Ethylenediammonium diacetate

Dimethyl-1,3-Dioxane-4,6-dione (Meldrum s Acid) Malonic acid, cyclic isopropylidene ester (8) 1,3-Dioxane-4,6-dione, 2,2-dimethyl- (9) (2033-24-1) Ethylenediammonium diacetate 1,2-Ethanediamine diacetate (9) (38734-69-9) (R)-Citronellal 6-Octenal, 3,7-dimethyl-, (R)-(+)- (8,9) (2385-77-5)... 

Ethylenediammonium diacetate (38734-69-9), 69, 32 Ethyl ether, compd. with boron fluoride (BF3) (1 1), 65, 17 Ethyl formate Formic acid, ethyl ester (109-94-4), 67, 52 (l-Ethyl)heptanyl 3-ketobutanoate, 68, 210... 

Su C, Chen ZC, Zheng QG (2003) Organic reactions in ionic liquids Knoevenagel condensation catalyzed by ethylenediammonium diacetate. Synthesis 555—559... 

Various aromatic aldehydes react with active methylene compounds in the presence of piperidine to give the corresponding dipiperidines (18), which are in equilibrium with the iminium ion (16) under the reaction conditions (Scheme 8). In addition, the primary reaction products (17) of iminium ions (16) with the active methylene compound (11) can also be isolated. In the reaction of V,iV-dimethylbarbituric acid and citronellal using catalytic amounts of ethylenediammonium diacetate, the 3-hydroxy-1,3-dicarbonyl has been identified by NMR spectroscopy. ... 

Several natural products such as cannabinoids, iridoids, indole alkaloids,fiirofuran lig-nans and other compounds have been synthesized using this methodology. Deoxyloganin (210) was obtained by condensation of the enantiomerically pure aldehyde (208) with Meldrum s acid in the presence of ethylenediammonium diacetate to give the Knoevenagel product (209), which cyclizes immediately, yielding the cycloadducts (211) and (212) in a 10 1 ratio (Scheme 40). (-)-Ajmalicine... 

This reaction is generally catalyzed by weak bases, such as tetrabutylammonium hydroxide,potassium phosphate, morpholinium acetate,K2COs, NH4Ac, ethylenediammonium diacetate, piperidine, 2s,4h,4j diethylamine, j zinc... 

Under solvent free-conditions, ethylenediammonium diacetate mediates the Knoevenagel-type condensation of cyclic 1,3-dicarbonyl compounds and a,P-unsaturated aldehydes to prepare 2H-pyran derivatives (13SC208). 

Soman and Patel reported the reaction of an extended hydroxychromenone 78 with aryl aldehydes 79 and 2-methoxypropene 80 in the presence of a catalytic amonnt of ethylenediammonium diacetate (EDDA) to provide an intermediate 81 for the synthesis of new furowarfarins (Scheme 13.23) [40]. The reaction is conducted in dry 1,4-dioxane at 85-90 °C in a screw-cap pressure tube. 

Other researchers [50] deal that the use acid-base catalyst (ammonium salts acetates and trifluoroacetates of diethylammonium, morpholinimn, piperidinimn) promotes the creation of the Knoevenagel-Cope condensation product (X,P-imsaturated nitrile) and enhances the yield of final 2-aminothiophene. Ionic liquids used as solvents in combination with ethylenediammonium diacetate were shown to be very efficient in the case of the Gewald synthesis with aliphatic and alicyclic ketones with possibility of regeneration of used liquids [83]. 

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