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SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF 2,6-DIAZIDO-4-METHYLNICOTINONITRILE DERIVATIVES

Людмила Всеволодовна Дядюченко, Ирина Геннадиевна Дмитриева, Николай Александрович Аксенов, Виктор Викторович Доценко
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Abstract


A number of 2,6-diazido-4-methylnicotinonitrile derivatives has been synthesized as prospective novel plant growth regulators. The 2[(triphenylphosphoranylidene)amino]tetrazolo[1,5-a]pyridine derivative is selectively formed from 2,6-diazido-4-methylnicotinonitrile under the conditions of the Staudinger reaction, from which N-(6-azido-5-cyano-4-methylpyridin-2-yl)acylamides can be obtained by sequential reduction and acylation. The obtained azidopyridines are converted into the corresponding 1,2,3-triazoles when treated with 1,3-dicarbonyl compounds in the presence of Et3N. Field studies showed that some of the synthesized compounds were effective growth regulators of wheat.

Authors: Ludmila V. Dyadyuchenko, Irina G. Dmitrieva,
Nikolai A. Aksenov, Victor V. Dotsenko

 


Keywords


azidopyridines; iminophosphoranes; nicotinonitriles; 1,2,3-triazoles; Dimroth reaction; Staudinger reaction; growth regulating activity

Full Text: PDF (Russian) Supplementary File(s): Supporting information (2MB)


 

 

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