2-phenyl- -4-methylquinolin

Methyl from hydroxymethyl groups. A degassed soln. of 2-phenyl-4-quinoline-methanol in methanol irradiated in a Pyrex vessel with unfiltered light from a 1000 w. high-pressure Hg-vapor lamp until the startg. m. has disappeared 2-phenyl-4-methylquinoline. Y >95%. F. e. and limitations s. M.B. Rubin and C. Fink, Tetrah. Let. 1970, 2749 cf. V. I. Stenberg and E. F. Travecedo, J. Org. Chem. 35, 4131 (1970). 

Applying this rule, the preceding dyes are written (3-methyl-4-phenyl-thiazole-2)(3-methylthiazole-2)methine cyanine iodide (3a) and (3-methyl-4-phenylthiazole-2)( l-methylquinoline-2)methine cyanine iodide (4), respectively. Any substituent in the chain is named and its position designated by a, ft or y, for example, (3-methyl-4-phenylthia2ole-2)(3-methylthiazole-2)-/S-methyltrimethine cyanine iodide (3b). 

The Reimer-Tiemann reaction has also been used to formylate 2,5-dimethylpyrrole and its iV-methyl derivative and indoles having methyl, methoxyl, and phenyl substituents. Significantly, 3-methylindole gave only 3-chloro-4-methylquinoline. ... 

To an equimolar (1 mmol) mixture of 2-methylquinoline la (143 mg) and benzoyl chloride 2a (140 mg) placed in an open glass container, silica gel (silica gel 60, 230-240 mesh, Merck) (300 mg) was added and the reaction mixture was irradiated in a microwave oven at 400 W power for 4 min. Upon completion of the reaction, as followed by TLC examination, the product is extracted into dichloro-metliane (3xl0mL). The solvent was evaporated and the resulting crude material was purified on a silica gel plate (eluent CCl4-Et20) affording the l-phenyl-2-(quinol-2-yl)-etliane-l-one 3a in 91% yield. 

A mixture of 6-bromo-4-(tri luoromethanesulfonyloxy)-5,8-dimethoxy-quinoline (1.35 g, 3.25 mmol), trimethyl[2-[(l,l-dimethylethoxycarbonyl)-amino]phenyl]tin (1.68 g, 4.70 mmol), lithium chloride (330 mg, 7.80 mmol), copper(I) bromide (25 mg, 0.17 mmol), and tetrakis(triphenylphosphine)palla-dium (0) (180 mg, 0.16 mmol) in dioxane (60 cm ) was heated at 90 °C for 60 h. After being cooled to rt, the mixture was partitioned between EtOAc and a 5 % aqueous ethylenediamine solution to remove any copper species, completely. After the usual work up, the residue was chromatographed (1.5 1 hexanes -EtOAc) to yield the title compound as a white solid (952 mg, 64%, several other fractions contained the title compound contaminated with 6-bromo-5,8-di-methoxy-4-methylquinoline) mp 166-168 °C. 

C10H9NO 2-hydroxy-4-methylquinoline 607-66-9 24.83 1.1516 2 19050 C10H10N2O 3-methyl-1-phenyl-2-pyrazoline-5-one 89-25-8 25.00 1.1646 2... 

Full details are now available on the intramolecular donor-acceptor interaction which occurs in fluorophosphoranes substituted with a 2-methylquinoline group.In the tetrafluoride (32 R = F) the phosphorus is octahedrally coordinated, with a P—N bond length of 1.91 while the product from phenyl-tetrafluorophosphorane (32 R = Ph) contains a plane of symmetry through the... 

Stilbene coordinates with osmium in a manner that minimizes any interaction of the phenyl groups with the azabicyclo[2.2.2]octane moiety and/or with the methylquinoline ring. As seen in 264, 01 appears to be significantly more hindered than 02. The phenyl rings of the stilbene molecule are oriented so that those rings are... 

While there was no significant equilibration for imines derived from anilines bearing a para-substituent (entries 9-12), it was significant for imines derived from ortho-subshtuted anilines (entries 13 and 14). For entry 13, there was significant equilibrahon and the major product observed was 2-phenyl-3-methylquinoline, which can be explained by an aniline-imine exchange as in Equation (6.5). For entry 14, an approximately 1 1 mixture of the two quinolines was observed [24]. 

The -(l-azido-napthalene-S-sulphonyl)-hydrazone derivative of lactose was Mcpared for photoaffinity labelling of a lectin from the conger eel. Aldose N-methyI-A -(4-phcnyI- and -p-substituted phenyl-thiazol-2-yl)hydrazones have been prepared and sqipear to have acyclic sugar residues. Tri- and penta-cyclic derivatives such as 92 and 93 were obtained by condensation of free sugars with A -(4-methylquinolin-2-yl)hydrazine or a tetracyclic heteroaromatic hydrazine, respectively, followed by cyclization (catalyzed by FeQa in EtOH). ... 

Numerous azobenzenes and imines have been used to prepare cyclopalladated ctmiplexes, and the liquid crystal properties of some of die products have been investigated. 1 Cyclometallated derivatives have also been prepared from 2-phenylpyiidines, > 2,6-diphenylpyridine, 6-phenyl bipy. O and 6-(2-thienyl) bipy.509 Other substrates subjected to cyclopalladation include amidines, thio- and selenoamides, ll> l N-phenylsulftmyl glycine, hydroxyquinoline derivatives, the drugs diazepam and prazepam, and PBu 3. Doubly cyclopalladated complexes have been prepared from 1,3-diacetylbenzene dioxime and also from N,N-dialkyl benzene-l,3-dicarbaldimines. The 2D NMR spectra of cyclopalladated 8-methylquinoline and benzo-(h)-quinoline show that a CH bond occupies a fifth coordination position above the square plane.520... 

Cyclohexylquinolin-8-yl)(phenyl)methanone 2-Isopropyl-5,6,7-trimethoxy-3-methylquinoline (3c) Yellow solid reaction time 18 h yield 64% (3d) Yellow oil reaction time 6 h yield 45%... 

A review of the arylation and alkenylation of arenes includes studies of the pheny-lation of benzoic acid derivatives. " There has been an investigation of the reactions of methylquinolines with tritium-labelled nucleogenic phenyl cations, which may result in electrophilic substitution or in the formation of A-phenylquinolinium derivatives. ... 

A nucleogenic phenyl cation has been generated by -decay of tritium-labeled benzene and reacted with methyl-substituted quinolones. A double tritium-labeled benzene (216) was prepared from 1,4-dibromobenzene. Decay of a tritium leads to the phenyl cation (217) and this cation reacts with 8-methylquinoline to give products (218) and (219). 

Ci7HitON 2-Phenyl-3-methylquinoline-4- KOBr 2-Phenyl-3-methyl-4-aminoquino- 25% ... 

CO atmosphere affords 2-ethyl-3-methylquinoline through dehydrogena-tive cyclization (Scheme 10.3a). Furthermore, the same catalytic system also promotes a cross-coupling of Af-benzyhdeneaniline and Af,Af-diallylanihne to afford 2-phenyl-3-methylquinoline, where the latter reactant serves as a donor... 

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