Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines

Jandourek Ondrej; Dolezal Martin; Kunes Jiri

首页> 外文期刊>Current Organic Synthesis >Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines

【24h】

Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines

机译：微波合成吡嗪酰胺衍生物：3-氯吡嗪-2-羧酰胺与环取代苯胺的偶联反应

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

A new approach for aminodehalogenation reaction between 3-chloropyrazine-2-carboxamide and ring-substituted anilines is described. A series of 16 compounds (15 of them novel) derived from pyrazinamide have been synthesized successfully using the advantage of microwave-assisted reaction. The conditions for this aminodehalogenation reaction have been put to investigation to optimize the conversion, yield and time. The final methodology reduces the time needed for reaction from 24 hours using conventional heating to 30 minutes under microwave irradiation and increases the yield. The synthetic procedure together with analytical data of all compounds is presented. Lipophilicity properties were calculated and experimentally determined.

机译：描述了3-氯吡嗪-2-羧酰胺和环取代的苯胺之间氨基脱卤反应的新方法。利用微波辅助反应的优势，成功合成了一系列由吡嗪酰胺衍生的16种化合物（其中15种是新颖的）。已经对该氨基脱卤化反应的条件进行了研究，以优化转化率，产率和时间。最终的方法将反应所需的时间从使用常规加热的24小时减少到微波辐射下的30分钟，并提高了收率。介绍了合成过程以及所有化合物的分析数据。计算并实验确定亲脂性。

著录项

来源
《Current Organic Synthesis》 |2015年第2期|共8页
作者
Jandourek Ondrej; Dolezal Martin; Kunes Jiri;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Aminodehalogenation; aniline; carboxamide; heterocycles; microwave synthesis; pyrazinamide; tuberculosis;

机译：氨基卤化;苯胺;羧酰胺;杂环;微波合成;吡嗪酰胺;结核;

相似文献

外文文献
中文文献
专利

1. Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines [J] . Jandourek Ondrej, Dolezal Martin, Kunes Jiri Current Organic Synthesis . 2015,第2期

机译：微波合成吡嗪酰胺衍生物：3-氯吡嗪-2-羧酰胺与环取代苯胺的偶联反应
2. Synthesis of Novel Pyrazinamide Derivatives Based on 3-Chloropyrazine-2-carboxamide and Their Antimicrobial Evaluation [J] . Ondrej Jandourek, Marek Tauchman, Pavla Paterova, Molecules . 2017,第2期

机译：基于3-氯吡嗪-2-羧酰胺的新型吡嗪酰胺衍生物的合成及其抗菌评价
3. Microwave-assisted simple synthesis of 2-anilinopyrimidines by the reaction of 2-chloro-4,6-dimethylpyrimidine with aniline derivatives [J] . Campestre Cristina, Keglevich Gyoergy, Koti Janos, RSC Advances . 2020,第21期

机译：通过2-氯-4,6-二甲基嘧啶与苯胺衍生物的反应，微波辅助简单合成2-双嘧啶吡啶
4. Synthesis of partly-fluorinated heterocycles: reaction of perfluoro-2-methyl-2-pentene or perfluoro-5-aza-4-nonene with aniline or its derivatives [C] . Ki-Whan Chi, Furin, G.G. . 2000

机译：部分氟化杂环的合成：全氟-2-甲基-2-戊烯或全氟-5-氮杂-4-壬烯与苯胺或其衍生物的反应
5. Part I: Microwave-Assisted Continuous Flow Organic Synthesis (MACOS) and the Heck-type aminocarbonylation of aryl halides, and, the Suzuki-Miyaura cross-coupling of chloroformates. Part II: Structure-activity relationship (SAR) analysis of NHC-palladium PEPPSI complexes in aminations and cross-couplings [D] . Nasielski, Joanna 2009

机译：第一部分：微波辅助连续流动有机合成（MACOS）和芳基卤化物的Heck型氨基羰基化，以及氯甲酸酯的Suzuki-Miyaura交叉偶联。第二部分：胺和交叉偶联中NHC-钯PEPPSI复合物的结构-活性关系（SAR）分析
6. Synthesis of Novel Pyrazinamide Derivatives Based on 3-Chloropyrazine-2-carboxamide and Their Antimicrobial Evaluation [O] . Ondrej Jandourek, Marek Tauchman, Pavla Paterova, 2017

机译：基于3-氯吡嗪-2-羧酰胺的新型吡嗪酰胺衍生物的合成及其抗菌评价
7. Synthesis of Novel Pyrazinamide Derivatives Based on 3-Chloropyrazine-2-carboxamide and Their Antimicrobial Evaluation [O] . Ondrej Jandourek, Marek Tauchman, Pavla Paterova, 2017

机译：基于3-氯吡嗪-2-甲酰胺的新型吡嗪酰胺衍生物的合成及其抗菌性评价
8. Phase Transfer Pd(O) Catalyzed Polymerization Reactions. 1. Synthesis of 1,2-(4,4'-Dialkoxyaryl)Acetylene Monomers and 1,4-Bis(2-(4',4''-Dialkoxyphenyl)Ethynyl)Benzene Derivatives by Phase Transfer Pd(O)/Cu(I) Catalyzed Coupling Reactions. [R] . Pugh, C., Percec, V. 1990

机译：相转移pd（O）催化的聚合反应。 1.相转移pd（O）/ Cu合成1,2-（4,4'-二烷氧基芳基）乙炔单体和1,4-双（2-（4'，4'-二烷氧基苯基）乙炔基）苯衍生物（I）催化的偶联反应。

Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines

摘要

著录项

相似文献

相关主题

期刊订阅