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Preparing nicotinic acid by ozonolysis-decarboxylation of quinoline

HUANG Chengkun,ZHOU Congxiao,LI Tao,WUMANJIANG Eli   

  1. Xinjiang Technical Institute of Physics and Chemistry,Chinese Academy of Sciences;Graduate School of Chinese Academy of Sciences
  • Online:2007-08-25 Published:2007-08-25

喹啉臭氧化–脱羧合成烟酸

黄成坤,周聪晓,李 涛,吾满江·艾力   

  1. 中国科学院新疆理化技术研究所; 中国科学院研究生院

Abstract: Nicotinic acid is an important intermediate for pharmaceuticals and fine chemicals,and it is estimated that the domestic demand will exceed 5000 tons by 2010. In this paper,nicotinic acid was prepared by subliming amd decarboxylation of pyridine-2,3-dicarboxylic acid (quinolinic acid) which was obtained from the ozonolysis of quinoline in a solvent containing glacial acetic acid,acetic ether and water under mild reaction. Through the experiment,the influences of concentrated sulfuric acid and solvents on the yield of nicotinic acid were investigated. The optimum molar ratio of n(concentrated sulfuric acid)︰n(quinoline)=(1.1~1.5)︰1;V(glacial acetic acid)︰V(acetic ether) = 3︰1. Under the above conditions the yield of pyridine-2,3-dicarboxylic acid was up to 66%. Nicotinic acid was obtained by decarboxylation of pyridine-2,3-dicarboxylic acid with a yield of more than 96% and the melt point was 235~237.3℃. The relative mass fraction was no less than 95% detected by HPLC.

摘要: 报道了在常压和低温下,在冰乙酸、乙酸乙酯和水的混合溶剂中臭氧化喹啉得到2,3-吡啶二羧酸,然后升华脱羧制备烟酸。试验考察了浓硫酸和溶剂对烟酸产率的影响,最佳反应条件为:n(浓硫酸)︰ n(喹啉)=(1.1~1.5)︰1;V(冰乙酸)︰V(乙酸乙酯) = 3︰1。在该条件下2,3-吡啶二羧酸收率可稳定在66%以上,脱羧后得到烟酸,产率高于96%,熔点235~237.3 ℃,HPLC测得相对质量分数在95%以上。

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