Reactions of tetracyanoethylene with dimethyl/arylhydrazines and arylamines

被引:2
作者
Ivanova, Elizaveta S. [1 ]
Nasakin, Oleg E. [1 ]
Maryasov, Maxim A. [1 ]
V. Andreeva, Vera [1 ]
Romashov, Nikita P. [1 ]
Lodochnikova, Olga A. [2 ]
机构
[1] IN Ulyanov Chuvash State Univ, Cheboksary 428015, Russia
[2] Russian Acad Sci, AE Arbuzov Inst Organ & Phys Chem, FRC Kazan Sci Ctr, Kazan 420088, Russia
基金
俄罗斯科学基金会;
关键词
pyrazolecarbonitriles; hydrazines; tetracyanoethylene; anesthetic substances; aromatic amines; CYANOCARBON CHEMISTRY;
D O I
10.1016/j.mencom.2023.10.038
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction between tetracyanoethylene and N,N-dimethyl-or N-(2-pyridyl)hydrazines affords 5-amino-3,4-dicyano-pyrazoles. In cases of aromatic amines, replacement of one cyano group by amino one occurs thus giving N-(tricyano-vinyl)anilines.
引用
收藏
页码:853 / 855
页数:3
相关论文
共 29 条
[1]   Heterocyclic o-aminonitriles:: Preparation of pyrazolo [3,4-d]-pyrimidines with modification of the substituents at the 1-position [J].
Al-Afaleq, EI ;
Abubshait, SA .
MOLECULES, 2001, 6 (07) :621-638
[2]   New cycloaddition of diarylazines with 1,2-dehydrobenzene, 1,1,2,2-tetracyanoethylene, and dibenzoylacetylene - Facile synthesis of acridinones, pyrazolidine, and pyridazine derivatives [J].
Aly, AA ;
Gomaa, MAM .
CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (01) :57-62
[3]   Different Directions of the Reaction of 1-(2-Oxocycloalkyl)-ethane-1,1,2,2-tetracarbonitriles with Aqueous Ammonia [J].
Belikov, M. Yu. ;
Ershov, O. V. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (04) :456-461
[4]   Synthesis of 5-amino-3H-pyrrole-3,4-dicarbonitriles from 4-aryl-4-oxobutane-1,1,2,2-tetracarbonitriles [J].
Belikov, M. Yu. ;
Ershov, O. V. ;
Lipovskaya, I. V. ;
Eremkin, A. V. ;
Nasakin, O. E. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (09) :1426-1427
[5]   Overview of recent developments of pyrazole derivatives as an anticancer agent in different cell line [J].
Bennani, Fatima Ezzahra ;
Doudach, Latifa ;
Cherrah, Yahia ;
Ramli, Youssef ;
Karrouchi, Khalid ;
Ansar, M'hammed ;
Faouzi, My El Abbes .
BIOORGANIC CHEMISTRY, 2020, 97
[6]   Synthesis of Some Biologically Active Pyrazolylphthalazine Derivatives and Acyclo-C-nucleosides of 6-(2,4,6-trimethylphenyl)-1,2,4-triazolo[3,4-a]phthalazine [J].
El-Shamy, Ibrahim E. ;
Abdel-Mohsen, A. M. ;
Fouda, Moustafa M. G. ;
Al-Deyab, Salem S. ;
El-Hashash, Maher A. .
ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (14) :4405-4415
[7]   Novel Pyrazoloquinolin-2-ones: Design, synthesis, docking studies, and biological evaluation as antiproliferative EGFR-TK inhibitors [J].
Elbastawesy, Mohammed A., I ;
Aly, Ashraf A. ;
Ramadan, Mohamed ;
Elshaier, Yaseen A. M. M. ;
Youssif, Bahaa G. M. ;
Brown, Alan B. ;
Abuo-Rahma, Gamal El-Din A. .
BIOORGANIC CHEMISTRY, 2019, 90
[8]   Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore [J].
Fleming, Fraser F. ;
Yao, Lihua ;
Ravikumar, P. C. ;
Funk, Lee ;
Shook, Brian C. .
JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (22) :7902-7917
[9]   PYRAZOLO[3,4-D]PYRIMIDINES RELATED TO LONIDAMINE [J].
GATTA, F ;
LUCIANI, M ;
PALAZZO, G .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (03) :613-618
[10]   Tetracyanoethylene as a mediator and building block in synthesis of 5-substituted amino-1,3,4-thiadiazolyl-1H-pyrazole derivatives [J].
Hassan, Alaa A. ;
Mohamed, Shaaban K. ;
Abdel-Latif, Fathy F. ;
Mostafa, Sara M. ;
Mague, Joel T. ;
Akkurt, Mehmet ;
Abdel-Aziz, Mohamed .
TETRAHEDRON LETTERS, 2016, 57 (03) :345-347