5-氨基-6-硝基-[1,2,5]噁二唑并[3,4-b]吡啶-1-氧化物的新法合成  

A New Synthetic Route to 5-Amino-6-nitro- oxadiazolopyridine-1-oxide

作　　者：董岩[1] 刘祖亮[1] 袁成梁[1] 

机构地区：[1]南京理工大学化工学院,南京210094

出　　处：《应用化学》2011年第5期521-525,共5页Chinese Journal of Applied Chemistry

摘　　要：以2,6-二氯吡啶为起始原料,经肼基化、还原、硝化、Nietzki-Dietschy环合4步反应得到5-氨基-6-硝基-[1,2,5]二唑并[3,4-b]吡啶-1-氧化物。结合反应机理讨论了还原、硝化、Nietzki-Dietschy环合反应的影响因素,获得了合成5-氨基-6-硝基-[1,2,5]二唑并[3,4-b]吡啶-1-氧化物的最佳工艺条件,目标产物的总收率为59.2%。用1H NMR、MS和IR谱对5-氨基-6-硝基-[1,2,5]二唑并[3,4-b]吡啶-1-氧化物的结构进行了表征。A new synthetic route to 5-amino-6-nitro- oxadiazolopyridine-1-oxide was developed using 2,6-dichloropyridine as starting materials via four steps,including hydrazinolysis,reduction,nitration and Nietzki-Dietschy cyclization.The effects of these reactions were investigated based on their reaction mechanisms.On the basis of these results,the reaction was optimized and the overall yield of target product was up to 59.2%.The product was characterized by 1HNMR,MS and IR.

关 键 词：二氯吡啶 氨基硝基-[1 2 5]噁二唑并[3 4-b]吡啶氧化物 盐酸羟胺 超酸硝化 Pd/C-H2还原 合成 

分 类 号：O626.3[理学—有机化学]