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Researches On The Synthesis And/or Green Chemistry Technology Of Hydrate Hydrazine And Its Derivatives

Posted on:2008-04-26Degree:MasterType:Thesis
Country:ChinaCandidate:M Z SunFull Text:PDF
GTID:2251360215993450Subject:Industrial Catalysis
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Hydrate hydrazine is an important chemical materials, applied mainly to pesticides, medicines, treatment dose of some toxic organic wastes, polymer froth dose, rocket fuel and fuel battery in high technolotic area. The research and development of hydrate hydrazine and its derivatives has wide applications value.This dissertation is consisted of three parts. The first part is the synthesis of hydrate hydrazine using PCUK method. The second part is the synthesis of 4-amino-5-aryl-1, 2, 4-triazole-3-thiones and its Schiff bases derivatives, nitrofurantoin, dantrium sodium, benzophenone hydrazone and Schiff bases derivatives and so on. The third part is the synthesis of 1-aminohydantoin and some Schiff bases by solid phase organic synthesis technology.The acetone azine and methyl ethyl ketone azine were prepared using acetone and methyl ethyl ketone as starting materials, acetonitrile and acetamide as catalyst system reacted with hydrogen peroxide and ammonia in ionic liquid system. Hydrate hydrazine was obtained by the hydrolysis of azine. Then we used hydrate hydrazine to prepared a series of hydrate hydrazine derivatives with biology and pharmacology activity. Ethyl benzoate reacted with hydrate hydrazine to give benzohydrazide, following reacted with methanedithione and hydrate hydrazine to afford 4-amino-5-aryl-1, 2, 4-triazole-3-thiones. Then 4-amino-5-aryl-1, 2, 4-triazole-3-thiones reacted with aldehyde to give their Schiff bases. A series of semicarbazones were prepared by one-pot synthesis from hydrazine hydrate, urea and aryl aldehyde or heterocyclic aldehyde without catalyst, followed to react with ethyl mono-chloroacetate in presence of sodium ethoxide and to hydrolyze with hydro-chloric acid solution giving 1-aminoimidazolidine-2, 4-dione. 1-Aminoimi-dazolidine-2, 4-dione reacted with 5-nitro-2-furfurylidene diacetate and 5-(4-nitrophenyl)-furan-2-carbaldehyde respectively to give nitrofurantoin and dantrolene. Dantrolene was treated with sodium methanolate to give dantrium sodium. Benzoyl chloride reacted with benzene to give benzophenone. Benzo-phenone reacted with hydrate hydrazine to give benzophenone hydrazine. Benzophenone hydrazine reacted with aldehyde to afford their Schiff bases derivatives. Most of reactions were carried out by green chemistry technique, more efficient and friendly to the entironment.We also used solid phase organic synthesis to synthesize 1-aminohydan-toin and some" Schiff bases. 1-Aminoimidazolidine-2, 4-dione was obtained from resin-bound p-hydroxy benzaldehyde and Merrifield resin aldehyde as starting materials, to react with semicarbazide and ethyl monochloroacetate in presence of sodium ethoxide, following hydrolysis with hydrochloric acid solution designed two different ways by us. Some Schiff bases were paperared from resin-bound p-hydroxy benzaldehyde reacted with substituted benzena-mines or substituted hydrazine with solid phase organic syntheis technique.
Keywords/Search Tags:hydrate hydrazine, derivatives, synthesis, green chemistry, solid phase organic synthesis
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