5,7-Diphenyl- - ethoxycarbonyl

R1 = COOC2H5, R2 = C6H5 Diphenyl-(ethoxycarbonyl-phenylhydrazono-methyl)-phosphanoxid ... 

H5C6)2P-SNa Cl-CH2-COOC2H5 - Diphenyl-.. (ethoxycarbonyl-methyl-ester) 63 Ol 1011... 

Furan, 3-(4,8-dimethyl-3,7-nonadienyl) — see Dendrolasin Furan, 2,5-dinitro-synthesis, 4, 711 Furan, 2,5-diphenyl-bischloromethylation, 4, 607 Furan, 3-ethoxycarbonyl-2,5-dimethyl-synthesis, 4, 659 Furan, 2-ethyltetrahydro-synthesis, 3, 776, 4, 711 Furan, fluoro- F NMR, 4, 564 H NMR, 4, 564 Furan, halo-... 

Pyrylium salts, 2,6-dimethoxycarbonyl-synthesis, 3, 873 Pyrylium salts, 2,6-diphenyl-synthesis, 3, 865, 866 Pyrylium salts, 3-ethoxycarbonyl-synthesis, 3, 870... 

Selenophene, 2,5-dimethyl-3-mercapto-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 2,4-diphenyl-synthesis, 4, 135 Selenophene, 2,5-diphenyl-lithiation, 4, 949 UV spectra, 4, 941 Selenophene, 2-ethoxycarbonyl-mercuration, 4, 946 Selenophene, halo-reactions, 4, 955 Selenophene, 2-hydroxy-Michael reaction, 4, 953 tautomerism, 4, 36, 945, 953 Selenophene, 3-hydroxy-tautomerism, 4, 36, 945 Selenophene, 3-hydroxy-2,5-dimethyl-tautomerism, 4, 945, 953 Selenophene, 2-hydroxy-5-methyl-methylation, 4, 953 tautomerism, 4, 945 Selenophene, 2-hydroxy-5-methylthio-tautomerism, 4, 945 Selenophene, 3-iodo-synthesis, 4, 955 Selenophene, 3-lithio-reactions, 4, 79 synthesis, 4, 955 Selenophene, 2-mercapto-tautomerism, 4, 38 Selenophene, 3-mercapto-tautomerism, 4, 38 Selenophene, 2-mercapto-5-methyl-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 3-methoxy-lithiation, 4, 949, 955 synthesis, 4, 955 Selenophene, methyl-oxidation, 4, 951 synthesis, 4, 963 Selenophene, 2-methyl-lithiation, 4, 949 Selenophene, 3-methyl-synthesis, 4, 963... 

The starting material may be produced by reacting 6-amino-2-methylthiopyrimidine with ethoxymethylene malonic acid diethyl ester. The intermediate thus produced is converted by boiling in diphenyl ether to 6-ethoxycarbonyl-2-methylthio-5-oxo-5,B-dihydropyrido-[2,3-d]pyrimidine. That is hydrolyzed by sodium hydroxide to cleave the ethoxy group and then ethylated with diethyl sulfate to give the starting material. 

The Robinson annulation of ethyl acetoacetate and trans-chalcone proceeded smoothly to give 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone in 48 % yield. The product was separated from the ionic liquid by solvent extraction with toluene. In both these reactions, the ionic liquid [HMIM][PF6] was recycled and reused with no reduction in the product yield. 

The Jacobs-Gould intramolecular cyclization of diethyl N-(6-methyl-2-pyridyl)amino-methylenemalonate to 3-ethoxycarbonyl-7-methyl-l,8-naphthyrid-4-one is another reaction ideally suited to microwave heating, although conductively heated equipment was employed for laboratory-scale experiments [45]. The product is a key intermediate in the synthesis of nalidixic acid, the first of the quinolone antibacterials. The process usually is conducted at temperatures of 200-250 °C and in high dilution, with heat transfer oils such as the eutectic mixture of diphenyl ether and biphenyl. However, it proceeded rapidly, predictably and controllably under solvent-free conditions. 

Dipolar cydoaddition of ethyl 2-(ethoxycarbonyl)-4,4-diphenyl-2,3-butadieno-ate 518 with CH2N2 or Ph2CN2 afforded bicyclic or monocyclic products 519 and 520, respectively. The possibility of extra cydopropanation depends on the steric effect of the diazo compound [234]. 

