Synthesis of 5-substituted 3-amino-1H-pyrazole-4-carbonitriles as precursors for microwave assisted regiospecific syntheses of pyrazolo [1, 5-a] pyrimidines
F Al-Qalaf, F Mandani, MM Abdelkhalik, AA Bassam
Index: Al-Qalaf, Fawzia; Mandani, Faisal; Abdelkhalik, Mervat Mohammed; Bassam, Abeer Abdulrahman Molecules, 2009 , vol. 14, # 1 p. 78 - 88
Full Text: HTML
Citation Number: 9
Abstract
Abstract: A simple route to 3-oxoalkanonitrile 5, a precursor of the title compounds is described. Reaction of enaminones 2 with hydroxylamine hydrochloride in ethanol yielded aldoximes 3 that were converted readily into 5 in basic medium. This method has been successfully applied with a number of substrates and resulted in excellent yields of the products. Reacting 5 with trichloroacetonitrile afforded 3-amino-2-aroyl-4, 4, 4-trichloro-2- ...
Related Articles:
Copper-Catalyzed Aerobic Oxidative Coupling of Aromatic Alcohols and Acetonitrile to β-Ketonitriles
[Shen, Jiaxuan; Yang, Dejun; Liu, Yuxiao; Qin, Shuangshuang; Zhang, Jingwu; Sun, Jiangkai; Liu, Chunhui; Liu, Chaoyang; Zhao, Xiaomei; Chu, Changhu; Liu, Renhua Organic Letters, 2014 , vol. 16, # 2 p. 350 - 353]
Expedient acylations of primary and secondary alkyl cyanides to α-substituted β-ketonitriles
[Katritzky, Alan R.; Abdel-Fattah, Ashraf A. A.; Wang, Mingyi Journal of Organic Chemistry, 2003 , vol. 68, # 12 p. 4932 - 4934]
[Akula, Ramulu; Xiong, Yan; Ibrahim, Hasim RSC Advances, 2013 , vol. 3, # 27 p. 10731 - 10735]
[Barhdadi, Rachid; Gal, Jacques; Heintz, Monique; Troupel, Michel Journal of the Chemical Society, Chemical Communications, 1992 , # 1 p. 50 - 51]
[Puterova, Zita; Andicsova, Anita; Vegh, Daniel Tetrahedron, 2008 , vol. 64, # 49 p. 11262 - 11269]