Chemistry of Phosphorus Ylides, 11

1991 ◽  
Vol 46 (8) ◽  
pp. 1105-1109 ◽  
Author(s):  
Fouad M. Soliman ◽  
Medhat M. Said

The reaction of 1-hydroxyxanthenone (1) and hydroxyquinoline (10, 13) Mannich bases with the reactive phosphacumulated ylides (2), represents a new way for the synthesis of the pyranones and pyranthiones (5, 11, 14). On the other hand, the stabilized phosphorus ylides (6) affect the transylidation of the Mannich base (1) to the corresponding phosphoranylidenes (9). The structure of the resulting new compounds has been confirmed through elemental analysis and spectroscopic results (IR, 1H, 31P NMR and MS).

2020 ◽  
Vol 75 (12) ◽  
pp. 1037-1042
Author(s):  
Nuha I. Sweidan ◽  
Mustafa M. El-Abadelah ◽  
Musa Z. Nazer ◽  
Wolfgang Voelter

AbstractInteraction of methyl 3-ethoxy-2-(2,5-dichloro-3-thenoyl)acrylate (I) with 3-aminopyrazole and 3-amino-1,2,4-triazole generated the respective pyrazolo[1,5-α]pyrimidine (4) and triazolo[1,5-α]pyrimidine (7). The formation of 4 entails selective and consecutive displacement of the 3-ethoxy and methoxy (ester) anions in I by 3-NH2 and 1-NH of 3-aminopyrazole. On the other hand, the formation of 7 implies selective displacement of 3-ethoxy in I by the ring-NH followed by cyclocondensation involving the keto group in I and 3-NH2 of aminotriazole. This latter selective displacement sequence is also followed by 3-amino-5-hydroxypyrazole in its reaction with I. The structures of the new compounds are supported by microanalytical and spectral data.


2005 ◽  
Vol 7 (3) ◽  
pp. 121-124 ◽  
Author(s):  
Antje Neubauer ◽  
Sukumaran Murali ◽  
Wolfgang Rettig

Derivatives of N-phenyl pyrrole with a para-donor substituent on the acceptor benzene ring are compared. It is shown that by a suitable increase of the donor strength of the pyrrolo group, CT fluorescence can be achieved even for donor-donor substituted benzenes. On the other hand, introducing fluoro substituents into the acceptor moiety strongly enhances the CT formation tendency, and several new compounds with CT fluorescence even in alkane solvents are presented.


2016 ◽  
Vol 8 (1) ◽  
pp. 1464-1471 ◽  
Author(s):  
Rafid H. Al-Asadi ◽  
Tarik A. Fahad ◽  
Bahjat A. Saeed ◽  
Wasfi A. Al-Masoudi

New tellurated schiff bases were synthesized by the reaction of the corresponding mercurated Schiff  bases compounds A1-A3 with tellurium tetrabromide in 1:1 mole ratio and  that  gave organyltellurium tribromides  A4-A6.  On the other hand, when mercurated schiff bases and tellurium tetrabromide brought  together in 2:1 mole ratio gave diorganyltellurium dibromides compounds A10-A12 followed by reduction with hydrazine hydrate gave new diorganyl tellurides A13-A15.  Reduction of compounds A4-A6 by  hydrazine hydrate gave new ditellurides A7-A9.  All compounds were characterized by elemental analysis, IR, 1H , 13C NMR, HSQC-NMR and mass spectra.  Invitro anti-tumor bioactivity of some compounds were tested. 


2017 ◽  
Vol 9 (3) ◽  
pp. 297-306 ◽  
Author(s):  
R. Ali ◽  
A. Rahim ◽  
A. Islam

7-Hydroxy-3',4'-methylenedioxy- and 7-benzyloxy-3',4'-methylenedioxy flavanones have been synthesized starting from 2,4-dihydroxyacetophenone. Subsequently biocidal activities of the flavanones have been investigated along with their corresponding chalcones against some bacterial and fungal strains. 2'-Hydroxy-4'-benzyloxy-3,4-methylenedioxy chalcone (5) and its corresponding flavanone (7) showed good antibacterial and antifungal activities against some selected bacterial and fungal strains. On the other hand, 2',4'-dihydroxy-3,4-methylenedioxy chalcone (4) showed no antibacterial and antifungal activities while its corresponding flavanone (6) showed a little antibacterial activity only at higher concentration but did not show antifungal activity. The synthesized chalcones and flavanones have been characterized using UV-Vis, IR and 1H NMRspectral data together with elemental analysis.


Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 343-348
Author(s):  
Vladimir S. Moshkin ◽  
Evgeniya V. Gorbunova ◽  
Evgeny M. Buev ◽  
Vyacheslav Y. Sosnovskikh

Aliphatic aldehydes readily react with nonstabilized azomethine ylides in one of the three ways to give oxazolidines, pyrrolidines, or Mannich bases, depending on the structure of the starting compound and the reaction conditions. The use of N-(methoxymethyl)-N-[(trimethylsilyl)methyl]benzylamine in DMF provided 5-alkyloxazolidines in 40–97% yields. On the other hand, three-component reactions of aliphatic aldehydes bearing one α-hydrogen with N-methyl(benzyl)glycine and formaldehyde gives Mannich bases in yields of 47–98%. A similar reaction of aldehydes bearing branched alkyl groups and two hydrogen atoms at the α-position proceeds as a domino process that gives 3-alkyl-3-formylpyrrolidines in yields of 34–93%.