Diethyl 7V-ethyl-A-[6-(4-ethoxycarbonyl-l-piperazinyl)-5-fluoro-2-pyri-dyl]aminomethylenemalonate (1027) was cyclized on the action of boron trifluoride etherate complex in diphenyl ether at 228-231 °C for 30 min to give the 1,8-naphthyridine derivative (1028) in 90% yield [84JAP(K)80683]. 

The Robinson annulation of ethyl acetoacetate and tra i -chalcone was investigated with pulverized NaOH in [BMIMjPFg as the base catalyst at 100°C 110). The mixture was neutralized before extraction with toluene. The product, 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone, was obtained by purification in a silica gel chromatography column. A yield of 48% was obtained (Scheme 7). The ionic liquid could be recycled and reused with no diminution of product yield. The C2 position in imidazolium cations is an acidic proton donor and may have reacted... 

Other chemical reagents that have been used to dehydrogenate are diphenyl disulfide for 1,2,3,4-tetrahydrocarbazole itself, N-bromosuccinimide in pyridine for 1-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole, selenium dioxide for 9-methyl-1,2,3,4-tetrahydrocarbazole (a 1 5 mixture of 9-methyl-carbazole and 1-oxo-1,2,3,4-tetrahydrocarbazole was obtained ), and manganese dioxide to aromatize 1-methyl- and l,4-dimethyl-6-alkoxy-3-formyl-1,2,3,4-tetrahydrocarbazoles and 1,9-diprenyl-1,4-dihydrocarba-zole. ... 

To complete the section on the synthesis of 4,4 -bipyridines, we summarize the methods reported for the preparation of some substituted 4,4 -bi-pyridines and 4,4 -bipyridinones. These methods are closely analogous to syntheses already discussed for some of the isomeric bipyridines. Thus the Hantzsch reaction using pyridine-4-aldehyde, ethyl acetoacetate, and ammonia gives 3,5-di(ethoxycarbonyl)-1,4-dihydro-2,6-dimethyl-4,4 -bipyridine, which after oxidation, followed by hydrolysis and decarboxylation, afforded 2,6-dimethyl-4,4 -bipyridine. Several related condensations have been reported. Similarly, pyridine-4-aldehyde and excess acetophenone gave l,5-diphenyl-3-(4-pyridyl)pentane-l,5-dione, which with ammonium acetate afforded 2,6-diphenyl-4,4 -bipyridine. Alternatively, 1-phenyl-3-(4-pyridyl)prop-2-enone, A-phenacylpyridinium bromide, and ammonium acetate gave the same diphenyl-4,4 -bipyridine, and extensions of this synthesis have been discribed. Condensation of pyridine-4-aldehyde with malononitrile in the presence of an alcohol and alkaline catalyst produced compounds such as whereas condensations of... 

Unter gleichen Bedingungen bildet 1,1-Diphenyl-2-hydroxy-guanidin nur l,l-Diphenyl-2-ethoxycarbonyl-oxy-guanidin, dessen Cyelisierung zum 5-Hydroxy-l,2,4-oxadiazol miOlang102. 

Wahrend Diazo-diphenyl-methan mit Benzofurazan-l-oxid am heterocyclischen Ringreagiert (s.S.803), bildet 5-Nitro-benzofurazan-l-oxid mit Diazo-essigsaure-methylester bzw. -ethyl-ester 8-Ethoxycarbonyl- bzw. 8-Melhoxy-carbonyl-6H-[Pg.805]

Die Hydrolyse zum Amin ist vielfach nur die letzte Stufe einer Reaktionsfolge und wird ohne Isolierung der Amid-Vorstufe durchgefuhrt, wie z. B. bei der Synthese von Diaryl-aminen ausgehend von 4,6-Diphenyl-2-ethoxycarbonyl-pyrylium-Salzen und Anilinen2. 

Reaction of the 2-acetoxy-3(2//)-furanones (526) with monosubstituted hydrazines gives good yields of the pyridazinium-5-olates (527) together with varying amounts of isomeric products. Alkyl derivatives (527 R = alkyl) have also been prepared by base-catalyzed alkylation (Mel, Me2SO4, PhCH2Cl) of 3-methyl-6-phenyl-5-ethoxycarbonyl-4( 1 //)-pyridazinone. Reduction of the diphenyl compound 527 (R = Ar = Ph) by zinc and hydrochloric acid gives 3-ethoxycarbonyl-5-hydroxy-5-methyl-l,2-diphenyl-2-pyrrolin-4-one (528 R = Ar = Ph) (Scheme 21... 

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