Synthetic Route of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
450 mL of water, 50.0 g (0.268 mol) of 2-bromo-p-toluidine,100 mL (1.102 mol) of concentrated hydrochloric acid was added and heated to 90 C. with stirring.Subsequently, the mixture was stirred at the same temperature for 1 hour, then cooled to room temperature, and further cooled to -10 C. with an ice water bath. Next, an aqueous solution prepared by dissolving 22.3 g (0.323 mol) of sodium nitrite in 70 mL of water was added dropwise at a temperature not exceeding 5 C., followed by stirring at 5 C. or lower for 30 minutes, filtration with an aid, diazonium An aqueous solution of salt was obtained.Next, 67.0 g (0.403 mol) of potassium iodide (Wako Pure Chemical Industries, Ltd.) and 230 mL of water were added to a 1 L four-necked round bottom flask equipped with a stirrer, Erlin condenser, 1 L dropping funnel and thermometer The mixture was placed in a water bath and stirred at 10 C. Next, after the aqueous solution of the diazonium salt was dropped, the water bath was removed to return to room temperature, the temperature was further increased to 40 C., and the mixture was stirred for 4 hours. The obtained reaction solution was returned to room temperature again, 300 mL of DCM was added and the mixture was transferred to a 2 L separatory funnel, then the aqueous layer was separated and extracted with 250 mL of DCM. Next, the DCM layers were combined, washed with 250 mL of 20% sodium thiosulfate aqueous solution, 250 mL of saturated aqueous multilayer water, three times with 250 mL of water, dried with magnesium sulfate, then removed by suction filtration of magnesium sulfate, The solvent was distilled off under reduced pressure. Subsequently, the resulting crude oil was purified by silica gel column chromatography using n-heptane as a developing solvent to obtain 73.5 g (yield 92.2%) of the desired iodide.
Statistics shows that 3-Bromo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 7745-91-7.
Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary