scholarly journals Zur Reaktivität von C=N Doppelbindungssystemen, II / The Reactivity of the C=N Double Bond Systems, II

1975 ◽  
Vol 30 (3-4) ◽  
pp. 245-248 ◽  
Author(s):  
Georg Uray ◽  
Erich Ziegler

The adducts from carboxylicacid chlorides and -anhydrides of aromatic Schiff-Bases differ fundamentally in their spectroscopic behavior compared with the hydrochlorides. A real addition on the azomethine double-bond is shown by 1H NMR, 13C NMR and UV spectroscopy.

2020 ◽  
Vol 5 (36) ◽  
pp. 11120-11126
Author(s):  
Carmen María Atzin‐Macedo ◽  
Cándida Pastor‐Ramírez ◽  
Rafael González‐Peláez ◽  
Francisco Javier Pérez‐Flores ◽  
Samuel Hernández‐Anzaldo ◽  
...  

1988 ◽  
Vol 53 (7) ◽  
pp. 1549-1567 ◽  
Author(s):  
Václav Černý ◽  
Miloš Buděšínský ◽  
Miloš Ryba ◽  
František Tureček

Oxidation with 3-chloroperoxybenzoic acid of s-cis α,β-unsaturated ketones IX, XI and s-trans types X, XII was compared. The s-cis ketones show higher reactivity and furnish a higher yield of the corresponding α,β-epoxy ketones than the s-trans ketones. Products of the Baeyer-Villiger reaction are formed only in low yield. The dienone VI is oxidized predominantly to VII thus violating the rule that linear conjugated dienones are epoxidized at the double bond more distant from the carbonyl group; this result is in accord with the behaviour of s-cis α,β-unsaturated ketones. 1H NMR and 13C NMR data of the starting compounds and of the products are reported.


1986 ◽  
Vol 51 (1) ◽  
pp. 128-140 ◽  
Author(s):  
Ivan Černý ◽  
Vladimír Pouzar ◽  
Pavel Drašar ◽  
František Tureček ◽  
Miroslav Havel

Ethyl (20E)-3β-methoxymethoxy-24-nor-5,20(22)-choladien-23-oate (Va) and analogous derivatives with 5α,5β and Δ5,14 steroid moiety (Vb,Vc and Vd, respectively) were prepared by Wittig-Horner reaction of the corresponding ketones IIa-IId with diethyl ethoxycarbonylmethylphosphonate. In this case the reaction affords exclusively the (E)-isomers, in contrast with the Peterson reaction with lithium salt of ethyl 2-(trimethylsilyl)acetate which gives a mixture of (E)- and (Z)-isomers at the Δ20(22) double bond. The structure of the products was confirmed by 1H NMR and 13C NMR spectroscopy. The crotonates Va-Vd were further converted into the 3-O-succinyl derivatives VIIIa-VIIId.


2017 ◽  
Vol 13 ◽  
pp. 2603-2609 ◽  
Author(s):  
Kai Zhang ◽  
Shenglan Liu ◽  
Anjun Liu ◽  
Hongxin Chai ◽  
Jiarong Li ◽  
...  

Spinetoram, a mixture of 3'-O-ethyl-5,6-dihydrospinosyn J (XDE-175-J, major component) and 3'-O-ethylspinosyn L (XDE-175-L, minor component), is a novel kind of green and efficient insecticide with a broad range of action against various insects. Nowadays, spinetoram is widely used in agriculture and food storage. This work reports a 7-step semisynthesis of 3'-O-ethyl-5,6-dihydrospinosyn J from spinosyn A aglycone. The C9–OH and C17–OH of the aglycone are successively connected to 3-O-ethyl-2,4-di-O-methylrhamnose and D-forosamine after selective protection and deprotection steps. Then, with 10% Pd/C as catalyst, the 5,6-double bond of the macrolide was selectively reduced to afford 3'-O-ethyl-5,6-dihydrospinosyn J. In addition, the 3-O-ethyl-2,4-di-O-methylrhamnose is synthesized from rhamnose which is available commercially, while the D-forosamine and aglycone are obtained via the hydrolysis of spinosyn A. High yields were obtained in each step, and all intermediates in the synthesis were characterized by 1H NMR, 13C NMR and MS techniques. This study can be helpful for developing an efficient chemical synthesis of spinetoram, and it also offers opportunities to synthesize spinosyn analogues and rhamnose derivatives.


2011 ◽  
Vol 8 (4) ◽  
pp. 1556-1565 ◽  
Author(s):  
A. S. Thakar ◽  
K. S. Pandya ◽  
K. T. Joshi ◽  
A. M. Pancholi

Novel Schiff bases and their metal complexes were derived from some hetero cyclicβ-diketones with 4-phenyl-2-aminothiazole. All the synthesized compounds were confirmed their structure by Elemental analysis, FT-IR,1H NMR,13C NMR, Mass spectra, TGA analysis and UV spectra. All the compounds were tested for their antibacterial activity. Spectroscopic measurements suggest that all Schiff base metal complexes are of type ML2.(H2O)2(M=Mn, Fe, Co, Ni and Cu) and all the metal complexes shows moderate antibacterial activity in the agar cup assay method.


