Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 9
457
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

Methyl, Trifluoromethyl, and Methoxycarbonyl—Introduction to the Fifth Position on the Pyridine Ring of Chloronicotinyl Insecticide Imidacloprid

Pages 1235-1245 | Received 02 Aug 2005, Published online: 24 Feb 2007

References

  • Kagabu , S. 1997 . Chloronicotinyl insecticides—discovery, application and future perspective . Rev. Toxicol. , 1 : 75 – 129 .
  • Yamamoto , I. and Casida , J. E. 1999 . “ Nicotinoid Insecticides and the Nicotinic Acetylcholine Receptor ” . 300 Tokyo : Springer .
  • Nauen , R. , Ebbighaus‐Kinscher , U. , Elbert , A. , Jeschke , P. and Tietjen , K. 2001 . “ Acetylcholine receptors as sites for developing neonicotinoid insecticides ” . In Biochemical Sites of Insecticide Action and Resistance Edited by: Ishaaya , I. 77 – 105 . Berlin : Springer .
  • Kagabu , S. 2003 . “ Molecular design of neonicotinoids: Past, present and future ” . In Chemistry of Crop Protection, Progress and Prospects in Science and Regulation Edited by: Voss , G. and Ramos , G. 193 – 212 . Weiheim : Wiley‐VCH .
  • Nishiwaki , H. , Nakagawa , Y. , Takeda , D. , Okazawa , A. , Akamatsu , M. , Miyagawa , H. , Ueno , T. and Nishimura , K. 2000 . Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly‐head membranes and its relationship to insecticidal activity against the housefly Musca domestica . Pest Manag. Sci. , 56 : 875 – 881 .
  • Gsell , L. 1989 . Preparation and testing of [(pyridylmethyl)amino]‐nitroethylenes as insecticides, acaricides and ectoparasitcides . Eur. Pat. Appl. EP 302833 A2 19890208, 1989; Chem. Abst. , 111 : 39194
  • Gsell , L. 1989 . Preparation and testing of pyridylmethylcyanoguanidines as insecticides and acaricides . Eur. Pat. Appl. EP 306696 A1 19890315, 1989; Chem. Abst. , 111 : 97093
  • Kagabu , S. , Ogawa , M. , Makimura , M. and Nishimura , K. 2005 . Insecticidal and neuroblocking activities in the American cockroach (Periplaneta americana L.) of Mannich bases of nitromethylene imidazolidine neonicotinoids . J. Pestic. Sci. , 30 : 44 – 46 .
  • Drabek , J. and Neuman , R. 1985 . “ Proinsecticides ” . In Progress in Pesticide Biochemistry and Toxicology Edited by: Huston , D. H. and Roberts , T. R. 35 – 86 . New York : Wiley .
  • Hawkins , F. G. and Roe , A. 1949 . Preparation of 5‐fluoronicotinic acid and 5‐fluoronicotinamide . J. Org. Chem. , 14 : 328 – 332 .
  • Setliff , F. L. and Rankin , G. O. 1972 . Some 2,5‐ and 5,6‐dihalonicotinic acids and their precursors. II . J. Chem. Eng. Data , 17 : 515 – 516 .
  • Setliff , F. L. and Lane , J. E. 1976 . Some 2,5‐ and 5,6‐dihalonicotinic acids and their precursors. IV . J. Chem. Eng. Data , 21 : 246 – 247 .
  • Dunn , A. D. 1999 . Nucleophilic displacement in 2‐chloro(trifluoromethyl)pyridines with amines and ammonia . J. Fluorine Chem. , 93 : 153 – 157 .
  • Tschaen , D. M. , Desmound , R. , King , A. O. , Fortin , M. C. , Pipik , B. , King , S. and Verhoeven , T. R. 1994 . An improved procedure for aromatic cyanation . Synth. Commun. , 24 : 887 – 890 .
  • Morisawa , Y. , Kataoka , M. , Sakamoto , T. , Nagohori , H. , Kitano , N. and Kusano , K. 1978 . Studies on anticoccidial agents; 12, Synthesis and anticoccidial activity of methyl‐2(6)‐nitro‐ and 3(5)‐nitropyridinecarboxamides . J. Med. Chem. , : 194 – 199 .
  • Sreevasulu , M. and Rao , K. 1989 . A one‐pot synthesis of 2‐chloronicotinonitriles and fused 2‐chloro‐3‐cyanopyridines . Indian J. Chem. , 28B : 584 – 586 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.