2-氨基-6-氯苯并噻唑的合成研究

Study on the Synthesis of 2-Amino-6-Chlorobenzothiazole

苯并噻唑类化合物具有独特的生理和生物活性,在农药、医药等领域有着广泛的应用。苯并噻唑类化合物是制作荧光增白剂、荧光染料的重要原料,在高灵敏度显色剂的合成中也具有重要的地位。由于该类化合物的广泛应用,其合成一直受到化学研究人员的关注。在多种合成2-氨基-6-氯苯并噻唑的工艺路线中,选择一条进行了研究。该路线是由4-氯苯胺先与硫酸成盐,再与硫氰酸铵进行加成反应而得4-氯苯基硫脲,然后用硫酰氯做关环剂合成2-氨基-6-氯苯并噻唑。文章通过正交实验法对实验条件进行了探索,并讨论了影响反应收率的各种因素,找到了达到最高收率的反应条件。实验中得到的4-氯苯基硫脲的平均收率为80.7%,由4-氯苯基硫脲合成2-氨基-6-氯苯并噻唑的平均收率为82.2%,总平均收率为66.3%。

Benzothiazole compounds have unique physical and biological activity,and have a wide range of applications in the pesticide medicine and other fields.Benzothiazole compounds were important raw materials in the production of fluorescent whitening agent,fluorescent dyes.They are also important raw materials in the synthesis of high-sensitivity reagents.Due to the extensive applications of such compounds,their chemical synthesis has been mainly concerned by researchers.In a variety synthesis of 2-Amino-6-Chlorobenzothiazole line process,select one studied.The line is from 4-chloroaniline salt with sulfuric acid,and then carried out with the addition reaction of ammonium thiocyanate derived from 1-（4-Chlorophenyl）-2-thiourea,and then do with sulfuryl chloride cyclization synthesis 2-Amino-6-Chlorobenzothiazole.In the paper,orthogonal experimental method was applied to explore the experimental conditions,and the impact of yield response to various factors is discussed then,the highest yield of the reaction conditions was found.Experiments of 1-（4-Chlorophenyl）-2-thiourea average yield was 80.9 %,from 4-chlorophenyl thiourea the average yield was 82.2 % when synthesis of 2-Amino-6-Chlorobenzothiazole,overall average yield 66.3 %.