Discovery of 3,5-Dibromoaniline

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., 626-40-4

(1) Preparation of diazonium salt: 100 1 ^ beaker by adding 5.011483, 5 dibromoaniline and 8 1 ^ 20% hydrochloric acid, 0 ~ 5 C slowly to the suspension by adding 1.5232 g of aqueous solution of sodium nitrite , The suspension becomes clear after adding urea to remove excess nitrous acid, sodium acetate solid to adjust the pH to 5, the clarified liquid set in ice water in reserve.(2) Preparation of o-methoxyanilide methanesulfonate:50 mL round bottom flask was added 10 mL of water and 2.3553 g sodium bisulfite, sodium bisulfite was dissolved and added 0.7221G paraformaldehyde, 60 C reaction 35 min after the drop of 2.4610 g o-methoxy aniline, after 2 h reaction to stop heating, o-methoxy anilino-methyl methanesulfonate mixture.(3) Preparation of azobenzene compound:After the mixture obtained in step (2) was cooled to room temperature, the mixture was slowly added dropwise to the diazonium salt obtained in the step (1), At this time, to clarify the diazonium salt solution gradually dark red viscous liquid, temperature control at 0 ~ 5 C reaction 6 h after the end of the reaction. Add 50 mL of 30% sodium hydroxide aqueous solution, dark red viscous liquid into yellow turbid liquid, nitrogen protection under 50 C hydrolysis 7 h, after the end of the reaction with hydrochloric acid to adjust the pH value of about 8, the crude product by thin layer chromatography , The dye: 0,5 & dibromo-3-methoxy-4-amino azobenzene 2.237g (yield 29%).

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Reference:
Patent; Lingnan Normal University; Song Xiumei; Feng Zongcai; (13 pag.)CN105001664; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary