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Pyridine Derivatives as Insecticides─Part 4: Synthesis, Crystal Structure, and Insecticidal Activity of Some New Thienylpyridines, Thienylthieno[2,3-b]pyridines, and Related Heterocyclic Derivatives.
Bakhite, Etify A; Abuelhassan, Suzan; Gad, Mohamed A; Abdel-Rahman, Abdu E; Ibrahim, Omaima F; Marae, Islam S; Mohamed, Shaaban K; Mague, Joel T; Nafady, Ayman.
Afiliação
  • Bakhite EA; Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • Abuelhassan S; Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • Gad MA; Research Institute of Plant Protection, Agriculture Research Center, Giza 12112, Egypt.
  • Abdel-Rahman AE; Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • Ibrahim OF; Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • Marae IS; Department of Chemistry, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • Mohamed SK; Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England.
  • Mague JT; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
  • Nafady A; Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, United States.
J Agric Food Chem ; 71(46): 17627-17634, 2023 Nov 22.
Article em En | MEDLINE | ID: mdl-37941360
The reaction of ethyl 5-cyano-2-methyl-4-(thiophen-2-yl)-6-thioxo-1,6-dihydropyridine-3-carboxylate (1) with 2-chloroacetamide or its N-aryl derivatives gave ethyl 6-((2-amino-2-oxoethyl)thio)-5-cyano-2-methyl-4-(thiophen-2-yl) nicotinate (2a) or its N-aryl derivatives 2b-f, respectively. Cyclization of 2a-f into their isomers 3a-f was carried out by heating in absolute ethanol in the presence of a catalytic amount of sodium ethoxide. The o-aminoamide 3a was reacted with some aryl aldehydes in refluxing ethanol containing a few drops of conc. HCl to afford the corresponding tetrahydropyrimidinones 4a-d. The cyclocondensation reaction of 3a with some cycloalkanones such as cyclopentanone and cyclohexanone gave the corresponding spiro compounds 5a,b. The crystal structures of compounds 2a and 2d were determined by single-crystal X-ray diffraction techniques. All new compounds were evaluated for their insecticidal activity toward nymphs and adults of Aphis gossypi.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Inseticidas Idioma: En Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Inseticidas Idioma: En Ano de publicação: 2023 Tipo de documento: Article