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相转移催化法合成2-氯-3-氯甲基-噻吩及噻康唑
Synthesis of 2-Chloro-3-Chloromethyl-thiophene and Tioconazole via Phase Transfer Catalysis
【摘要】 以四丁基溴化铵为相转移催化剂,2-氯-噻吩和多聚甲醛、浓盐酸进行氯甲基化反应生成2-氯-3-氯甲基-噻吩,其结构经GC-MAS、IR、1H NMR分析确定,产率为77.6%。2-氯-3-氯甲基-噻吩和1-(2,4-二氯苯基)-2-(1-咪唑基)-乙醇在相转移催化条件下进行O-烷基化反应,然后与浓硝酸成盐生成噻康唑,其结构经 IR、1H NMR确定,产率为53%。
【Abstract】 The chloromethylation reaction of 2-chloro-thiophene via phase transfer catalysis was carried out to synthesize 2-chloro-3-chloromethyl-thiophene, where the catalyst was tetrabutylammonium bromide (TBAB ). The chloromethylation reagents used were paraformaldehyde and 37% concentrated hydrochloric acid. The structure of 2-chloro-3-chloromethyl-thiophene was confirmed by means of GC-MAS, IR and 1H NMR spectrometries. The yield was 77.6 %. The O-alkylation reactions between 1-(2,4-dichloro-phenyl)-2-( 1- imidazol)-ethanol and 2-chloro-3-chloromethyl-thiophene were performed in a two - phase system of organic solvent/solid NaOH under phase transfer catalytic condition. At the end, the tioconazole nitrate was formed by the addition of nitric acid. The structure of tioconazole was confirmed with IR and 1H NMR spectra. The yield of tioconazole was 53. 0% .
【Key words】 phase transfer catalysis; chloro-chloromethyl-thiophene; chloromethylation; tioconazole;
- 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2006年01期
- 【分类号】O626.2
- 【被引频次】12
- 【下载频次】579