2-氨基-6-溴吡啶合成的研究.pdf

硕士论文 ,用于合成新型治疗炎症、糖尿病、高血压、神经性损伤、HIV病毒感染和增生类疾病的药物。 2-、氨化法和水解法。环化法是以环氧氯丙烷为原料,作用开环、再在HBr中环化制得,该方法收率高,污染严重:氮化法是以2,,在液氨中与氨基钾反应制得,该方法副反应多、收率很低;,经硝化、氧化、Curtius 重排、水解、碱化后制得,该方法流程多,收率低。,本人设计了新的合成制备途径。以 ,经溴代、KMn04氧化、酰化、霍夫曼水解后制得目标产物 ,用红外光谱法和核磁共振谱对中间体和产物进行了结构表征。实验得到了中间体和目标产物的较佳合成工艺条件:(Br2):n()=3:1,.15~.10℃条件下,%;2一羧基一6一溴吡啶在 11(KMn04):n()=3:l,水为溶剂,80*(2条件下,%;6-():n(SOCl2)=l:5,DMF为催化剂,回流条件下,%;():n(氨水)=1:6;,.10℃条件下,%;(-甲酰胺):n(Br2)=1:,NaOH溶液浓度10%,70℃条件下,%;%。实验结果表明,此合成路线方法可行,操作简单,三废排放少,为放大试验和工业化生产提供了依据。关键词:,溴代,氧化,酰化,霍夫曼水解, Abstract 2-amino-6-bromopyridine is akind ofimportant pharmaceutical intermediates which call beused tosynthesize medicines againstinflammation,diabetes, blood pressure,nerve injury,HIV infection andproliferative. 2-amino--6--bromopyridine was prepared by cyclization,amination and hydrolysis protocol method Wasstarted、^,imepichlorohydrin asrawmaterial. ring was opened with potassium cyanide,and then itWaScyclized inthehydrobromic acid yield was hi班with more pollution amination method, 2,6-dibromo-3-dimethylaminopyridine WaS selected舔raw material,reaction was proceeded witllamino-potassium inliquid ammonia withlow-yield andmuch metho也2-amino-·6-bromopyridine Was synthesized from 2-methyl-pyridine N-·oxide by nitration,oxidation,Curtius rearrangement,hydrolysis,alkalization,and theyield Was low plex process. On thebaSis thatsynthetic methods of2-amino-6-bromopyridine were analyzed,a new synthetic method WaS thepaper,2-amino-6-bromopyridine was synthesized from 2-amino-6-methylpyridine through brominating,oxidating,acylating,Hoffman hydrolysis