5-Anilino-2-aryl

Pyrimidine, I-alkyl-2-methyltetrahydro-C-thioacylation, 4, 807 Pyrimidine, 4-alkylsulfinyl-nucleophilie displaeement reaetions, 3, 97 Pyrimidine, 6-alkylsulfinyl-nucleophilic displacement reactions, 3, 97 Pyrimidine, 2-alkylsulfonyl-nueleophilie displaeement reactions, 3, 97 Pyrimidine, 4-alkylsulfonyl-nucleophilic displacement reactions, 3, 97 Pyrimidine, 6-alkylsulfonyl-nucleophilie displaeement reactions, 3, 97 Pyrimidine, alkylthio-dealkylation, 3, 95 desulfurization, 3, 95 oxidation, 3, 96 synthesis, 3, 135, 136 Pyrimidine, 2-alkylthio-aminolysis, 3, 96 hydrolysis, 3, 95 Prineipal Synthesis, 3, 136 Pyrimidine, 4-alkylthio-aminolysis, 3, 96 hydrolysis, 3, 95 Pyrimidine, 6-alkylthio-aminolysis, 3, 96 hydrolysis, 3, 95 Pyrimidine, 4-allenyloxy-rearrangement, 3, 93 Pyrimidine, 4-allyloxy-2-phenyl-rearrangement, 3, 93 Pyrimidine, 4-allynyloxy-rearrangement, 3, 93 Pyrimidine, 4-anilino-2,5,6-trifluoro-NMR, 3, 63 Pyrimidine, 2-aryl-pyrroleaeetic aeid from, 4, 152 Pyrimidine, arylazo-synthesis, 3, 131 Pyrimidine, 4-arylazo-reduetion, 3, 88... 

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... 

Base-catalyzed Dimroth rearrangements of l-aryl-4,6-diamino-1,3,5-triazines or triflic acid-induced decomposition of 6-anilino-1,3,5-triazines led to the formation of the corresponding substituted 1,2-dihydro-l,3,5-triazines, whose structure was established on the basis of H NMR spectra (93JHC849). 

The synthesis of 987 from 985 via 986 has been reported (83S759) by reaction of 985 with aryl isothiocyanates under neutral conditions. The reaction of 4-amino-6-anilino[l,2,4]triazine 988 with methyl iodide and then carbon disulfide gave 989 (90MI3, 90MI9). 

The observations suggest that the two condensations are direct and distinct. Had the base-catalysed reaction first given the aryl-dihydro-triazine (CXXXIV) which, under the prevailing basic conditions rearranged to the anilino-dihydro-triazine (CXXXV), an equilibrium mixture of the two would have been expected. Since, however, the pure anilino-dihydrotriazine (CXXXV) was isolated, its formation is considered to be direct and independent of that of its isomer (ffS). The formation of (CXXXIII) from 1-aryl-l-alkylbiguanides (see preceding Section), which cannot proceed by way of an aryl-dihydrotriazine, bears out this conclusion. 

The effects of the 1,2,3-triazole and 1-amino-1,2,3-triazole heterocycles on the chemical shift of the carbon atoms in the phenyl ring of compounds (40) and (41) (X = H) are compared with the value for benzene. With regard to the effects of substituent X para and meta) on the 1,2,3-triazole carbons, C(4) is deshielded by electron-withdrawing groups, whereas C(5) is shielded. Reasonable correlations with Hammett a values are observed for the chemical shifts of both C(4) and C(5) of (41) <86MRC53>. The chemical shifts of C(4) and C(5) in 5-amino-l-aryl-l,2,3-triazoles are shifted upheld by 2-5 ppm compared with the corresponding 5-anilino-1,2,3-triazoles. In 5-anilino-... 

Aus Anilino-guanidin werden mit a -Brom-acetophenonen 4-Aryl-2-(2-phenyl-hydrazino)-imidazole und nicht die ebenfalls als Produkte denkbaren 2-Amino-l-anilino-imidazole erhalten106 (s.a. Bd.X/2, S. 739) ... 

Anilino-5-phenyl-l,2,4-oxadiazolen/Photolyse127 1-Aryl-tetrazolen/Photolyse134,624... 

Beim Erhitzen von 5-Aryl-2-(2-benzyliden-l-phenyl-hydrazino)-l,3,4-oxadiazolen erhalt man unter Eliminierung von Benzonitril 2-Anilino-5-aryl-1,3,4-oxadiazole547. Fur diese Re-aktion wird analog anderen pyrolytischen /J-Eliminierungen692 ein cyelischer 6-Zentren-ProzeB vorgeschlagen. 

N-Aryl-benzimidsaure-benzylester gehen unter der Einwirkung von Lithium-diisopropyl-amid in Tetrahydrofuran eine Umlagerung ein unter Bildung von a-Anilino-ketonen2 ... 

Historically the first fully unsaturated azepine was obtained by Wolff in 1912 by the decomposition of phenyl azide in aniline. However, the actual structure of this product, named dibenzamil , remained unknown until 1955, when Huisgen and coworkers showed it to be an anilinoazepine, originally formulated as the 7-anilino-2H-azepine, but later corrected, mainly on the basis of HNMR evidence, to the 2-anilino 3H-tautomer (221 R1=PhNH R2 = H). Subsequently, the thermolysis and photolysis of aryl azides in primary, secondary and, in certain instances, tertiary amine solution has become a standard method for the preparation of 2-amino-3/f-azepines (79AG(E)900,8lAHC(28)23l). 

The piperidino compound (163 R R" = —(CH2)5—) is easily hydrolyzed,110 and the anilino compound (163 R = Ph R" = H) cannot be prepared by this route.111 A number of these compounds have been prepared by the alternative route 160a - 164 - 163.112 The reaction conditions were modified in more recent studies.113 Robertson identified 163 (R = 2-pyridyl R" = H) as the unexpected product of the reaction between 2-nitrophenylpropiolic acid and 2-aminopyridine. Further studies are needed to clarify these conflicting, and in some cases tentative, reports. The tautomerism of these compounds (163 R = aryl R" = H) is worthy of further study111 (cf. Section II,A,4). Recently, a study of the tautomerism of the carbazide derivatives (165) has been made both tautomers (163, 165) were reportedly identified.114... 

A useful preparation for heterocycles which has been perfected by Moszew, Dziewonski, and Schoen, and co-workers, and which has received only scant attention in heterocyclic compendia,332 involves the fusion of l-aryl-2-thioureas containing a proton on the 1-nitrogen atom and aldehydes or ketones with a-hydrogen atoms at 150-300° to give 4-aminoquinolines. For example, Moszew333 reported that reaction of acetophenone (193) and l,3-diphenyl-2-thiourea (194) gives 4-anilino-2-phenylquinoline (195) and a quinolinoquinoline product. Various... 

Benzotriazine (20) shows the following IR bands vmax(KBr) = 1473, 1383, 877, 800 and 750 cm-1 (75JCS(Pl)3l). In the IR spectra of l,2,3-benzotriazin-4-ones an intense band between 1700 and 1667 cm-1 is observed, showing that the hydroxy tautomer (lOd) can be excluded. Similarly, it was shown that in l,2,3-benzotriazine-4-thiones (22) the thione form predominates in the solid state. The IR spectra of 4-anilino-l,2,3-benzotriazines (23) show a strong absorption band at 1145 10 cm-1 which is absent in the 3-aryl-4-imino isomers (24) and presents a useful means of distinction between these isomers (70JCS(C)765). 

---