20532-28-9

基本信息
5-氨基苯并噻吩
1-苯并噻吩-5-胺
6-氯喹啉-37-甲酸
苯并[B]噻吩-5-胺
5-氨基苯并[B]噻吩
5-Aminobenzothiophen
5-Aminothionaphthene
benzothiophen-5-amine
5-AMINOBENZOTHIOPHENE
1-BENZOTHIOPHEN-5-AMINE
5-Benzo[b]thiophenamine
benzo[b]thiophen-5-amine
5-Aminobenzo[b]thiophene
5-Aminebenzo[b]thiophene
物理化學(xué)性質(zhì)
制備方法

4965-26-8

20532-28-9
以5-硝基苯并[b]噻吩為原料合成5-氨基苯并[b]噻吩的一般步驟:將5-硝基苯并[b]噻吩(3.09 g,17.0 mmol)與10%鈀碳催化劑(Aldrich,目錄號20,569-9)(150 mg)在乙醇(90 mL)中的混合物置于Parr反應(yīng)瓶中。在3 bar的氫氣氛圍下進行氫化反應(yīng),持續(xù)搖動16小時。反應(yīng)完成后,通過硅藻土墊過濾以去除催化劑,并用乙醇(2×30 mL)洗滌濾餅。將合并的濾液在減壓下濃縮,得到苯并[b]噻吩-5-胺(2.57 g,100%收率),產(chǎn)物為深紫色無定形固體。其1H NMR(CDCl3,400 MHz)數(shù)據(jù)如下:δ 3.70(寬單峰,2H),6.78(雙峰,J = 8.61, 1.96 Hz,1H),7.10(雙峰,J = 2.35 Hz,1H),7.14(雙峰,J = 5.09 Hz,1H),7.38(雙峰,J = 5.48 Hz,1H),7.63(雙峰,J = 8.61 Hz,1H)。
參考文獻:
[1] Patent: WO2006/66172, 2006, A1. Location in patent: Page/Page column 27
[2] Synthetic Communications, 1991, vol. 21, # 7, p. 959 - 964
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 19, p. 4128 - 4139
[4] Proceedings - Indian Academy of Sciences, Section A, 1952, # 36, p. 405,408
[5] Journal of the American Chemical Society, 1955, vol. 77, p. 5939,5943