摘要
2-氨基-6-卤代嘌呤是重要的核苷类药物的中间体。以鸟嘌呤为原料,通过乙酰化制得N2.9-二乙酰鸟嘌呤(Ⅰ),收率95.8%。氯化水解得到2-氨基-6-氯嘌呤(Ⅱa),收率75.8%。通过卤素交换制得2-氨基-6-氟嘌呤(Ⅱb)、2-氨基-6-溴嘌呤(Ⅱc)和2-氨基-6-碘嘌呤(Ⅱd),其收率分别为39.5%,87.2%和91.5%。用元素分析,核磁共振光谱,质谱,红外光谱对产物进行了分析,证明所得产物为目标化合物。重点研究了2-氨基-6-氟嘌呤(Ⅱb)的合成,最佳工艺条件为:n(Ⅱa)∶n(KF)=1∶5,硝基苯为溶剂,m(硝基苯)∶m(Ⅱa)=21∶1,四苯基溴化膦为相转移催化剂,m(四苯基溴化膦)∶m(Ⅱa)=1∶17,反应温度为190℃。
2-Amino-6-halogenpurine is a kind of important semi-pharmic of nucleotide. From guanine, through acetylation, chlorination and hydrolyzation, 2-amino-6-chloropurine ( Ⅱa, yield 75.8% ) was produced. Through halogen exchange, 2-amino-6-fluoropurine ( Ⅱ b, yield 39. 5 % ) , 2-amino-6-bromo- purine( Ⅱc ,yield 87.2% ) and 2-amino-6-iodopurine ( Ⅱ d yield,91.5% ) are formed. The products were characterized by elementary analysis,^1HNMR, MS and IR. Synthesis of Ⅱb was studied emphatically. The best technological conditions were : n ( Ⅱa ) :n (KF) = 1:5, m (nitrobenzene): m ( Ⅱa ) =21:1 ,m(Ph4PBr):m(Ⅱa) = 1:17 and reaction temperature 190 ℃.
出处
《精细化工》
EI
CAS
CSCD
北大核心
2006年第4期386-388,392,共4页
Fine Chemicals
关键词
嘌呤衍生物
鸟嘌呤
卤索交换
purine derivatives
guanine
halogen exchange