苯嗪草酮的合成及工艺分析-synthesis and technological analysis of buprofezin.docxVIP

AbstractMetamitronisalowtoxicity,highefficiency,lowresidualherbicidewhichiswidelyusedincornfieldsandsugarbeetfields,singleanddoublecotyledonscancontrolweeds.SoMetamitronisimportantherbicideinnthedomesticmarkettheherbicide.1、Ethylbenzoylformatewassynthesizedfromdimethyloxalateviathreestepsincludingreplacement,chloridement,Friedel-Craftsreaction.Theprocesswasoptimizedandresultsshowthattheidealreactionconditionsofdiethyloxalylpotassiumarethemolarratio1.06:1(dimethyloxalate:potassiumcarbonate),thereactiontemperature65℃,thereactiontime3h.theidealreactionconditionsofdiethyloxalylchloridearethemolarratio1:3(threephosgene:diethyloxalylpotassium),thechargingtemperature25℃,thereactiontemperature80℃,thereactiontime5h.theidealreactionconditionsofethylbenzoylformatearethemolarratio1:6(Aluminumtrichloride:benze),thechloridetime3.5h,thereactiontemperature5℃,thereactiontime6h.Comparedwiththereportedroute,theprocessusesalow-costandstablerawmaterialofdiethyloxalate,thetotalyieldwas73.8%andGCpurity99.5%.2、Basisonthereviewofrelevantliteratures,wedevelopedasyntheticrouteofmetamitron.Targetcompundsmetamitronwassynthesizedusinghomemadeethylbenzoylformateasstartingmaterialsinthreestepsincludingaddition,condensationandcyclization.TheproductswerecharacteriedbyIR,1HNMRand13CNMR.Thefactorsofeverystepinprocess,suchasreactiontemperature,reactiontimeandrawmaterialmoleratiowerefoundandoptimized.sotheidealreactionconditionsof2-acetylhydrazinehydrazone-2-phenylethylacetatearethemolarratio1.1:1(acetylhydrazine:ethylbenzoylformate),thereactiontemperature70℃,TLCtotrackreactionprocess.theidealreactionconditionsof2-acetylhydrazinehydrazone-2-phenylhydrazineacetylarethemolarratio1:1.5(2-acetylhydrazinehydrazone-2-phenylethylacetate:hydrazinehydrate),thereactiontemperature25℃,thereactiontime24h.theidealreactionconditionsof2-acetylhydrazinehydrazone-2-phenylhydrazineacetylarethemolarratio1:1.5(2-acetylhydrazinehydrazone-2-phenylethylacetate:hydrazinehydrate),thereactiontemperature25℃,thereactiontime24h.thei