers. N1–CH3 signals are shifted to lower field than N2–CH3, it can be explained by the influence of negative magnetic anisotropy of pyridine ring. Methyl and methylene signals of ester group are located nearly in the same field in L1–3. Coordination of all ligands occurs through the nitrogen atom of pyridine ring and N4-triazole. In this case all L1, L2 and L3 signals of pyridine protons suffer shift to a low field. Methyl and methylene signals of ester group almost no shifted what indicate that no coordination through oxygen atom.


2006 ◽  
Vol 63 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Shinzo Kagabu ◽  
Yuko Murase ◽  
Rie Imai ◽  
Nakako Ito ◽  
Keiichiro Nishimura

2019 ◽  
Vol 31 (3) ◽  
pp. 627-632 ◽  
Author(s):  
N. Sree Lakshmana Rao ◽  
Mandava V. Basaveswara Rao ◽  
K.R.S. Prasad

The present investigation describes the overall preparation of 6-chlorothieno[3,2-c]pyridine-2-carbohydrazide-hydrazone subsidiaries (7a-r) from industrially accessible ethyl-4,6-dichloronicotinate as starting material. The synthesis of these derivatives involve some prominent reactions such as (i) NaBH4 reduction of ethyl ester group (ii) MnO2 oxidation of 1º alcohol (iii) cyclization of aldehyde with ethylmercapto acetate leading to thieno[3,2-c]pyridine ring (iv) hydrazinolysis of the ethyl group (v) condensation of selected aldehydes with 6-chlorothieno[3,2-c]pyridine-2-carbohydrazide leading to the desired 6-chlorothieno[3,2-c]pyridine-2-carbohydrazide-hydrazone derivatives (7a-r). The structure of the derivatives was characterized by elemental analysis, NMR, infrared and mass spectroscopic analysis. These compounds were screened for their antibacterial property towards Gram positive and Gram negative bacterial strains using agar diffusion method with reference to norfloxacin as reference antibiotic.


2015 ◽  
Vol 70 (12) ◽  
pp. 885-887 ◽  
Author(s):  
Roumaissa Belguedj ◽  
Abdelmalek Bouraiou ◽  
Sofiane Bouacida ◽  
Hocine Merazig ◽  
Aissa Chibani

AbstractThe reaction of 1-(quinolin-2-ylmethyl)pyridinium ylide with dimethyl acetylenedicarboxylate was investigated. The X-ray crystallographic characterization of the new dimethyl 3-(quinolin-2-yl)indolizine-1,2-dicarboxylate (2) shows the formation of a five-membered ring between the pyridine ring and the methylene group.


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