Ethylenediamine diacetate EDDA

Namely, the reaction of 2-thioxothiazolidin-4-one N-hexanoic acid (116) with 2,5-dimethyl-l-phenylpyrrol-3-carboxaldehyde (117) in methanol under the catalytic action of ethylenediamine diacetate (EDDA) yields 5-[(2,5-dimethyl-l-phenylpyrrol-3-yl)methylidene]-2-thioxothiazolidin-4-one N-hexanoic acid (118) in 79% yield. The hydroxamate derivative of 118 is prepared by reacting this compound with 0-(tetrahydro-2H-pyran-2-yl)hydroxylamine followed by treatment with p-toluenesulfonic acid in methanol to afford compound 121 in 60% yield. Esterification of compound 118 is carried out by using methyl iodide in acetonitrile in the presence of sodium carbonate to give compound 120. The 5-(cyclohexyl)methylidene analogue (119) is obtained in 42% yield by direct reaction of compound 116 with cyclohexanecar-boxaldehyde in methanol under the catalytic action of EDDA. 

Quinazohnes and their spiro derivatives are also available via MCRs in water. The three-component condensation of isatoic anhydride, primary amines, and aromatic aldehydes or isatin to give 2,3-dihydroquinazoUn-4(l//)-ones or spiiooxin-dole derivatives (Scheme 13.23) was performed in water using ethylenediamine diacetate (EDDA) as catalyst [78]. 

Types of reaction C-P bond formation Reaction conditions Alcohol, room temperature Synthetic strategy One-pot multicomponent Catalyst Ethylenediamine diacetate (EDDA)... 

Keywords Chromene phosphonates, salicylaldehydes, malononitrile, ethyl cyanoacetate, triethyl phosphate, alcohol, ethylenediamine diacetate (EDDA) room temperature, one-pot multicomponent synthesis... 

To a stirred mixture of arylaldehyde (1 1.0 mmol) or saUcylaldehyde (1.0 mmol), malononi-trile (or ethyl cyanoacetate 2 1.0 mmol) and triethyl phosphite (or phosphite derivative 3 1.0 mmol) in 5 mL of ethanol (or other alcohol), ethylenediamine diacetate EDDA (0.2 mmol) was added. The resulting mixture was stirred at room temperature until completion of the reaction, as indicated by TLC. The reaction mixture was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography using EtOAc/ -hexane as the eluent to give the desired products (4) in good yields. AU the products were characterized from their detailed spectral studies including IR, NMR, NMR, and El- and HR-MS. 

AT-silylated a-substituted a-aminophosphonates (239a) and a,a-di-substituted a-aminophosphonates (239b) have been obtained from aldehydes or ketones, hexamethyldisilazane and diethylphosphite in the presence of ytterbium(III) triflate under mild conditions (Scheme 83). One-pot reaction of arylaldehydes with malononitrile and triethyl phosphite has been carried out in the presence of ethylenediamine diacetate (EDDA) as a catalyst. Thus, the biologically interesting phospho-nates (240) have been obtained in good yields, under mild reaction conditions (Scheme 84). ... 

The behaviour in solution of dimethyltin(IV) complexes containing different aminopoly-carboxylic acids were also investigated . The X-ray crystal structure analyses of the tin complexes with Af-methyliminodiacetate (mida), pyridine-2,6-dicarboxylate (pdc) and ethylenediamine-Al,Af -diacetate (edda) revealed dimeric structures for the first two compounds and a monomeric structure for the complex dimethyltin (edda). In contrast, the dimethyltin(IV) complex (137) with ethylenediamine-Af,Af,Af, Af -tetraacetate (edta) and water is a polymer in which each tin atom adopts a distorted pentagonal-bipyramidal configuration with the two methyl groups in axial positions. 

EDMA - Ethylenediamine monacetic Acid EDDA - Ethylenediamine diacetic Acid... 

Other mixed donor ligands. The preparation of Cs[Co(edda)X2] (edda = ethylenediamine-iViV -diacetate. X = NO2 or N3 — ox) complexes has... 

The formation of 1 1 complexes between ethylenediamine-N, N1 -diacetic acid (edda) and Zn11 or Cd11 have been studied by calorimetric (AH) and potentiometric techniques.389 Earlier studies had omitted to allow for protonation reactions of the ethanoato groups in the ligand. Thermodynamic parameters for edda lie between those of nitrilotriacetate and triethylenetetra-mine. Edda appears to undergo a slow metal-ion-catalyzed hydrolysis in aqueous acid solution. 

EDTA, ethylenediamine tetraacetic acid NTA, nitrilotriacetic acid HEEDTA, hydroxy-ethylethylene EDTA DTPA, diethylenetriamine pentaacetic acid EDDDA, ethylene diamine-/V,/V -diacetic-/V,/V -dipropionic acid EDDA, /V,/V -ethylene diamine diacetic acid CyDTA, cyclohexylene diamine tetraacetic acid. 

Abbreviations used for ligands en = ethylenediamine edta = anion of ethylenediamine-tetraacetic acid [(ethylenedinitrilo)tetraacetic acid] edda = anion of ethylenediamine-, A -diacetic acid [(ethylenediimino)diacetic acid A ,A -ethylenediglycine], Lower case letters are used for edta and edda as recommended by the I.U.P.A.C. nomenclature rules, even though this is not current practice in the literature. 

CO2 + 2HjO + 2NaCl edda = ethylenediamine-A, A -diacetate ion... 

There have been several studies of the interaction of aminopolycarboxylic adds with V ". The rate of reaction of pervanadyl ion with ethylenediamine-JVN -diacetic acid (edda) is ca. 1000 times greater than that with JV-methyliminodiacetic acid (mida) or nitriloacetic acid (nta). This difference is attributed to the occurrence of edda in a monoprotonated form under the reaction conditions, whereas both mida and nta have their single nitrogen atom protonated. The acid nta (H3L) forms V02L in acidic SM-NaClO, the formation reaction being characterized by log K = —0.07 + 0.10. The kinetics of formation have also been measured, as have those of the V -hydroxyethylenediaminetriacetic acid. ... 

One geometrical isomer of the cobalt (iii) complex of ethylenediamine-iViV -diacetate-iViV -dipropionate (edda) has been prepared by oxidation of C0CI2 with H2O2 in the presence of edda. It has been resolved into optical isomers and spectral evidence suggests that its structure is (107). The structure of K[ds-Co(ida)2],2.5H20 (ida = iminodiacetate) has been determined. Cobalt(iii) complexes of (S)-azetH (108) have been prepared. One isomer of... 

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