Potassium Iodide → 5-Bromo-1,3-dichloro-2-iodobenzene

2,6-Dichloro-4-bromoaniline (15.6 g, 64.8 mmol) was gradually added to concentrated sulfuric acid (40 ml). The mixture was then stirred at room temperature for 20 minutes. The mixture was then cooled to 0° C. To the mixture was then added gradually sodium nitrite (4.9 g, 71.22 mmol). The mixture was then stirred at a temperature of 0° C. to 5° C. for 2.5 hours. The mixture thus obtained was then added to ice-water (200 g). To the mixture was then added an aqueous solution of potassium iodide (12.9 g, 77.76 mmol) at 5° C. The mixture was then allowed to stand at 5° C. for 15 minutes and at room temperature for 1 hour. The mixture was then extracted with diethyl ether. The extract was washed with an aqueous solution of sodium thiosulfate, and then dried over magnesium sulfate. The solvent was then distilled off. The crude product thus obtained was then extracted with hexane (200 ml). The solvent was then distilled off. As a result, a crude product was obtained in an amount of 18.62 g. The crude product was then recrystallized from ethanol (75 ml). As a result, 2,6-dichloro-4-bromoiodobenzene was obtained (14.8 g; yield: 65%).

1. temperatureThe mixture was then cooled to 0° C
2. stirringThe mixture was then stirred at a temperature of 0° C. to 5° C. for 2.5 hours
3. customThe mixture thus obtained
4. waitto stand at 5° C. for 15 minutes and at room temperature for 1 hour
5. extractionThe mixture was then extracted with diethyl ether
6. washThe extract was washed with an aqueous solution of sodium thiosulfate
7. dry with materialdried over magnesium sulfate
8. distillationThe solvent was then distilled off
9. customThe crude product thus obtained
10. extractionwas then extracted with hexane (200 ml)
11. distillationThe solvent was then distilled off
12. customAs a result, a crude product was obtained in an amount of 18.62 g
13. customThe crude product was then recrystallized from ethanol (75 ml)

ORDレコード

ord-4a7e176a7146412896df74af9936695b

出典データセット

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07189790B2