869478-09-1
869478-09-1 結(jié)構(gòu)式
基本信息
8-乙酰基-6-芐氧基-4H-苯并[1,4]惡嗪-3-酮
3-羰基-8-乙?;?6-芐氧基-4氫-苯并[1,4]惡嗪
6-(芐氧基)-8-乙?;?2H-苯并[1,4]惡嗪-3(4H)-酮
8-乙?;?6-(芐氧基)-2H-苯并[B][1,4]噁嗪-3(4H)-酮
8-acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one
8-acetyl-6-phenylmethoxy-4H-1,4-benzoxazin-3-one
8-acetyl-6-(phenylmethoxy)-2H-1,4-benzoxazin-3(4H)-one
8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
2H-1,4-Benzoxazin-3(4H)-one, 8-acetyl-6-(phenylMethoxy)-
8- Acetyl-6 - (benzoxy) -2H- Benzo [b] [1,4] oxazine -3 (4H) -ONE
物理化學(xué)性質(zhì)
制備方法
861841-90-9
79-04-9
869478-09-1
以1-(3-氨基-5-(芐氧基)-2-羥基苯基)乙酮和氯乙酰氯為原料,合成8-乙酰基-6-(芐氧基)-2H-苯并[b][1,4]噁嗪-3(4H)-酮的一般步驟如下:在冰浴冷卻條件下,將21.0 mL(258 mmol)氯乙酰氯緩慢滴加到含有60.0 g(233 mmol)1-(3-氨基-5-芐氧基-2-羥基苯基)乙酮和70.0 g(506 mmol)碳酸鉀的混合物中。滴加完畢后,將反應(yīng)混合物在室溫下攪拌過夜,隨后加熱至回流溫度繼續(xù)攪拌6小時。反應(yīng)完成后,趁熱過濾反應(yīng)混合物,并將濾液濃縮至約400 mL。向濃縮液中加入冰水,析出沉淀。通過抽濾收集沉淀,干燥后,使用短硅膠柱(洗脫劑比例為二氯甲烷:甲醇=99:1)進行色譜純化。合并含有目標(biāo)產(chǎn)物的餾分,蒸發(fā)溶劑后,將殘余物懸浮于異丙醇/二異丙醚混合溶劑中,抽濾并用二異丙醚洗滌,得到純品。產(chǎn)量:34.6 g(收率50%);質(zhì)譜數(shù)據(jù):[M + H]+ = 298。
參考文獻:
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1410 - 1414
[2] Patent: US2005/267106, 2005, A1. Location in patent: Page/Page column 7
[3] Patent: WO2005/111005, 2005, A1. Location in patent: Page/Page column 16
[4] Patent: US2007/249595, 2007, A1. Location in patent: Page/Page column 11
[5] Patent: US2007/88160, 2007, A1. Location in patent: Page/Page column 11