1984 ◽  
Vol 62 (3) ◽  
pp. 565-569 ◽  
Author(s):  
Roger N. Renaud ◽  
Campbell J. Stephens ◽  
Gaétan Brochu

The formation of Mannich bases from the electrochemical oxidation of 4-substituted N,N-dimethylaniline in the presence of silyl enol ether was studied. The yield of bases obtained depended on the relative oxidation potentials of the starting amine compound and the base formed. An electron-donating substituent on the amine showed a large difference in the oxidation potentials and gave the highest yield of product. On the other hand, the oxidation potentials were very close with an electron-withdrawing substituent and the yield in base was relatively much lower. Furthermore, the main product in the case of an electron-withdrawing group in the presence of 1-trimethylsilyloxy-1-cyclohexene was 4-substituted 2-(2-oxocyclohexyl)-N,N-dimethylaniline. Some side products were also isolated and were identified as N,N-diketonic compounds.


1989 ◽  
Vol 54 (7) ◽  
pp. 1870-1879 ◽  
Author(s):  
Marián Schwarz ◽  
Josef Kuthan

A series of photochromic N-methyl derivatives IIIa-IIIh was synthesized by alkylation of 1-sodio-2,4,4,6-tetraphenyl-1,4-dihydropyridine (II) in an inert atmosphere. On the other hand, the starting material II afforded products IVa and IVb in the presence of atmospheric oxygen. Mechanisms of acidobasic transformations of compounds IVa and IVb are discussed and spectral characteristics of new compounds are interpreted.


Materials ◽  
2019 ◽  
Vol 12 (7) ◽  
pp. 1147 ◽  
Author(s):  
Isabel Miñano ◽  
Francisco Benito ◽  
Manuel Valcuende ◽  
Carlos Rodríguez ◽  
Carlos Parra

The objective of the experimental work is to study the mechanical properties in self-compacting concretes (SCC) in which part of the limestone aggregate has been replaced by granulated blast furnace slag (GBFS) in different percentages ranging from 0% to 60%. The results show that at early ages the SCC with the largest content in slag tend to have lower compressive strengths due to the poor compacting of the aggregates, although in the long-term their strength increases due to the reactivity of the slag. In fact, at the age of 365 days, the mortars made with the substitution of 50% of cement by ground GBFS reach compressive strength similar to that of the mortar made with 100% of cement. The consumption of calcium hydroxide during the hydration of the GBFS and the formation of hydrated calcium silicate (CSH) improve the mechanical properties of the slag-paste interface. The new compounds formed by the hydration of anhydrous oxides of the GBFS improve the aggregate-paste transition zone. The chemical interaction between the dissolution of the cement pore and the GBFS ends up generating new compounds on its surface. The increasing hydration of the GBFS produces a greater amount of silica gel that polymerises, densifying the matrix and reducing the porosity, which improves the mechanical properties of the concrete and perhaps its durability. The topography of the particles and their interface are analysed with atomic force microscopy techniques to assess the morphology depending on the aggregate used. On the other hand, a study was carried out of the aggregate-paste interface with scanning electronic microscope at different ages. It can be seen that in the contours of the hydrated GBFS particles, a band or ring forms with the new reaction products. The results obtained strengthen the previous conclusions. The new hydrated compounds fill the reaction ring, introducing chemical bonds between the aggregate and the interface, occupying part of the original pores or substituting spaces occupied originally by large portlandite crystals, of lesser mechanical strength and easily leached. For all this, the benefit is twofold. On the one hand, use is made of industrial by-products and, on the other hand, part of the destruction of natural quarries to obtain the necessary raw materials is avoided.


1860 ◽  
Vol 10 ◽  
pp. 591-594

In several previous notes I have called attention to a peculiar double acid which is formed by the action of nitrous acid upon amidobenzoic acid, C 14 H 14 N 2 O 4 + HNO 2 = C 14 H 11 N 3 O 4 + 2H 2 O, the constitution of which, as far as my experiments go, may be represented by the formula [C 7 (H 3 N 2 ')O] [C 7 (H 4 , H 2 N)O] } H 2 } O 2 . There are not less than three other compounds known which empirically may he represented by the same formula as amidobenzoic acid, viz. nitrotoluol, salicylamide, and anthranilic acid. The two former substances differ from amidobenzoic acid both physically and chemically in a marked manner; anthranilic acid, on the other hand, is so closely allied to the benzoic derivative, that special experiments were required to distinguish these two bodies. Gerland, when he submitted the two acids to Piria’s well-known reaction, observed that both are converted by nitrous acid into non-nitrogenated acids, which, although still isomeric, essentially differ in their properties; amidobenzoic acid being transformed into a new acid,— oxybenzoic acid, whilst anthranilic acid yields salicylic acid.


2021 ◽  
Vol 27 (1) ◽  
pp. 100-111
Author(s):  
Yıldız Uygun Cebeci ◽  
Şengül Alpay Karaoğlu

Abstract 4-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (1) was converted to the corresponding Schiff base (2) by treatment with salicylaldehyde. 1,2,4-Triazoles were then converted to the corresponding Mannich bases containing fluroquinolone core using a one-pot three-component procedure. Moreover, the synthesis of six compounds, which can be considered as conazole analogues, was performed starting from 1,2,4-triazole-3-one compounds via three steps by either conventional or microwave-mediated conditions. All the newly synthesized compounds were screened for their antimicrobial activities. Most exhibited good to moderate antibacterial and/or antifungal activity. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, 1H NMR, 13C NMR, and LC-MS) data.


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