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Study On Synthesis Of 4-(4-chlorophenyl)-4-piperidinol And Two Triazine

Posted on:2008-01-22Degree:MasterType:Thesis
Country:ChinaCandidate:J SongFull Text:PDF
GTID:2121360212490946Subject:Physical chemistry
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We studey the synthesis of 4-(4-chlorophenyl)-4-piperidinol in the first section. 4-(4-chlorophenyl) -4-piperidinol is the key intermediate of haloperidol, an anti-nerve medicine and loperamide.We compare all the routes of the synthesis of 4-(4-chlorophenyl) -4-piperidinol in a great deal of literature inside and overside. After thinking about the economic benefit, the environment problem and the feasibility in chemical production, we choose p-bromochlorobenzene as raw material, synthesize 4-(4-chlo-rophenyl) -4-piperidinol by grignard reaction, contraction, recomposition, addition and hydrolyzation. The merit of this route is the price of the raw material is low, and the raw material can be got easily. We mainly solve the following problems: during we purify 4-(4-chlorophenyl) -l,2,3,6-tetrahydropiperidine,we got its salt make use of its alkalescene instead of distilling it. Thus not only the output and quality of 4-(4-chlorophenyl)-4-piperidinol rises, but also the charges of equipment and manipulation drop obviously. Besides, we betterment the reactions, so that the product can be magnified.In the second section, we study the synthesis of two triazine ramifications (4- methyoxy-N,6-dimethyl-l,3,5-triazine-2-amine and 2-(tert-butylamino)-4-(cycloprop- ylamino)-6-(methylthio)-S-triazine). The triazine ramifications are widely applied. It is mostly applied to synthesis herbicide, antiseptic, insecticide, dyestuff, medicine and the addictive of lubricating oil.The synthesises of triazine ramifications use cyanuric chloride as raw materials popularly, and the three chlorines in cyanuric chloride is replaced by three substitute-nts. Cyanuric chloride react with cyclopropylamine, tere-butylamine, sodium mercap-tan successively to make 2-(tert-butylamino)-4-(cyclopropy- lamino)-6-(methylthio) -S-triazine. We solve triumphantly the problems in the primary synthesis route, such as the difficulty in reclaiming the solvent, the low output and quality. The other triazine ramifications can be synthesized by special way. We still study the synthesises of 4- methyoxy-N, 6-dimethyl-1,3,5-triazine-2-amine. After thinking about the economic benefit, the environment problem and the feasibility in chemical production, we choose dicyandiamide and trimethylorthaceate as raw materials, synthesize 2- Methoxy-N,4-methyl-4-methylthio-triazine, and then 4-methyoxy -N,6-dimethyl-1,3,5-triazine-2-amine. We solve the problems in the primary synthesis route by lots of experiments. In the latter step, we replace the solvent DAMC with the raw material, methyl-carbonate. Thus we solve not only the difficulty in reclaiming the solvent and the environment problems, but also can be used circularly only after being filtrated. Besides, we study the proportion of the raw materials, the time and the temperature in the reactions, so that the product can be magnified.
Keywords/Search Tags:Haloperidol, p-Bromochlorobenzene, Grignard reaction, Dicyandiamide, 4-Chloro-alpha-methylstyrene, 4-(4-chlorophenyl)-4-piperidinol, 4-Methoxy-N, 6-dimethyl-1,3,5-triazine-2-amine, 2-(tert-butylamino)-4-(cyclopropylamino)- 6-(methylthio)-S- triazine
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