7-Ethoxycarbonyl-5-phenyl-2,3-dihydro

Indazole, 5,5-dimethyl-3-trifluoromethyl-4,5-dihydro-trichomonacidal activity, 5, 291 Indazole, 2-ethoxycarbonyl-reactions, 5, 269 Indazole, 3-fluoro-synthesis, S, 263 Indazole, 1-germyl-synthesis, 5, 236 Indazole, 1-glycosyl-synthesis, 5, 289 Indazole, 2-glycosyl-synthesis, 5, 289 Indazole, halo-reactions, S, 266 Indazole, 2-hydroxy-methylation, 5, 269 Indazole, 3-hydroxy-reactions, S, 264 Indazole, 6-hydroxy-diazo coupling, 5, 86 Indazole, hydroxyphenyl-synthesis, S, 288 Indazole, 3-iodo-synthesis, S, 241 Indazole, l-isopropyl-3-phenyl-reduction, 5, 243 Indazole, 3-mercapto-1 -substituted tautomerism, 5, 265 Indazole, methoxy-... 

Thiophene, 2-amino-3-cyano-5-phenyl-synthesis, 4, 888-889 Thiophene, 3-amino-4,5-dihydro-cycloaddition reactions, 4, 848 Thiophene, 2-amino-3-ethoxycarbonyl-ring opening, 4, 73 Thiophene, 2-amino-5-methyl-synthesis, 4, 73 Thiophene, 2-anilino-synthesis, 4, 923-924 Thiophene, aryl-synthesis, 4, 836, 914-916 Thiophene, 2-(arylamino)-3-nitro-synthesis, 4, 892 Thiophene, azido-nitrenes, 4, 818-820 reactions, 4, 818-820 thermal fragmentation, 4, 819-820 Thiophene, 3-azido-4-formyl-reactions... 

Phenyl-5,6-dihydro-l//,7//-pyrido[3,2,l-//]quinazoline-7-one and 1,7-dione 179 (X = H2 and O) were prepared from tetrahydroquinolines 206 and 207 with A-(ethoxycarbonyl)thiobenzamide and PhCOCl, respectively (98EJM763). 

Ethyl 10-chloro-7-methyl-6-oxo-l lb-phenyl-5,6,7,1 lb-tetrahydroisoxazolo[2, 3- /][l,4]benzodiazepine-l-carboxylate (563) gave a separable mixture of 6-chloro-4-(2-ethoxycarbonyl-2-formyl-l-phenylvinyl)-l-methyl-3,4-dihy-dro-2(17/)-quinoxalinone (564), 4-(2-benzoyl-2-ethoxycarbonylvinyl)-6-chloro-1-methyl-3,4-dihydro-2(l//)-quinoxalinone (565), and 6-chloro-l-methyl-3,4-dihydro-2(l//)-quinoxalinone (567) (EtOH, reflux, 21 h 2%, 8%, and 20%, respectively, after separation structures 564 and 565 were... 

Thiadiazolines were also obtained by a 1,5-dipolar ring reconstruction of mesoionic ylides. The bromine adduct of 2,3-diphenyltetrazolium-5-thiolate (181) reacts with the sodium salt of diethyl malonate to yield as the only product 5,5-bis(ethoxycarbonyl)-4-phenyl-2-phenylazo-2,3-dihydro-1,3,4-thiadiazole (182) (Scheme 33). The same type of product was obtained from reactions with ethyl cyanoacetate and ethyl acetoacetate <88BCJ2979>. 

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... 

Two other azepine syntheses involving the interconversion of valence isomers are worthy of note, namely the isomerization of the novel 7-azatetracycloheptane (261), prepared from benzvalene as indicated in Scheme 34, to l-phenyl-l//-azepine (79TL1553) and the rearrangement of the syn isomer of the 2-azatricycloheptane (70 H in place of D), which at 120 °C yields 1 -ethoxycarbonyl-2,3-dihydro- 1H-azepine by a [ 2 +v4t] concerted process. As expected, the anti isomer, for which a concerted process would require a geometrically unfavoured [ 2, + w4a] process, rearranges only at 350 °C, and then by a non-concerted polar reaction (73JA7320). 

