Studies on the Synthesis, Crystal Structure and Antimicrobial Activities of 4-Methyl-2-heterocylic-2,3-dihydro-benzo[f]-1,5-thiazepine-3-carboxylic Acid Ethyl Ester and Its Reduction Products

doi:10.6023/cjoc201305039

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (10): 2237-2243.DOI: 10.6023/cjoc201305039 Previous Articles Next Articles

Notes

4-甲基-2-杂环-2,3-二氢苯并[f]-1,5-硫氮杂(艹卓)-3-羧酸乙酯及其还原产物的合成、晶体结构及抑菌活性的研究

田克情^a, 刘晓欣^b, 薛子桥^b, 杨田^b, 杜星琼^c, 张萍^b

a 河北化工医药职业技术学院化学与环境工程系石家庄 050026;
b 河北师范大学化学与材料科学学院石家庄 050024;
c 河北师范大学生命科学学院石家庄 050024

收稿日期:2013-05-24 修回日期:2013-06-10 发布日期:2013-06-21
通讯作者: 张萍 E-mail:zhangpingp@sina.com
基金资助:
国家自然科学基金(No. 20972040)资助项目

Studies on the Synthesis, Crystal Structure and Antimicrobial Activities of 4-Methyl-2-heterocylic-2,3-dihydro-benzo[f]-1,5-thiazepine-3-carboxylic Acid Ethyl Ester and Its Reduction Products

Tian Keqing^a, Liu Xiaoxin^b, Xue Ziqiao^b, Yang Tian^b, Du Xingqiong^c, Zhang Ping^b

a Environment and Chemical Engineering, Hebei Chemical and Pharmaceutical College, Shijiazhuang 050026;
b College of Chemistry, Hebei Normal University, Shijiazhuang 050024;
c College of Life Science, Hebei Normal University, Shijiazhuang 050024

Received:2013-05-24 Revised:2013-06-10 Published:2013-06-21
Supported by:
Project supported by the National Natural Science Foundation of China (No. 20972040).

Starting from ethyl acetoacetate and substituted heterocyclic aldehyde, a series of new 4-methyl-2-heterocyclic-2,3-dihydro-benzo[f]-1,5-thiazepine-3-carboxylic acid ethyl esters (2a～2l) were synthesized through 2-step reactions, and of which five compounds were reduced. The structures of the compounds were characterized by ¹H NMR, IR, MS, elemental analysis and X-ray diffraction study. The crystal of compound 2a belongs to triclinic system, space group P-1. The antibacterical activities of the new compounds against B. subtilis, C. albicans and C. neoformans were evaluated by filter paper approach, and the results indicated that most of them showed antibacterical activities, especially the compound 2a prominent.

Key words: 1,5-benzothiazepine, heterocyclic, reduction, crystal structure, antibacterical activity

Cite this article

Tian Keqing, Liu Xiaoxin, Xue Ziqiao, Yang Tian, Du Xingqiong, Zhang Ping. Studies on the Synthesis, Crystal Structure and Antimicrobial Activities of 4-Methyl-2-heterocylic-2,3-dihydro-benzo[f]-1,5-thiazepine-3-carboxylic Acid Ethyl Ester and Its Reduction Products[J]. Chin. J. Org. Chem., 2013, 33(10): 2237-2243.

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4-甲基-2-杂环-2,3-二氢苯并[f]-1,5-硫氮杂(艹卓)-3-羧酸乙酯及其还原产物的合成、晶体结构及抑菌活性的研究

Studies on the Synthesis, Crystal Structure and Antimicrobial Activities of 4-Methyl-2-heterocylic-2,3-dihydro-benzo[f]-1,5-thiazepine-3-carboxylic Acid Ethyl Ester and Its Reduction Products

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