Synthesis of Aldehydo Sugar (4-oxoquinazolin-2-yl)hydrazones and their transformation into 1-(alditol-1-yl)-1,2,4-triazolo-[4,3-<i>a</i>]quinazolin-5(4<i>H</i>)-ones
作者:Mohamed A. Saleh、Mohamed F. Abdel-Megeed、Mohamed A. Abdo、Abdel-Basset M. Shkor
DOI:10.1002/jhet.5570400111
日期:2003.1
A series of the aldehydo-sugar hydrazones 4a-d and 5a-d were prepared by the reaction of 2-hydrazino-quinazolin-4(3H)-one (1) and 3-ethyl-2-hydrazinoquinazolin-4(3H)-one (2) with aldoses 3a-d. Treatment of hydrazones 4a-d and 5a-d with acetic anhydride in pyridine gave hydrazone acetates 6a-d and 7a-d. Compounds 7a-d were also prepared by ethylation of 6a-d. Reaction of compounds 4a-d and 5a-d with
该一系列的醛基糖的腙图4a-d和图5a-d是由2- hydrazinoquinazolin-4(3反应制得ħ) -酮(1)和3-乙基-2- hydrazinoquinazolin-4(3 ħ)-一(2)与醛糖3a-d。在吡啶中用乙酸酐处理4a-d和5a-d,得到乙酸hydr6a-d和7a-d。化合物7a-d也通过6a-d的乙基化制备。化合物4a-d和5a-d的反应用热的乙醇铁氯化物导致氧化环化成角环系统8a-d和9a-d,而不是线性系统10。乙酰化8a-d得到过-O,N-乙酰基衍生物11a-d,将其转化为相应的乙基衍生物12a-d。化合物12a-d与衍生自9a-d的乙酰化产物相同。