In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 111721-75-6, name is 2-Bromo-3-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks
This Example made use of the general preparative method designated Route C. 3-Methyl4-nitrobenzoyl chloride (0.2 mol) was added slowly to a solution of 2-bromo-3-fluoroaiiiline (0.2 mol) in pyridine (100 ml). The resulting solution was heated under reflux for 60 min, then poured into water (300 ml). The precipitate was filtered from solution, washed with water (100 ml), followed by methanol to afford a white solid. [00126] Lawesson’s reagent (0.07 mol) was added to a solution of the benzanilide obtained (0.1 mol) in HMPA (50 ml). The resulting solution was heated at 100 C. for 15 hr, then poured into water (300 ml). The product was extracted into diethyl ether (3×300 ml) and washed with water (3×200 ml). Evaporation of the solvent followed by recrystallization from methanol gave a bright orange solid. [00127] Sodium hydride (0.22 mol) was slowly added to a solution of the fluoro substituted thiobenzanilide thus obtained (0.2 mol) in N-methyl-2-pyrrolidinone (2 mol) at room temperature with stirring. The mixture was heated at 150 C. for one hour then allowed to cool. Water (50 ml) was then added and the precipitate collected by filtration and dried in vacuo to give the product as a white solid. [00128] The product of the previous step (0.03 mol) and tin(II) chloride dihydrate (0.15 mol) were suspended in ethanol (150 ml) and heated under reflux for 2 hours. The solvent was removed under vacuum and the resulting oil taken up in ethyl acetate (700 ml). The organic layer was washed with 2 M sodium hydroxide. (2×200 ml), water (100 ml) and salt brine (30 ml). Removal of the solvent under vacuum followed by recrystallization from methanol gave the title compound as a pale yellow solid. [00129] mp 175-177 C.; IR 3021, 1621 (CN), 1470, 1215, 750 cm-1.
The synthetic route of 111721-75-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Malcolm, F. G. Stevens; US6858633; (2005); B1;,
Bromide – Wikipedia,
bromide – Wiktionary