R1 = R2 = H) gave the triazolo[l,5-a]pyrimidines (125), but with 124 (R1 = R2 = Me) afforded the dioxo derivative 126, and with a-cyano- y-butyrolactones (127) or 2-amino-3-ethoxycarbonyl-5,6-dihydro-4//-thiopyran (129) gave the triazolopyrimidines 128 and 130, respectively (81JHC1287). Treatment of 4-ethoxymethylene-2-phenyl-5(4//)-oxazolone (131) with 5-amino-3-methylthio-l//-1,2,4-triazoles gave the triazolo[l,5-a]pyrimidi-none 132 and the [4,3-a] isomer 133 (93H955) (Scheme 24). 

Isobutoxy-217, 2-butyl-,218 2-phenyl- (eq. 12.113),218 and 2-ethoxycarbonyl-219 substituted 2,3-dihydro-4H-pyrans were hydrogenated over Raney Ni at room temperature and elevated hydrogen pressures, although rather long reaction times were required for the 2-isobutoxy and 2-phenyl derivatives. 

NR - NHj/ RONa) lH-Benzotriazol 1-Ethoxycarbonyl-E4, 155 (Cl - OC2H5) Essigsaure Azido-phenyl- -me-thylester E5, 668 (OH - OR) lmidazol 2-(3-Nitro-phenyl)-4,5-dihydro- E16d, 286 (Nitrierung) IH-Indazol 3-Methylaminocarbony-loxy- E8b, 835 (OH > O CO-NH-R)... 

Furan 2-[2-(bzw. 3 bzw.4)-Chlor-phenyl]-3,4-dihydroxy-5-imino-2,5-dihydro- VI/2, 698 f. Isocyanat (2-Chlor-l-phenyl-ethoxycarbonyl)- E4, 1244 (Cl —CO —NCO +- Oxiran) Quinolin 8-Chlor-4-methyl-2,5,6-trihydroxy- VI/lc, 624... 

Ethoxycarbonyl- E19b, 1167 (Nitren-N-Verknupfung) Pyridazine 6-Hydroxy-3-(4-hydroxy-phenyl)-4,5-dihydro- E9a, 570 (4-Oxo — 4-Ar — butanoic Acid + N2H4)... 

Dithiazin 3-Ethoxycarbonyl-5-phenyl-6-thiono-3,6-dihydro-E9c, 460 (4-Ar—3-thiono —3H-... 

Ethoxycarbonyl-5-phenyl-4,5-dihydro EI7c, 2560 (2-COOR - 2-ethenyl — 3-Ar — oxiran/A) 2-(3-Oxo-3-phenyl-propyl)-5-oxo-tetrahydro- VI/2, 715... 

Oxazol 4-Ethoxycarbonyl-5-(4-methoxy-phenyl)-4,5-dihydro-E19d, 681 (R-NC +... 

Die aus entsprechenden 1,3-Butadien-l-phosphonsaure-diestern und Diazo-methan durch Cycloaddition zuganglichen 3-Diethoxyphosphoryl-4-(2-phenyl-ethenyl)-4,5-dihydro-3H-pyrazo-le eliminieren mit Basen bei einem Ethoxycarbonyl-Substituenten (X = COOC2H5) den Phos-phinyl-Rest, bei 3-standiger Cyan- bzw. Methylsulfonyl-Gruppe werden diese Funktionen eli-miniert1649 ... 

Ethoxycarbonyl-5-methyl-4-phenyl-2,3-dihydro-l,4-thiazin reagiert mit 80%igem Hydrazin-Hydrat (Ethanol lh RiickfluB) zu 4-(2-Anilino-ethylthio)-3(5)-hydroxy-5(3)-phenyl-lH-pyrazol (Schmp. 181-182< )1588a s-a-1589... 

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