653587-91-8Relevant academic research and scientific papers
Facile Synthesis of Nicotinic Acid Derivatives with Unsymmetrical Substitution Patterns
Zhao, Wei-Guang,Liu, Zheng-Xiao,Li, Zheng-Ming,Wang, Bao-Lei
, p. 4229 - 4234 (2003)
Two novel methods for synthesis of nicotinic acid derivatives with unsymmetrical substitution patterns were presented via ketene dithioacetals. The ketene N,S-acetals 2 reacted with β-ketoesters or β-cyanoesters to give 4-amino-5-cyano-2-alkyl-6-methylthi
Synthesis and herbicidal activity of 2-alkyl(aryl)-4-amino-3-[alkyl(alkoxy) carbonyl]-5-cyano-6-[(3-trifluoromethyl)phenoxy]-pyridines
Zhai, Yue-E,Shi, De-Qing
, p. 1039 - 1042 (2013/10/21)
To find novel bleaching herbicide lead compounds, a series of novel 2-alkyl(aryl)-4-amino-3-[alkyl(alkoxy)carbonyl]-5-cyano-6-[(3-trifluoromethyl) phenoxy]-pyridines was designed and synthesized by the multistep reactions. N,S-acetal 1 reacted with 2 to obtain multisubstituted pyridines 3 in the presence of zinc nitrate as the catalyst. The target compounds 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l were formed by the oxidation of 3, followed by the substitution with 3-(trifluoromethyl)phenol in the presence of potassium carbonate. Their structures were confirmed by IR, 1H NMR, EI-MS, and elemental analyses. The preliminary bioassays indicated that some of them displayed moderate herbicidal activity against dicotyledonous weed Brassica campestris L at the concentration of 100 mg/L.
Novel zinc ion-catalyzed synthesis of unsymmetric multisubstituted pyridines
Ren, Qingyun,Mo, Wenyan,Yao, Yongyan,He, Hongwu,Gu, Yucheng
experimental part, p. 303 - 312 (2010/03/30)
A facile and convenient synthesis of unsymmetric multisubstituted pyridines from β-ketoesters and ketene N,S-acetals or ketene N,N-acetals has been achieved in good yields catalyzed by Zn(NO3)26H 2O in the presence of triethylbenzylammonium (TEBA) chloride in ethanol. This reaction was carried out under economical, one-pot reaction conditions (using easily obtained starting materials, and inexpensive catalyst and solvent) and offers considerable improvements over traditional methodology.
Synthesis and biological activity of 4-methylene-pyrido[4,3-d]pyrimidines
Mo, Wenyan,Yao, Yongyan,Shen, Yunli,He, Hongwu,Gu, Yucheng
experimental part, p. 579 - 583 (2009/12/30)
(Chemical Equation Presented) Fifteen novel 3-substituted-5-methyl-4- methylene-7-alkylsulfanyl-3,4-dihydro-pyrido[4,3-d]pyrimidine-8-carbonitriles 5a-o, were synthesized via a facile annulation process in which formation of the pyrimidine ring proceeded
Facile synthesis and biological activities of novel fluorine-containing pyrido[4,3-d]pyrimidines
Mo, Wenyan,Liao, Guihong,Wang, Tao,He, Hongwu
, p. 519 - 523 (2008/12/23)
Fourteen novel 3-substituted-5-methyl-4-methylene-7-alkylsulfanyl-3,4-dihydro-pyrido[4,3-d]pyrimidine-8-carbonitriles, compounds 4a-n, were designed and synthesized via a facile regioselective cyclization process. The intermediate 2 reacted with triethyl orthoformate (molar ratio is 1:4) in the presence of acetic anhydride to give formamidate 3, which was cycled to 4 regioselectively upon addition of different amines at mild condition. The structures of compounds 4a-n were confirmed by IR, 1H NMR, MS and elemental analysis. The preliminary bioassay indicated that some compounds possess significant herbicidal activity against the roots of rape and barnyard grass, especially when the fluorine atom was introduced to the para position of the substitutents on pyrimidine ring; some compounds showed fungicidal activities against Rhizoctonia solani, Botrytis cinereapers, Gibberella zeae, Dothiorella gregaria, Colletotrichum gossypii as well, and the introduction of fluorine has negative effect on the antifungal activities.
