Synthesis of arylpropylamines. I. From allyl chloride was written by Patrick, T. M. Jr.;McBee, E. T.;Hass, H. B.. And the article was included in Journal of the American Chemical Society in 1946.Quality Control of 2-(2-Bromophenyl)propan-2-amine This article mentions the following:
New compounds possessing potential pressor activity have been prepared PhCl (450 g.) and 32.4 g. anhydrous FeCl3 at -21°, treated dropwise with 76.5 g. CH2:CHCH2Cl during 2 h. with stirring for an addnl. 3 h. (temperature rise to -16°), the mixture shaken with 1 kg. crushed ice and 100 mL. concentrated HCl, and the residue from the organic layer dried and distilled, give 21% of 2-chloro-1-(p-chlorophenyl)propane, b10 111-12°, d2020 1.1678, nD20 1.5360 (all d. and n at 20° in NaD light), and 32% of the o-chlorophenyl isomer, b10 103°, d. 1.1706, n 1.1706; there also result 9 g. MeCHClCH2Cl, 12 g. CH2(CH2Cl)2, and 10-12% of bis(chlorophenyl)propanes. 1-(p-Bromophenyl)-2-chloropropane, b10 124-6°, d. 1.4100, n 1.5582, 13%; o-bromophenyl isomer, b10 115-17°, d. 1.4159, n 1.5568, 31%. 2-Chloro-1-(p-fluorophenyl)propane, b10 81°, d. 1.1186, n 1.4971, 24%. 2-Chloro-1-(p-methoxyphenyl)propane, b5 107°, d. 1.0891, n 1.5270, 14%. The method of Truffault (C.A. 33, 2886.6), in which 380 g. H2SO4 (10 % oleum) and 337.5 g. PhCl were treated with 153 g. CH2:CHCH2Cl during 2 h., gives 6% of p-ClC6H4CHMeCH2Cl, b5 94°, and 7.5% of an isomer (?), b5 90.5-2°, d. 1.1801, n 1.5405; PhOMe and PhOEt do not react under these conditions. Ammonolysis was carried out in an autoclave at 125-160° for 4-9 h.; EtOH solutions give somewhat better yields and mixtures containing, fewer byproducts; the NH3 solution contained 125 g./l.; the MeNH2 solution, 204 g./l. 2-(p-Chlorophenyl)propylamine, b5 99-101°, d. 0.9639, n 1.5398, 40% (picrate, m. 205°). 2-(p-Chlorophenyl)isopropylamine, b5 93-4°, d. 1.0762, n 1.5343, 44% (HCl salt, m. 164-5°). 2-(p-Bromophenyl)isopropylamine, b10 123-4°, d. 1.3080, n 1.5569, 35% (HCl salt, m. 204-6°); o-bromophenyl isomer, b10 118°, d. 1.2984, n 1.5582, 26% (HCl salt, m. 200-1°). N-Methyl-2-phenylpropylamine, b15, 95-6° d. 0.9178, n 1.5102, 62% (picrate, m. 155°). N-Methyl-2-(o-chlorophenyl)isopropylamine, b10 110°, d. 1.0536, n 1.5288, 24% (picrate, m. 156°); p-chlorophenyl isomer, b10 114-15°, d. 1.0442, n 1.5259, 35% (picrate, m. 103°). N-Methyl-2-(p-fluorophenyl)isopropylamine, b10 87-9°, d. 0.9984, n 1.4922, 41% (picrate, m. 125°). In the experiment, the researchers used many compounds, for example, 2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8Quality Control of 2-(2-Bromophenyl)propan-2-amine).
2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Quality Control of 2-(2-Bromophenyl)propan-2-amine
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary