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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2053289생성일: 2026년 10월 26일

Potassium Iodide → N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamine

https://huagongshe.com/reaction/2053289

반응식

참여 물질

역할이름HCID투입량
반응물Potassium IodideHCID 4875—
반응물Potassium CarbonateHCID 11430—
반응물DofetilideHCID 71329—
반응물1-(2-Chloroethoxy)-4-nitrobenzeneHCID 2764587—
반응물SeleniumHCID 6326970—
반응물N-methyl-4-nitrophenethylamine hydrochlorideHCID 16218354—
촉매Tetrabutylammonium IodideHCID 67553—
용매WaterHCID 962—
용매Ethyl AcetateHCID 8857—
생성물N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamineHCID 14645090—

반응 조건

온도40 °C

반응 단계

In another embodiment, the competitive inhibitor is a selenium analog of dofetilide (N-[4-(2-[2-[4-(methanesulphonamido)phenoxy]-N-methylethylamino]ethyl)phenyl]methane-sulfphonamide). In one aspect of this embodiment, the selenium analog is di-seleno-dofetilide(n-[4-(2-[2-[4-(methaneselenodoioxamido)phenoxyl]-N-methylethylamino)ethyl)phenyl]-methane-selenodioxamide). Di-seleno-dofetilide may be synthesized according to the scheme shown in FIG. 3, which is based on the synthesis of dofetilide described in U.S. Pat. No. 6,124,363. First, N-methyl-2-(4-nitrophenyl)ethylamine hydrochloride (compound 310) is mixed with 4-(2-chloroethoxy)nitrobenzene (compound 320), anhydrous potassium carbonate, potassium iodide, tetra-n-butylammonium iodide and deionized water and heated under reflux for 3 hours. Next, the mixture is cooled to about 40° C., ethyl acetate is added, and the mixture is extracted with ethyl acetate and concentrated. Ethanol is then added to the extract to precipitate the product and the product is filtered to give N-Methyl-N-[2-(4-nitrophenoxy)ethyl]-4-nitrophenethylamine (compound 330). In the next step, compound 330 and 5% w/v palladium-on-carbon are added to methanol, stirred and hydrogenated at 60 p.s.i. to give N-Methyl-N-[2-(4-aminophenoxy)ethyl]-4-aminophethylamine (compound 340). Compound 340 is then added to acetonitrile, followed by triethylamine and methaneselenodioxy chloride. Sodium carbonate is then added to the reaction mixture and distilled. Next, sodium hydroxide is added to the mixture, followed by concentrated hydrochloric acid. The solid is the collected by filtration, washed with water, and dried to obtain di-seleno-dofetilide (compound 350).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07326772B2
출처 데이터셋uspto-grants-2008_02
ORD IDord-9bde05bad10a448691af53a030af1ca0
출처 메모uspto-grants-2008_02