22272-22-6
22272-22-6 結(jié)構(gòu)式
基本信息
2-氯-3-((2-甲氧基乙基)氨基)萘-1,4-二酮
2-Chloro-3-(2-methoxyethylamino)
2-Chloro-3-[(2-methoxyethyl)amino]-1,4-naphthoquinone
2-chloro-3-[(2-methoxyethyl)amino]-1,4-Naphthalenedione
2-Chloro-3-((2-Methoxyethyl)aMino)naphthalene-1,4-dione
1,4-Naphthalenedione, 2-chloro-3-[(2-methoxyethyl)amino]-
2-chloro-3-[(2-Methoxyethyl)aMino]-1,4-dihydronaphthalene-1,4-dione
物理化學(xué)性質(zhì)
制備方法
117-80-6
109-85-3
22272-22-6
一般步驟:在冰浴條件下,向攪拌中的2,3-二氯-1,4-萘醌(10 mmol)和三乙胺(1 mL)的N,N-二甲基甲酰胺(DMF,20 mL)溶液中緩慢滴加2-甲氧基乙胺(12.5 mmol)。反應(yīng)混合物顏色由淺黃色轉(zhuǎn)變?yōu)榧t色后,移除冰浴,于室溫下繼續(xù)攪拌反應(yīng)1小時(shí)。隨后,將反應(yīng)液倒入300 mL水中,析出橙紅色沉淀。通過過濾收集沉淀,用冷水洗滌,干燥后得到目標(biāo)產(chǎn)物2-氯-3-((2-甲氧基乙基)氨基)萘-1,4-二酮。產(chǎn)率:96.1%;外觀:橙色粉末;熔點(diǎn):82-83℃;1H NMR (DMSO-d6, 400 MHz) δ: 7.98 (m, 2H), 7.75-7.87 (m, 2H), 7.25 (s, 1H), 3.92-3.94 (m, 2H), 3.57 (t, J = 5.7 Hz, 2H), 3.29-3.38 (s, 3H); ESI-MS: m/z 266.1 [M + H]+, C13H12ClNO3 (MW = 265.1)。
參考文獻(xiàn):
[1] European Journal of Medicinal Chemistry, 2018, vol. 144, p. 504 - 516
[2] MedChemComm, 2017, vol. 8, # 6, p. 1318 - 1321
[3] European Journal of Medicinal Chemistry, 2015, vol. 104, p. 42 - 56
[4] Patent: KR101761848, 2017, B1. Location in patent: Paragraph 0317-0320
[5] ChemMedChem, 2016, p. 1944 - 1955