| 5-氟烟酸的合成 |
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| 引用本文： | 莫卫民,俞雄飞,孙楠,胡宝祥.5-氟烟酸的合成[J].精细化工,2003,20(7):443-445. |
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| 作者姓名： | 莫卫民 俞雄飞 孙楠 胡宝祥 |
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| 作者单位： | 浙江工业大学,化学工程学院,浙江,杭州,310014 |
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| 摘 要： | 以烟酸(Ⅰ)为原料,经3步反应合成5 氟烟酸(Ⅵ)。Ⅰ与SOCl2在50℃回流4h后,除去SOCl2,170℃溴化12h,水解得5 溴烟酸(Ⅲ),收率为91%;Ⅲ于反应釜中,Cu2+为催化剂,与氨水在190℃反应24h,氨化得5 氨基烟酸(Ⅳ),收率为75%;Ⅳ应用希曼反应,在0℃重氮化,HBF4氟代得氟硼酸盐(Ⅴ),70℃热解Ⅴ得Ⅵ,收率77%。5 氟烟酸结构经FTIR、GC-MS证实。
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| 关 键 词： | 烟酸 溴化 氟代 5-氟烟酸 |
| 文章编号： | 1003-5214(2003)07-0443-03 |
Synthesis of 5-Fluoronicotinic Acid |
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| Abstract: | 5 Fluoronicotinic acid was prepared using nicotinic acid as starting material through three step reactions.Nicotinic acid,refluxed for 4 h with thionyl chloride and excess thionyl chloride evaporated,was brominated at 170 ℃ for 12 h to give 5 bromonicotinic acid in 91% yield after hydrolysis.Amination of 5 bromonicotinic acid in autoclave by ammonium hydroxide solution with copper sulfite pentahydrate as catalyst at 190 ℃ for 24 h gave 5 aminonicotinic acid in 75% yield.By Schiemann reaction,5 aminonicotinic acid was diazotized at 0 ℃ in the presence of excess fluoboric acid and the diazonium fluoborate was decomposed in toluene at 70 ℃ to give 5 fluoronicotinic acid in 77% yield.The title compound was identified by FTIR and GC-MS. |
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| Keywords: | nicotinic acid bromination amination fluoration 5-fluoronicotinic acid |
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