Naphthylamine derivatives, synthesis

The synthesis of substituted naphthylamine derivatives from propargyl esters by way of a carboannulation via a Pd(0)-catalysed [l,5]-sigmatropic hydrogen shift and cyclization has been reported (Scheme 134). ... 

Nitration via diazotisation has been extensively used for the synthesis of isomeric dinitronaphthalenes. Ward and co-workers used nitration via diazotisation to prepare 3,3, 4,4 -tetranitrobiphenyl from 3,3 -dinitrobenzidine, and 3,4,5-trinitrotoluene from 3,5-dinitro-4-toluidine. Ward and Hardy " prepared 1,4,6-trinitronaphthalene from 4,7-dinitro-1-naphthylamine. Korner and Contardi used the nitrate salts of aryldiazonium compounds for the synthesis of polynitro derivatives of benzene " and toluene. " " Accordingly,... 

The xanthate transfer process provides a simple and uniquely powerful route to a-tetralones, another family of important aromatic derivatives [69-71]. a-Tetralones are starting materials for the synthesis of a host of medicinally important compoimds. They are precursors to naphthalenes, naphthols, naphthylamines, and ring expansion through the Beckmann rearrangement provides access to benzazepine derivatives. The two examples in Scheme 34 illustrate, on one hand, the possibility of preparing a tetralone with a carbohydrate-derived appendage [69] and, on the other, the synthesis of a substituted naphthol 59 by aromatisation of tetralone 58 through acid... 

The original Gould-Jacobs reaction, i.e. the reaction of an aniline or naphthylamine with diethyl (ethoxymethylene)malonate followed by cyclization of the intermediate at ca. 250 °C to give quinolinone derivatives (see Houben-Weyl, Vol. E 7a, p 345),194 has been extended to the synthesis of pyridopyrimidines. The method of first preparing the intermediate (pyrimidiny-lamino)methylene compound and its subsequent thermal cyclization has been discussed (vide supra). 

Determination of intermediates in dye synthesis (anthraquinone and derivatives), azo dyes in intermediates, products, coloring solutions and industrial effluents. Determination of aggregation number of textile dyes. Determination of food colors (e.g., of tartrazine type) in soft drinks Determination of monomers (aldehydes, acrylamide, acrylonitrile, isocyanates, methyl methacrylate, styrene, vinyl acetate) in final products and industrial effluents. Determination of initiators (azodiisobutyinitrile, benzoyt peroxide, cyclohexylperoxydicarbonate, laurylperoxide), inhibitors (hydroquinones, butylated hydroxyanisole, 4-f-butyl phenolsulphide, AAphenyt- -naphthylamine) and organo-tin stabilizers in PVC plastics... 

In a series of papers, Siddiqi et al. detail the synthesis of purported cobalt(lI) complexes, [Co(S2CNR2)2], derived from a range of amines including succi-nimide and phthalimide (49), p-naphthylamine (1125), and chloroanilines (1423). Others have claimed the preparation of those containing benzyl (506) and benzylpiperazine (1126), substituted piperidines (1116,1424,1425), and 1,3,4-thiaxolyl dithiocarbamate (1426). In none of this work was oxygen rigorously excluded. 

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