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Diethyl acetone-1,3-dicarboxylate

Diethyl acetone-1,3-dicarboxylate was purchased from the Aldrich Chemical Company, Inc., and the checkers distilled this material under reduced pressure, b.p. 135-137° (12 mm.), discarding ca. 10% as a forerun. [Pg.64]

Dimethyl 2,3-pentadienedioate has also been prepared from the enol phosphate of diethyl acetone-1,3-dicarboxylate. ... [Pg.65]

The condensation of 5-acetyl derivative 404 instead of the corresponding 5-formyl compound, with ethyl acetoace-tate, ethyl benzoylacetate, and diethyl acetone-1,3-dicarboxylate, by heating in the absence of base gave the respective 6-acylpyrido[2,3-4]pyrimidin-7(8//)-ones 406. The reaction of 404 with diethyl malonate afforded the 6-carboxylate 407 <2005RCB784>. Reaction of 405 with triethyl phosphonoacetate yielded 408 <2001W02001070741>. [Pg.804]

Diethyl acetone-1,3-dicarboxylate and a mixture of cold aqueous ammonia and liquid ammonia (1 1) are converted to 4,6-diamino-2-pyridone (XII-7S). ... [Pg.611]

The condensations were catalyzed by bases, such as alkali hydroxide or alkoxide, triethylamine, and piperidine or its acetate. Some reactions (75AG840 88AP757) proceed much more smoothly with diethyl acetone-dicarboxylate (even in the presence of diethylamine or ethyldiisopropyl-amine) than with, e.g., dibenzylketone (only in the presence of potassium hydroxide/morpholine or DBU). Yields vary significantly because side reactions are possible. [Pg.91]

The Hantzsch pyrrole synthesis was employed to prepare pyrrole-2-acetic acids as anti-inflammatory agents. A transient precipitate of a white crystalline solid was formed when diethyl acetone-dicarboxylate was mixed with aqueous methylamine. After chloroacetone was added rapidly with cooling before the disappearance of the precipitate, a good yield of ethyl 1,4-dimethyl-3-ethoxycarbonylpyrrole-2-acetate was produced. Further functional group transformations then produced pyrrole-2-acetic acids as anti-inflammatory agents. [Pg.41]

In a related piece of work, imidazolines have been prepared from A -chloro-N-phenyl amidines and enamines. (Scheme 79). Pyrazomycins have been synthesized by the Roche group, the key step being the preparation of the pyrazolone ring by the addition of toluene- -sulphonyl azide to the anion from diethyl acetone dicarboxylate (Scheme 80). Imidazolidines (201) have been prepared by the action of isocyanates and isothiocyanates with an aziridine ester a dipolar intermediate is implicated. Imidazolidine-4,5-diones have been prepared by the... [Pg.241]

Caviion The reaction of phosphorous pentachloride toith diethyl acetone-l,3-dicarboxylate should be carried out in a hood, since hydrogen chloride is evolved. [Pg.63]

The reaction of l-(2-pyridyl)-3,5-dinitro-2-pyridone 14 with ethyl sodio acetoacetate or diethyl sodio acetone-dicarboxylate gave a mixture of N-(2-pyridyl)nitroacetamide 15, phenol derivatives 16, and a low yield of 2-oxo-2,5-dihydropyrido[1,2-b [ 1,2,4]triazine 4-oxide 17 (79TL1393). The mechanism of the reaction is shown in Scheme 5. [Pg.211]

Reaction of the 2-formyl derivative 213 with either acetone or pyruvic acid in EtOH/H20/NaOH gives the corresponding furo[3,2-Z>]pyridines 214 in 40-70% yield (Eq(36))(75ACS(B)233). 2-Thioformyl-3-aminofurans react with diethyl acetylene-dicarboxylate to give the corresponding furo[3,2-6]pyridine diesters (97TL2171). [Pg.46]

