O-Methoxyaniline

Each of the following compounds has been prepared from o-anisidine (o-methoxyaniline). Outline a series of steps leading to each one. 

SYNS o-AMINOANISOLE 2-AMINOANISOLE 1-AMINO-2-METHOXYBENZENE 2-ANISIDINE o-ANISYLAMINE BENZENAMINE, 2-METHOXY-(9CI) 2-METHOXY-l-AMINOBENZENE o-METHOXYANILINE 2-METHOXYANILINE 2-METHOXYBENZENAMINE o-METHOXY-PHENYLAMINE... 

SYNS o-AMINOANISOLE HYDROCHLORIDE 2-AMINOANISOLE HYDROCHLORIDE o-ANISYL-AMINE HYDROCHLORIDE BENZENAMINE, 2-METHOXY-, HYDROCHLORIDE (9CI) C.1.37115 FAST RED BB BASE 2-METHOXY-l-AMINOBENZ-ENE HYDROCHLORIDE o-METHOXYANILINE HYDROCHLORIDE 2-METHOXYANILINE HYDROCHLORIDE 2-METHOXYBENZENAMINE HYDROCHLORIDE 2-METHOXYBENZENE-AMINE HYDROCHLORIDE o-METHOXYPHENYL-AMINE HYDROCHLORIDE NCI-C03747... 

Condensation of aromatic nitroso compounds with primary amines is a satisfactory procedure for obtaining azo compounds. An example is the combination of nitrosobenzene and aniline in acetic acid, which results in a quantitative yield of azobenzene. Similarly, a series of methyl-substituted azobenzenes have been prepared, although the yields are poor in the case of the oriAo-substituted compounds. As an illustration of the versatility of the reaction, nitrosobenzene can be condensed with o-methoxyaniline (o-anisidine)," p-aminobenzoic acid, o-phenylene-diamine monobenzoate, and m-nitroaniline to form the corresponding substituted azobenzenes. 

Raposo, M., and Oliveira, Jr. O. N. Energies of adsorption of poly(o-methoxyaniline) layer-by-layer films. Langmuir 2000,16, pp. 2839-2844. 

Alkoxy derivatives of aniline are manufactured for use in dye and pharmaceutical production. Thus the action of methanol and sodium hydroxide on o-chloronitrobenzene, followed by reduction, yields o-anisidine (o-methoxyaniline) (24a). The para-isomer 24b is prepared in a similar way. Both are used for azo dyes and azoic intermediates. The ethoxy derivatives, o-phenetidinc (24c) and p-phenetidine (24d), are used in dye manufacture. The amine 24d is also used to make Phenacetin (acetophenetidine) (25). 

First, a model reaction of benzaldehyde, o-methoxyaniline, and 1-phenyl-1-trimethylsiloxyethene was performed in the presence of 5 mol% of Sc(OTf)3 in an aqueous solution of SDS (SDS, 0.2 eq., 35 mM). The reaction proceeded smoothly at room temperature to afford the corresponding -amino ketone derivative in 87% yield. It is noted that the dehydration (imine formation) and the coupling reaction between two water-unstable substrates, the imine and the silyl eno-... 

With the water-soluble poly(o-methoxyaniline) (POMA), Mattoso and coworkers162 have reported the self-assembly of multilayer conducting polymer films by depositing alternating layers of the POMA cation and polyanionic dopants such as poly(styrenesulfonate) and poly(vinylsulfonate) onto a glass substrate. This concept has been further developed with POMA by employing the anion of poly(3-thiopheneacetic acid) as the polyanionic dopant, giving novel self-assembled films in which both the cationic and anionic components are electroactive polymers.163... 

De Paoli and coworkers7 have used the more soluble poly(o-methoxyaniline) doped with p-toluene sulfonic acid to prepare a composite blend with poly(epichlorohydrin-co-ethylene oxide), but conductivities were relatively low (10-3 S cm-1) even with a high 50% (w/w) conducting polymer loading. 

Beilstein Handbook Reference) AI3-08584 0-Aminoanisole o-Anisidine o-Anisylamine Benzenamine, 2-methoxy- BRN 0386210 CCRIS 768 EINECS 201-963-1 HSDB 2073 o-Methoxyaniline o-Methoxyphenylamine NSC 3122. Chemical intermediate. Liquid mp = 6.2° bp 224° d = 1.0923 km = 237 nm (e = 8511, cyclohexane) soluble in EtOH, EtaO, Me2CO, less soluble in H2O LDso (rat orl) = 2 g/kg. Rente Mfg. Rhdne-Poulenc Sigma-Aldrich Fine Chem. 

The alkaloid edulitine from Casimiroa edulis Llave and Lex was assigned structure 5 on the basis of spectroscopic studies (17), and this was confirmed by several syntheses (18-20). For example, Piozzi and coworkers cyclized the anilide 4, obtained from o-methoxyaniline and... 

SYNONYMS o-aminoanisol, 2-anisidine, bezenamine, o-methoxyaniline, l-amino-2-methoxybenzene, 2-methoxyaniline. 

SYNONYMS (o-Anisidine) ortho-aminoanisole 2-anisidine o-methoxyaniline (p-Anisidine) para-aminoanisole 4-anisidine p-methoxyaniline. 

Synonyms/Trade Names ortho-Aminoanisole, 2-Anisidine, o-Methoxyaniline [Note o-Anisidine has been used as a basis for many dyes ]... 

Lead(II) acetate Lead(II) phosphate o-Methoxyaniline hydrochloride 2-Methoxy-5-methylaniline o-Methylaniline o-Methylaniline hydrochloride 2-Methyl-1,3 -butadiene 5-Methylchrysene... 

E. C. Zampronio and H. P. Oliveira, Synthesis, spectroscopic and structural characterization of poly-o-methoxyaniline and poly-o-methylanihne intercalated into layered vanadyl phosphate. Mater. Res. Bull, 39, 1525-1538 (2004). 

L. Komsiyska, Ts. Tsacheva, and V. Tsakova, Electrochemical formation and copper modification of poly-o-methoxyaniline. Thin Solid Films, 493, 88 95 (2005). 

M. Hasik, E. Wenda, C. Paluskiewicz, A. Bernasik, and J. Camra, Synth. Met., Poly(o-methoxyaniline)- palladium systems ejfect of preparation conditions on physicochemical properties, 143, 341-350 (2004). 

A. Derlinkiewicz, M. Hasik, J.W. Sobczak, E. Sobczak, A. Bernasik, and E. Bielanska, Physicochemical and catalytic properties of palladium supported on poly(o-methoxyaniline). Mater. Res. Bull, 40, 869-889 (2005). 

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