Ring-Opening Reaction of N-(2,4-Dinitrophenyl) Pyridinium Chloride by Ultraviolet Spectrum

doi:10.11944/j.issn.1000-0518.2015.12.150168

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (12): 1379-1385.DOI: 10.11944/j.issn.1000-0518.2015.12.150168

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Ring-Opening Reaction of N-(2,4-Dinitrophenyl) Pyridinium Chloride by Ultraviolet Spectrum

DENG Zhaojing,GAO Kangli,LI Goucheng,HAN Guozhi()

College of Science,Nanjing Tech University,Nanjing 210009,China

Received:2015-05-14 Accepted:2015-08-21 Published:2015-12-01 Online:2015-12-01
Contact: HAN Guozhi
Supported by:
Supported by Open Project of State Key Laboratory of Molecular Electronics of Southeast University(No.20111218)

Abstract

Abstract:

The ring-opening of pyridinium salt is an important multi-step tandem reaction, which have wide application in organic synthesis. However, principle of the ring-opening process partly remains some controversy. In this paper, based on the difference in molecular conjugate structure before and after ring-opening reaction, the principle of ring-opening of pyridinium salt was studied by ultraviolet spectrum. Meanwhile, the factors influenced the formation of N-(5-anilino-2,4-pentadienylidene)aniline hydrochloride was evaluated in detail. Furthermore,ultrasonic radiation was introduced in the ring-opening reaction of pyridinnium salt and the efficiency of the ring-opening was improved for 94%.

Key words: N-(dinitrophenyl) pyridinium chloride, ring-opening, N-(anilino-pentadienylidene) aniline hydrochloride, UV spectrum

DENG Zhaojing, GAO Kangli, LI Goucheng, HAN Guozhi. Ring-Opening Reaction of N-(2,4-Dinitrophenyl) Pyridinium Chloride by Ultraviolet Spectrum[J]. Chinese Journal of Applied Chemistry, 2015, 32(12): 1379-1385.

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Ring-Opening Reaction of N-(2,4-Dinitrophenyl) Pyridinium Chloride by Ultraviolet Spectrum

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