In 1973,Journal of the Chemical Society included an article by Bowman, R. E.; Brunt, K. D.; Godfrey, K. E.; Kruszynska, L.; Reynolds, A. A.; Thrift, R. I.; Waite, D.; Williamson, W. R. N.. Product Details of 39183-20-5. The article was titled 《Syntheses of flufenamic acid metabolites I and II and other N-arylanthranilic acids》. The information in the text is summarized as follows:
(Addnl. data considered in abstracting and indexing are available from a source cited in the original document.) 2,5-Cl(HO)C6H3CO2Et reacted with PhCH2Cl-NaOEt-EtOH to give, after hydrolysis, 2,5-Cl(PhCH2O)C6H3CO2H, which was condensed with n-F3CC6H4NH2 in the presence of Cu2+ to give 5-(benzyloxy)-N-(α,α,α-trifluoro-m-tolyl) anthranilic acid (I, R = PhCH2O, R1 = H). Hydrogenolysis gave I (R = OH, R1 = H). 2,5-Cl(O2N)C6H3CF3 was similarly converted into 2,5-PhCH2O(O2N)C6H3CF2; reduction of the NO2 group and condensation with 2-BrC6H4CO2K gave N-[4-(benzyloxy)-α,α,α-trifluoro-m-tolyl] anthranilic acid (I, R = H, R1 = PhCH2O) which gave I (R = H, R1 = OH) on hydrogenelysis. Other N-arylanthranilic acids were prepared by similar Cu- or Cu salt-catalyzed condensations. In the experimental materials used by the author, we found 2-Methyl-5-nitro-6-chlorophenol(cas: 39183-20-5Product Details of 39183-20-5)
2-Methyl-5-nitro-6-chlorophenol(cas: 39183-20-5) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Product Details of 39183-20-5 The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics