5729-06-6
5729-06-6 結(jié)構(gòu)式
基本信息
芐基-(2-硝基苯基)胺
2-硝基-N-(苯基甲基)苯胺
N-BENZYL-2-NITROANILINE
N-Benezyl-2-nitroaniline
N-benzyl-2-nitrobenzenamine
Benzylamine, n-(o-nitrophenyl)-
2-nitro-N-(phenylmethyl)aniline
BenzeneMethanaMine, N-(2-nitrophenyl)-
制備方法
100-39-0
88-74-4
5729-06-6
N-芐基-2-硝基苯胺的合成(步驟1):在氮氣保護下,將2-硝基苯胺(5.0 g,36.2 mmol)溶解于100 mL四氫呋喃(THF)中,冷卻至0℃后,緩慢加入60%氫化鈉(NaH,1.7 g,43.4 mmol)。將反應(yīng)混合物于室溫下攪拌30分鐘。隨后,在0℃下滴加溴化芐(7.4 g,43.4 mmol),并將反應(yīng)體系升溫至80℃攪拌過夜。反應(yīng)完成后,通過減壓蒸餾去除溶劑,殘余物經(jīng)快速柱層析(石油醚:乙酸乙酯 = 2:1)純化,得到黃色固體N-芐基-2-硝基苯胺(2.92 g,收率36%)。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR(300 MHz,CD3OD)確認:δ 4.65(d,J = 6 Hz,2H),6.69(t,J = 7.2 Hz,1H),6.94(d,J = 9 Hz,1H),7.25-7.50(m,5H),8.09(d,J = 8.4 Hz,1H),8.62-8.68(m,1H)。
參考文獻:
[1] Green Chemistry, 2012, vol. 14, # 12, p. 3329 - 3335
[2] Molecules, 2016, vol. 21, # 4,
[3] Patent: WO2012/151512, 2012, A2. Location in patent: Page/Page column 115
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 2, p. 145 - 150
[5] European Journal of Medicinal Chemistry, 2014, vol. 84, p. 395 - 403