Symmetrical biaryls from diazotized amines. Scope of the reaction. Unsymmetrical biaryls was written by Atkinson, Edward R.;Morgan, C. R.;Warren, H. H.;Manning, T. J.. And the article was included in Journal of the American Chemical Society in 1945.Recommanded Product: 5344-49-0 This article mentions the following:
The reducing agent was prepared by-reducing Cu2SO4 in NH4OH with NH2OH; the exptl. conditions were those reported in C.A. 35, 2879.8. The yields of R2 and (:NR)2 are given (%), as well as other products isolated. PhNH2, small, 45, ROH; o-MeC6H4NH2, 0, 45, ROH, RCl; m-MeC6H4NH2, 0, 27, ROH; p-MeC6H4NH2, 0, 50, ROH, RCl; o-O2NC6H4NH2, 45, 3, RCl (14%); m-O2NC6H4NH2, 45, 3, RCl (13%); p-O2NC6H4Me (at 30-5掳), 12, small, RCl (14%); 2,6-Me(O2N)C6H3NH2, 24, 16; 2,4-isomer, 31, -; 2,4-O2N(MeO)C6H3NH2, 64, small; p-HOC6H4NH2, 0, 45; p-AcNHC6H4NH2, 0, 28; o-H2NC6H4CO2H, 85-90, 0, RNHR; 4,2-Cl(H2N)C6H3CO2H, 75, 0, RX, R2O, ROH; 5-Cl isomer, 50, 0, RX, ROH; 6-Cl isomer, 80, 0; 3,5,2-Cl2(H2N)C6H2CO2H, 50, 0, RCl, RNH2; 3,5,2-Br2(H2N)C6H2CO2H, 40, 0, RCl, RNH2; 2,4-H2N(O2N)C6H3CO2H, 61, -; 6-NO2 isomer, 40, -, RCl; m-H2NC6H4CO2H, 0, 31, RCl; p-isomer, 0, 35; o-H2NC6H4SO3H gives 20% of (2-C6H4SO3H)2; aminonaphthalenecarboxylic acid gives high yields of R2. A mixture of the diazo solutions from 10 g. of 3,5,2-Cl2(H2N)C6H2CO2H and 10 g. of o-H2NC6H4CO2H gives 2 g. of 4,4′,6,6′-tetrachlorodiphenic acid and 0.5 g. of 4,6-dichlorodiphenic acid (II), m. 216-17掳. II (0.3 g.) and 2 g. concentrated H2SO4, heated 10 min. at 150掳 and for 2 days at 80掳, give 2,4-dichlorofluorenone-5-carboxylic acid (III), yellow, m. 240-2掳. The formation of III is a convenient method for estimating II in a mixture of diphenic acid and its tetra-Cl derivative A mixture of the diazo solutions from o-O2NC6H4NH2 and o-H2NC6H4CO2H gives the same reduction products as are obtained from their reduction sep. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-nitrobenzoic acid (cas: 5344-49-0Recommanded Product: 5344-49-0).
2-Chloro-6-nitrobenzoic acid (cas: 5344-49-0) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Recommanded Product: 5344-49-0
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics