摘要
在无水乙醇和KOH存在下,将2-(4-氯苯氧甲基)-1-苯并咪唑乙酰肼(1)与CS2反应,合成出了中间体酰肼二硫代甲酸钾盐。此中间体再与过量的水合肼反应,经环化得到一种新化合物4-氨基-5-[2-(4-氯苯氧甲基)苯并咪唑-1-亚甲基]-1,2,4-三唑-3-硫酮。采用元素分析、IR及NMR技术确定了新化合物的结构,并利用2D NMR技术对其两种异构体(硫酮和硫醇)的1H和13C NMR谱带进行了全归属,给出了相应的偶合常数J值以及异构体所占的比例。实验表明,新化合物在DMSO中存在硫酮和硫醇两种异构体的互变,并且硫酮占主导,含量为81.9%,而硫醇的含量仅为18.1%。
A new compound,4-amino-5-[2-（4-chlorophenoxymethyl）benzimidazole-1-methyl-ene]-1,2,4-triazole-3-thione（3）,was synthesized by the reaction of the potassium dithiocarbazinate（2） with excess hydrazine hydrate.The compound 2 was obtained by the reaction of the hydrazide（1） with carbon disulfide in the presence of absolute ethanol and potassium hydroxide.The structure of the new compound 3 was determined by elemental analysis,IR and NMR techniques.The 1H and 13C NMR signals of two isomers（thione and thiol） of the compound 3 were assigned completely using 2D NMR techniques,and the corresponding coupling constants and the tautomeric ratios of isomers were also given out.Experimental results show that the target compound 3 in dimethyl-sulfoxide（DMSO） exists in the tautomerism of the thione and thiol,and the ratio of the dominant thione was 81.9%,while the thiol was 18.1%.
出处
《分析化学》
SCIE
EI
CAS
CSCD
北大核心
2011年第6期902-905,共4页
Chinese Journal of Analytical Chemistry
基金
辽宁省自然科学基金(No.20102126)
辽宁省教育厅高等学校科研基金(No.2008345)资助
关键词
1
2
4-三唑类衍生物
核磁共振波谱
结构解析
互变异构
4-Amino-5-[2-（4-chlorophenoxymethyl）benzimidazole-1-methylene]-1
2
4-triazole-3-thione
Nuclear magnetic resonance spectroscopy
Structure analysis
Tautomerism
