正交实验法在3-甲基-7-二乙氨基-1,4-氧氮杂萘-2-酮合成中的应用研究

Applied research of orthogonal experiment method in synthesis of 3-methyl-7-diethylamino-1,4-benzoxazin-2-ketone

使用正交实验方法探索合成3-甲基-7-二乙氨基-1,4-氧氮杂萘-2-酮的最佳工艺。对合成过程中的N-烷基化反应、亚硝化反应和氧氮杂萘酮合成分别进行正交实验。烷基化反应的最佳条件为:间氨基酚与硫酸二乙酯、无水碳酸钠及水的摩尔比分别为1∶3.4,1∶2.2和1∶30,产率为65%。亚硝化反应的最佳条件为:反应时间3 h,间-N,N-二乙氨基酚与盐酸及醋酸钠的摩尔比分别为1∶12.5和1∶3,在此条件下,产率为69.8%。氧氮杂萘酮的合成最佳反应条件为:2-亚硝基-5-N,N-二乙氨基苯酚与水合肼、丙酮酸乙酯及活性镍的摩尔比分别为1∶5.5,1∶2.3和1∶1.7,在此条件下,产品产率为70.5%。

By the orthogonal experiment method to explore synthesis of 3-methyl-7-diethylamino-1,4- benzoxazin-2-ketone optimum process. For the process of synthesis of N-alkylation reaction, nitrosation reaction and benzoxazinone synthesized orthogonal experiment separately. The optimal conditions for the alkylafion reaction：m-aminophenol with diethyl sulfate, anhydrous sodium carbonate and water in a molar ratio of respectively are 1 ： 3.4,1 ： 2.2 and 1 ： 30 with 65 % yield. The optimal conditions for the nitrosation reaction：reaction time is 3 h, the molar ratio of 3-N, N-diethylamino phenol with hydrochloric acid and sodium acetate are 1 ： 12.5 and l： 3. Under these conditions the yield is 69.8%. The optimal conditions for benzoxazine synthesis：2-nitroso-5-N,N-diethylaminophenol with hydrazine hydrate ,acetone ,ethyl and ac- tive nickel molar ratio respectively of 1：5.5,1 ： 2.3 and 1 ： 1.7. Under this condition the product yield of 7O. 5%.