Diethyl acetone-l,3-dicarboxylate (1) reacts with N,N-dimethylforma-mide dimethyl acetal (DMFDMA) in ethanol at room temperature to give diethyl l-dimethylamino-3-oxobut-l-ene-2,4-dicarboxylate (2), which was used without isolation and purification. To this mixture 1 equivalent of a monosubstituted hydrazine was added and then stirred at room temperature or heated under reflux for several hours to form intermediates 3, which were, without isolation, cyclized into 1-substituted 4-ethoxycarbonyl-5-(ethoxycarbonylmethyl)pyrazoles 4 in 24-71% yield (08ACSil019) (Scheme 1). [Pg.147]

Ethyl 2-(4,5-dihydro-5-oxo-lH-p)U azol-3-yl)acetate (5), prepared from diethyl acetone-l,3-dicarboxylate (1) and hydrazine hydrate in ethanol at room temperature, was transformed with DMFDMA in toluene at room temperature into ethyl (Z)-2- 4-[(dimethylamino)methylidene]-4,5-dihy-dro-5-oxo-lH-p5u-azol-3-yl acetate (6) in 76% yield (07H657) (Scheme 2). [Pg.147]

The amino moiety of the 3-carbohydrazide group of unsaturated and 6,7,8,9-tetrahydro-4-oxo-47/-pyrido[l,2-n]pyrimidine-3-carbohydrazides was condensed with acetone and 5-nitro-2-furoaldehyde (830MR687 88EUP252809). The reaction of 6-methyl-6,7,8,9-tetrahydro-4-oxo-4//-pyrido[l,2-a]pyrimidine-3-carbohydrazide with diethyl 2-[2-dimethyl-amino)vinyl]-6-methylpyridine-3,5-dicarboxylate in boiling ethanol for 4 hours afforded N-( 1,6-naphthyridin-6-yl)-4-oxo-4//-pyrido[ 1,2-a]pyrimi-dine-3-carboxamide 426 (85MIP1). [Pg.194]

Method 6 (best yield) CPB 19,46(1971), JCS 121,1638(1922) To prepare diethylacetone dicarboxylate (1) proceed as in method 3 for cocaine synthesis, substituting 720 ml ethanol for methanol. To 197 g (I), add rapidly with stirring and cooling 208 g PClj, keeping temperature below 50°. When HCl evolution stops, pour into water and add ice as necessary to cool. Extract the red oil with ether and dry, evaporate in vacuum. Boil residue 2 /2 hours with 20% HCl, evaporate the water and dissolve the residue in ether. Dry and evaporate in vacuum to get 100 g 3-CI-giutaconate (II). 100 g (II), 300 g ethanol, 50 ml sulfuric acid and reflux while passing in ethanol vapor until 1.5 L collects. Add water, extract with ether, wash with aqueous Na carbonate and dry, evaporate in vacuum to get 113 g diethyl-3-CI-glutaconate (III). Mix 28 g NaOH, 140 ml water, 10.4 g hydroxylamine.HCl, 280 ml ethanol and cool to -35° in acetone-dry ice bath. Stir and add 30.3 g (111) in 50 ml ethanol over two minutes stir one hour (can let stand twelve hours). Neutralize with... [Pg.101]


See other pages where Diethyl acetone-1,3-dicarboxylate is mentioned: [Pg.63]    [Pg.101]    [Pg.183]    [Pg.19]    [Pg.245]    [Pg.206]    [Pg.162]    [Pg.258]    [Pg.62]    [Pg.132]    [Pg.897]    [Pg.63]    [Pg.179]    [Pg.101]    [Pg.183]    [Pg.198]    [Pg.19]    [Pg.245]    [Pg.206]    [Pg.743]    [Pg.162]    [Pg.116]    [Pg.20]    [Pg.1032]    [Pg.242]    [Pg.438]    [Pg.653]    [Pg.237]    [Pg.929]    [Pg.211]   
See also in sourсe #XX -- [ Pg.57 , Pg.63 ]

See also in sourсe #XX -- [ Pg.147 ]




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