Page 226 - 《精细化工》2021年第1期

·216· 精细化工 FINE CHEMICALS
90%和 90%，可能是氟原子的吸电子能力太强，导致
产物产率与其他含吸电子基团的苯甲醛相差较大；而
邻氨基苯硫酚与含有给电子基（p-Me, p-OMe）的苯
甲醛反应时，其产物Ⅲg 与Ⅲh 的产率都为 98%。因
此，无论是给电子还是吸电子基团的苯甲醛与邻氨基
苯硫酚反应时，产物都有较好的产率；另外，当 2-氨
基-4-氯苯硫酚与苯甲醛反应时，其产物Ⅲl 的产率可
达 96%；此外，空间位阻对此反应有较大影响，当不
同位置的溴取代苯甲醛（p-Br, o-Br, m-Br）与邻氨基
苯硫酚反应时，其产物Ⅲd、Ⅲe、Ⅲf 的产率分别为
90%、55%与 50%；不同类型的杂环醛（吡啶基、呋
喃基、噻吩基）与邻氨基苯硫酚反应时，产物Ⅲi、
Ⅲj、Ⅲk 的产率分别为 92%、90%与 75%，表明杂
环类醛对此类反应也有较好的普适性。
表 4 在 DES 中合成 2-取代苯并噻唑衍生物
Table 4 Synthesis of 2-disubstituted benzothiazole derivatives
in DES
序号 Ⅰ Ⅱ Ⅲ 产率/% 文献产率/%
1 Ⅲa
2 Ⅲb
3 Ⅲc
4 Ⅲd
5 Ⅲe
6 Ⅲf
7 Ⅲg
8 Ⅲh
9 Ⅲi
10 Ⅲj
11 Ⅲk
12 Ⅲl
①反应时间为 4 h。
3 结论
作者以氯化胆碱-乙酰胺组成的深共融溶剂为
反应介质，用一种简单、温和、高效的方法合成了
一系列 2-取代苯并噻唑类化合物。该方法在较短时
间内，即可促进邻氨基苯硫酚与苯甲醛的环化反应，
得到高产率的产物。深共融溶剂循环使用 3 次后，
催化活性稍有减弱。深共融溶剂制作简单，成本低
廉，是一种可循环利用的绿色反应介质。
第 38 卷
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