Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine
Publication type: Journal Article
Publication date: 2013-09-26
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The aminomethylation of 6-amino-4-aryl-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitriles by the action of primary amines and an excess of formaldehyde under conditions of base catalysis was studied. It was found that the structure and yields of the products depend largely on the structure of the initial amine and also on the ratio of the reagents and reaction conditions. In the case of alkyl- or arylalkylamines, 8-aryl-3-alkyl(arylalkyl)-6-thioxo-1,3,4,6-tetrahydro-2H-pyrido[1,2-a][1,3,5]triazine-7,9-dicarbonitriles were obtained, whereas when aromatic amines were used 3,10-diaryl-1,8-dithioxo-5,6,12,13-tetrahydro-1H,8H-dipyrido[1,2-a:1′,2′-e][1,3,5,7]tetrazocine-2,4,9,11-tetracarbonitriles or their mixtures with the above-mentioned pyrido[1,2-a][1,3,5]triazines were obtained. Dipyrido[1,2-a:1′2′-e]-[1,3,5,7]tetrazocine derivatives were also synthesized by direct condensation of 6-amino-4-aryl-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitriles with formaldehyde.
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Dotsenko V. V. et al. Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine // Chemistry of Heterocyclic Compounds. 2013. Vol. 49. No. 7. pp. 1009-1023.
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Dotsenko V. V., Suikov S. Yu., Pekhtereva T. M., Krivokolysko S. G. Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine // Chemistry of Heterocyclic Compounds. 2013. Vol. 49. No. 7. pp. 1009-1023.
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TY - JOUR
DO - 10.1007/s10593-013-1339-5
UR - https://doi.org/10.1007/s10593-013-1339-5
TI - Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine
T2 - Chemistry of Heterocyclic Compounds
AU - Dotsenko, V V
AU - Suikov, S Yu
AU - Pekhtereva, T M
AU - Krivokolysko, S G
PY - 2013
DA - 2013/09/26
PB - Springer Nature
SP - 1009-1023
IS - 7
VL - 49
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2013_Dotsenko,
author = {V V Dotsenko and S Yu Suikov and T M Pekhtereva and S G Krivokolysko},
title = {Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine},
journal = {Chemistry of Heterocyclic Compounds},
year = {2013},
volume = {49},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-013-1339-5},
number = {7},
pages = {1009--1023},
doi = {10.1007/s10593-013-1339-5}
}
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MLA
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Dotsenko, V. V., et al. “Mannich reaction in the synthesis of N,S-containing heterocycles. 16.*Synthesis of derivatives of tetra-hydropyrido[1,2-a][1,3,5]triazine and 5,6,12,13-tetra-hydro-1H,8H-dipyrido[1,2-a:1',2'-e][1,3,5,7]tetrazocine.” Chemistry of Heterocyclic Compounds, vol. 49, no. 7, Sep. 2013, pp. 1009-1023. https://doi.org/10.1007/s10593-013-1339-5.
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