Rearrangement of the bromine atom in the demethylation of bromomethoxybenzoic acid. IV. 2-Bromoanisic acid and 3-bromoanisic acid was written by Tomita, Masao;Fujitani, Kazuyoshi. And the article was included in Yakugaku Zasshi in 1956.Recommanded Product: 74440-80-5 This article mentions the following:
2,4-Br(MeO)C6H3CO2H (XI), needles, m. 197-8°, was synthesized from 4-O2NC6H4Me or p-cresol as a raw material. Nitration of 3-BrC6H4OH gave 3,4-Br(O2N)C6H3OH, m. 125-31°, which was reduced to 3,4-Br(H2N)C6H3OH, m. 151°; this was diazotized and treated with CuCN yielding 2,4-Br(HO)C6H3CN (XII), m. 151°. XI (0.5 g.), 15 ml. PhCl, and 2 g. AlCl3 heated 1.5 hrs. on a water bath and the product poured on ice and extracted with Et2O gave 0.3 g. 2,4-Br(HO)C6H3CO2H (XIII), needles, m. 206-8° (from water); the m.p. of XIII given as 151° by Hodgson and Jenkinson (cf. C.A. 22,949) was confirmed to be the m.p. of XII. XI (1 g.) and 7 ml. HBr-AcOH in a sealed tube heated 5 hrs. at 130° and 2 hrs. at 150°, the product concentrated, neutralized with NaHCO3 to remove the acidic substance, extracted with Et2O, stirred with NaOH, and the NaOH layer acidified with HCl and extracted with Et2O gave 3-BrC6H4OH (benzoate, m. 84-5°) and a small amount of XIII, m. 206-8°. XI (0.5 g.) and 6 ml. HCl-AcOH in a sealed tube heated 12 hrs. at 150° gave 0.45 g. XI. 2,4-Br(MeO)C6H3CO2Me (XIV), plates, m. 29°, (1 g.) and 7 ml. HBr-AcOH in a sealed tube heated and the product treated as usual gave 3-BrC6H4OH. Similarly, 3,4-Br(MeO)C6H3CO2H gave 3,4-Br(HO)C6H3CO2H, m. 106-7°. 3,4-Br(MeO)C6H3CO2Me (0.5 g.) gave 0.3 g. 3,5,4-Br2(HO)C6H2CO2H, m. 253-7° (decomposition), and 0.1 g. 3,4-Br(HO)C6H3CO2H, m. 175-7° (Me ester, m. 107°). In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Recommanded Product: 74440-80-5).
4-Amino-3-bromophenol (cas: 74440-80-5) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 74440-80-5
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary