112900-82-0

基本信息
3-甲基-4-嗎啉代苯胺
3-甲基-4-(4-嗎啉)苯胺
3-甲基-4-(4-嗎啉基)苯胺
3-甲基-4-嗎啉基苯胺3-METHYL-4-MORPHOLINOANILINE
3-甲基-4-嗎啉基苯胺 3-Methyl-4-morpholinoaniline
3-methyl-4-morpholin-4-ylaniline
3-Methyl-4-(4-morpholinyl)aniline
3-methyl-4-(4-morpholinyl)Benzenamine
Benzenamine, 3-methyl-4-(4-morpholinyl)-
物理化學(xué)性質(zhì)
制備方法

223404-63-5

112900-82-0
以4-(2-甲基-4-硝基苯基)嗎啉為原料合成3-甲基-4-嗎啉代苯胺的一般步驟:在攪拌條件下,將4-(2-甲基-4-硝基苯基)嗎啉(6g,0.0645mol,1.0當(dāng)量)和鋅粉(8.64g,0.135mol,5當(dāng)量)在甲醇(50mL)中的混合物置于圓底燒瓶中。在0℃下緩慢加入氯化銨(7.29g,0.135mol,5當(dāng)量),隨后將反應(yīng)混合物在室溫下攪拌1小時(shí),期間通過薄層色譜(TLC)監(jiān)測反應(yīng)進(jìn)度。反應(yīng)完成后,將反應(yīng)混合物通過硅藻土床過濾,濾液在減壓條件下濃縮得到殘余物。殘余物用二氯甲烷(DCM,150mL)稀釋后,用水洗滌。分離有機(jī)層,用鹽水溶液洗滌,無水硫酸鈉干燥,最后在減壓條件下濃縮,得到棕色固體狀的3-甲基-4-嗎啉代苯胺(5g,產(chǎn)率96.35%)。1H NMR(400MHz,CDCl3)數(shù)據(jù):δ6.768(d,1H),6.39(s,1H),6.36(d,1H),4.66(brs,2H),3.681(t,4H),2.683(t,4H),2.124(s,3H)。
參考文獻(xiàn):
[1] Patent: WO2005/105761, 2005, A1. Location in patent: Page/Page column 36
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 5099 - 5119
[3] Patent: WO2015/38417, 2015, A1. Location in patent: Page/Page column 94; 95
[4] Patent: CN108690043, 2018, A. Location in patent: Paragraph 0262; 0266-0267
[5] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 4, p. 353 - 360