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Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides

, 
Pavel A Kartavtsev 1
Pavel A Kartavtsev
, 
Dmitriy Yurievich Vandyshev 1
Dmitriy Yurievich Vandyshev
,  , 
Khidmet Sapharovich Shikhaliev 1
Khidmet Sapharovich Shikhaliev
10.71267/mencom.7846
Published 2025-11-29
Communication , Volume 36, Issue 1, 66-68
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Ledenyova I. V. et al. Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 66-68.
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Ledenyova I. V., Kartavtsev P. A., Vandyshev D. Y., Denisov G. L., Shikhaliev K. S. Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 66-68.
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TY - JOUR
DO - 10.71267/mencom.7846
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7846
TI - Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides
T2 - Mendeleev Communications
AU - Ledenyova, Irina Vladimirovna
AU - Kartavtsev, Pavel A
AU - Vandyshev, Dmitriy Yurievich
AU - Denisov, Gleb Leonidovich
AU - Shikhaliev, Khidmet Sapharovich
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 66-68
IS - 1
VL - 36
ER -
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@article{2025_Ledenyova,
author = {Irina Vladimirovna Ledenyova and Pavel A Kartavtsev and Dmitriy Yurievich Vandyshev and Gleb Leonidovich Denisov and Khidmet Sapharovich Shikhaliev},
title = {Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7846},
number = {1},
pages = {66--68},
doi = {10.71267/mencom.7846}
}
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Ledenyova, Irina Vladimirovna, et al. “Sulfonyl derivatives of 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in reactions with acyl/alkyl halides.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 66-68. https://mendcomm.colab.ws/publications/10.71267/mencom.7846.
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Keywords

1-c][1
2
4]triazines
5-a]pyrimidines
acylation
alkylation
carboxamides
cascade reactions
pyrazolo[1
pyrazolo[5
rearrangement
substitution
sulfones
X-ray diffraction analysis.

Abstract

The acylation reaction of 3-sulfonyl-1,4-dihydropyrazolo[5,1-c][1,2,4]triazines with acid chlorides on heating in the corresponding carboxylic acids gives the acylated derivatives at the N1 atom of the as-dihydrotriazine ring. The analogous reactions with various alkyl halides in the K2CO3-MeCN system proceed similarly. When the alkylation with chloroacetanilides is performed on heating in K2CO3-DMF, a cascade rearrangement is initiated with the loss of the sulfonyl group and recyclization into 6-aminopyrazolo[1,5-a]pyrimidine-5-carboxamides.

Funders

Russian Science Foundation
25-16-00191

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