Synthesis of 6-methoxy-N 2,N 2,N 4,N 4,N 5,N 5-hexamethylquinoline-2,4,5-triamine – a new representative of quinoline proton sponges

Chemistry of Heterocyclic Compounds - Tập 51 - Trang 250-258 - 2015
Olga V. Dyablo1, Alexander F. Pozharskii1, Elena A. Shmoilova1, Aleksey O. Savchenko1
1Southern Federal University, Rostov-on-Don, Russia

Tóm tắt

We report the synthesis of 4-chloro-2-methyl-5-nitro- and 2,4-dichloro-5-nitroquinolines, containing methoxy groups at positions 6 and 8. The reaction of these compounds with dimethylamine solution in alcohol was shown to produce not only aminodehalogenation products, but also resulted in nucleophilic substitution of the methoxy groups. The reduction of 6-methoxy-N 2,N 2,N 4,N 4-tetramethyl-5-nitroquinoline-2,4-diamine with subsequent methylation gave 6-methoxy-N 2,N 2,N 4,N 4,N 5,N 5-hexamethylquinoline-2,4,5-triamine, a new representative of quinoline proton sponges.

Tài liệu tham khảo

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