2010 ◽  
Vol 7 (4) ◽  
pp. 1396-1406 ◽  
Author(s):  
A. S. Thakar ◽  
K. K. Singh ◽  
K. T. Joshi ◽  
A. M. Pancholi ◽  
K. S. Pandya

4-Acyl-1-phenyl-3-methyl-2-pyrazolin-5-ones condensed with 2-amino-4(4'-methylphenyl)-thiazole to form Schiff base. These Schiff bases from complexes of type ML22H2O (M=Mn, Fe, Co, Ni and Cu). Elemental analysis, magnetic susceptibility, electrical conductance, electronic and Infrared spectral data suggested octahedral structure for the complexes. All the compounds were tested for their antibacterial activity. The result indicates that the growth of the tested organism was inhibited by most of the compounds. These Schiff bases are characterized by elemental analysis, mass spectra,1H-NMR spectra,13C NMR spectra and FT IR spectra.


2012 ◽  
Vol 7 (6) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Edlene O. dos Santos ◽  
Marilena Meira ◽  
Ademir E. do Vale ◽  
Jorge M. David ◽  
Luciano P. de Queiróz ◽  
...  

Two new ceramides were isolated from the bulbs of Lepidaploa cotoneaster (Willd. ex Spreng.) H. Rob. [ Vernonia cotoneaster (Willd. ex Spreng.) Less.)], in addition to germanicol, β-sitosterol, stigmasterol, 3-β- O-β-D-glucopyranosyl-sitosterol, lupeol, lupeoyl acetate and tiliroside. The structures of the new compounds were elucidated by spectral techniques (MS, 1H NMR, 13C NMR, HSQC, HMBC, DEPT, and TOCSY) and were compared with data reported in literature, and were established as 2 S*,2′ R*,3 S*,4 R*,11 E)- N-[2′-hydroxyhenicosanoyl]-2-amino-nonadec-11-ene-1,3,4-triol (1) and (2 S*,2′ R*,3 S*,4 R*,8 E)- N-[2′-hydroxytricosanoyl]-2-amino-nonadec-8-ene-1,3,4-triol (2). To establish the structure and to locate the double bond, the methyl ester of the fatty acid and dimethyl disulfide (DMDS) derivatives were prepared for both ceramides.


2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Bhaveshkumar D. Dhorajiya ◽  
Bharatkumar Z. Dholakiya ◽  
Ahmed S. Ibrahim ◽  
Farid A. Badria

A number of nucleobase-based barbiturates have been synthesized by combination of nucleic acid bases and heterocyclic amines and barbituric acid derivatives through green and efficient multicomponent route and one pot reaction. This approach was accomplished efficiently using aqueous medium to give the corresponding products in high yield. The newly synthesized compounds were characterized by spectral analysis (FT-IR,1H NMR,13C NMR, HMBC, and UV spectroscopy) and elemental analysis. Representative of all synthesized compounds was tested and evaluated for antioxidant, bleomycin-dependent DNA damage, and Lymphocyte Transformation studies. CompoundsTBC>TBA>TBGshowed highest lymphocyte transformation assay,TBC>TBA>BGshowed inhibitory antioxidant activity using ABTS methods, andTBC>BPA>BAMT>TBA>1,3-TBAmanifested the best protective effect against DNA damage induced by bleomycin.


Author(s):  
Joachim E Klee ◽  
Uwe Lehmann

Novel N-alkyl-N-(phosphonoethyl) substituted mono-, bis- and tris(meth)acrylamides 3 were synthesized by two different three-step reactions and characterized by IR, 1H NMR and 13C NMR spectroscopy as well as refractive index and viscosity. The phosphonoethyl substituted (meth)acrylamide monomers show improved hydrolytic stability compared to carboxylic esters. The highest stability was found for the phosphonoethyl substituted acrylamide monomers. Acrylamides have a larger polymerization enthalpy ranging from −50 to −70 kJ·mol−1 per double bond compared to methacrylamides which show −8.57 to −25.1 kJ·mol−1 per double bond. Depending on their structure (meth)acrylamides 3 exhibit an adhesion to enamel and dentin up to 19.5 MPa. The monomer 3c shows the highest adhesion values to both substrates, namely 15.3 ± 3.4 MPa to enamel and 18.5 ± 2.3 MPa to dentin.


1986 ◽  
Vol 51 (4) ◽  
pp. 889-898 ◽  
Author(s):  
Miloslava Dandárová ◽  
Daniel Végh ◽  
Jaroslav Kováč ◽  
Igor Goljer ◽  
Nadežda Prónayová ◽  
...  

The 1H and 13C NMR spectral data of 1-(5-nitro-2-furyl)-2-X-2-Y-ethylenes and some their thienyl analogues are presented. Geometrical arrangement of the trisubstituted ethylenes was adduced from vicinal coupling constants 3J(C, H) for the carbon atom at the functional group attached to the double bond and the ethylene proton. The orientation of the heterocyclic ring towards the double bond of the side chain was determined from the 1H NMR data. The preferred s-cis or s-trans conformations of 5-nitro-2-furylethylene derivatives is substituent at the double bond dependent; all thiophene derivatives under study were found in the s-trans conformation.


Sign in / Sign up

Export Citation Format

Share Document