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The Synthesis and Research of 5, 7-Dichloro-4-Hydroxyquinoline

Author: WangJiFeng
Tutor: ChenHongBo
School: Dalian University of Technology
Course: Organic Chemistry
Keywords: 3,5-Dichloroaniline 5,7-Dichloro-4-Hydroxyquinoline 4,5,7-Trichloroquinoline 4-Oxo-5,7-dichloro-1,2,3,4-tetra-hydroquinoline
CLC: TQ251
Type: Master's thesis
Year: 2006
Downloads: 214
Quote: 0
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Abstract


As an important agricultural and medical intermediate, 4,5,7-Trichloro-quinoline can be used for the preparation of kinds of 5,7-Dichloro-4-phenoxyquinolines with many substitutional phenols, which are reporterd as potent herbicides,microbicides,and fungicides.5,7-Dichloro-4-Hydroxyquinoline is an important intermediate to synthesize 4,5,7-Trichloro-quinoline.It have investigated the routes ,conditions and purify methods in this paper,which offers a base to lucubrate and industrialization,the question belong to the field of agricultural intermediate,the better routes and conditions of the synthesis is established.Two routes were used to synthesize 5,7-Dichloro-4-Hydroxyquinoline:One route beginning with 3,5-Dichloroaniline, ethyl cyanoacetate, triethyl methanetricarboxylate ,through condensation, cyclization, hydrolysis to gained 5,7-Dichloro-4-Hydroxyquinoline;another route use 3,5-Dichloroaniline and propenoic acid as raw material, through addition, cyclization , dehydrogenation to gained 5,7-Dichloro-4-Hydroxyquinoline.Under the optimistic conditions, the total yield of Route I is 63.8 % and of Routes II is 63.6 %.Compounds including the intermediates, ending products and other relative compounds are characterized with different methods.

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CLC: > Industrial Technology > Chemical Industry > Basic Organic Chemistry Industry > The production of heterocyclic compounds > Five heterocycles containing a single different atoms
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