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1.Study On The Synthesis And Preparation Of Herbicide Aclonifen 2.Synthesis Of Benzothiazole(benzoxazole)Couplet Azole Compounds

Posted on:2014-05-10Degree:MasterType:Thesis
Country:ChinaCandidate:H L WangFull Text:PDF
GTID:2371330491456995Subject:Chemical Engineering
Abstract/Summary:PDF Full Text Request
1.The synthesis of aclonifen was studied in this paper.All the condition reaction were investigated,including two intermediates:2,3,4-Trichloron-itrobenzene(?),2,3-dichloro-6-nitroaniline(?).Aclonifen was obtained by the condensation of intermediate ? with phenol.The specific synthetic route was as follows:the intermediate ?2,3,4-Trichloronitrobenzene was obtained from 1,2,3-trichlorobenzene by nitrification,yield 99.1%;the intermediate ? reacted with ammoniation to get 2,3-dichloro-6-nitroaniline,yield 93.8%;then the aclonifen was obtained from 2,3-dichloro-6-nitroaniline by etherification,yield 88.7%.The total isolated yield was up to 82.5%.The effects of reaction temperature,reaction time,mole ratio of reactors and stir speed etc.on the experiment results were investigated.Compare to the reported synthetic process,this paper's method had advantages of mild reaction conditions,convenient procedures,high yield,good quality of products,lower operating cost and less pollution.According to the physical and chemical properties of aclonifen,WP was studied.The best formulation of WP was obtained with composition of aclonifen 30%,diatomite 60%,NNO 9%,M91%?2.Benzothiazole(Benzaoxazole)derivatives have been widely used in pesticidal and medicinal fields because of their good biological activities.Based on our group 's research,twenty-one novel derivatives of 3-((5-(benzylthio)-1,3,4-oxadiazol-2-yl)methyl)benzo[d]thiazol(oxazol)-2(3H)-one and eight novel derivatives of N-(benzo[d]thiazol-2-yl)-2-((5-phenyl-1,3,4-thiadiazol(oxadiazol)-2-yl)thio)acetamide were synthesized.All of them are new compoun ds.It may be summarized as follows:(1).In order to find the new heterocycle of benzothiazole(benzaoxazole)lead compounds,twenty-one novel derivatives of 3-((5-(benzylthi o)-1,3,4-oxadiazol-2-yl)methyl)benzo[d]thiazol(oxazol)-2(3H)-one were synthesized by substituted 2-aminobenzenethiol as starting materials via cyclizing,esterification,hydrazine,cyclizing and the last benzylation.The structures of the target compounds were characterized by 1H NMR,ESI-MS and elemental analysis.The biological activites of benzothiazole(benzoxazole)derivatives is testing.(2).The intermediate I(5-phenyl-1,3,4-thiadiazole(oxadiazole)-2-thiol)was obtained by substituted benzoic acid as starting materials via esterification,hydrazine and last cyclizing;the intermediate ?(substituted N-(benzo[d]thiazol-2-yl)-2-chloroacetamide)was obtained by substituted benzo[d]thiazol-2-amine.The target compounds derivatives of N-(benzo[d]thiazol-2-yl)-2-((5-phenyl-1,3,4-thiadiazol(oxadiazol)-2-y 1)thio)acetamide were obtained by the intermediate ? and the inter-mediate II at the room temperature.The structures of the target compounds were characterized by 1H NMR.
Keywords/Search Tags:herbicide, aclonifen, nitrification, amination, wettable powder, benzothiazole, benzoxazole, thiadiazde, oxadiazole, sulfoether, amide, synthesis
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