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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 41605생성일: 2026년 10월 25일

Quinone → 2-Thioxonaphth[2,3-d] [1,3]dithiol-5,8-dione

https://huagongshe.com/reaction/41605

반응식

참여 물질

역할이름HCID투입량
반응물QuinoneHCID 4650—
반응물2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
반응물4,5-Bis(bromomethyl)-1,3-dithiol-2-thioneHCID 11088479—
촉매Tetraethylammonium IodideHCID 6225—
용매AcetonitrileHCID 6342—
생성물2-Thioxonaphth[2,3-d] [1,3]dithiol-5,8-dioneHCID 1546880978%

반응 단계

In a vessel, the 4,5-bis(bromomethyl)-1,3-dithiol-2-thione: 1-3 (1.10 g), tetraethylammonium iodide (0.38 g), p-benzoquinone (2.77 g), and acetonitrile (60 mL) were charged, and then refluxed for 1 hour. Thereafter, dichloro dicyano benzoquinone (1.62 g) was added in the resultant mixture, and then refluxed for 7 hours. After completion of the reflux, the solvent was distilled away, and methanol was added in the vessel, and then the precipitate was recovered through filtration. The precipitate was washed with methanol, distilled water, and ether in this order, the obtained residue was dissolved in chloroform, and then filtered. The obtained filtrate was recrystallized, to thereby obtain 2-thioxonaphth[2,3-d] [1,3]dithiol-5,8-dione: 1-4 in a yield of 78%. The target compound was identified through NMR analysis: 1H-NMR (CDCl3, TMS) σ: 7.04 (s, 2H), 8.15 (s, 2H).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08530673B2
출처 데이터셋uspto-grants-2013_09
ORD IDord-52e73abbae0745c5ae679ecdd815abf1
출처 메모uspto-grants-2013_09