Open Access
Molecules, volume 23, issue 10, pages 2576
Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions
1
Publication type: Journal Article
Publication date: 2018-10-09
PubMed ID:
30304797
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A safe and efficient synthesis of 4,7-dibromo[1,2,5]thiadiazolo[3,4-d]pyridazine from the commercial diaminomaleonitrile is reported. Conditions for selective aromatic nucleophilic substitution of one or two bromine atoms by oxygen and nitrogen nucleophiles are found, whereas thiols formed the bis-derivatives only. Buchwald-Hartwig or Ullmann techniques are successful for incorporation of a weak nitrogen base, such as carbazole, into the [1,2,5]thiadiazolo[3,4-d]pyridazine core. The formation of rather stable S…η2-(N=N) bound chains in 4,7-bis(alkylthio)-[1,2,5]thiadiazolo[3,4-d]pyridines makes these compounds promising for the design of liquid crystals.
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1 publication, 3.85%
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1 publication, 3.85%
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1 publication, 3.85%
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1 publication, 3.85%
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1 publication, 3.85%
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Citations by publishers
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Pleiades Publishing
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 3.85%
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Chmovzh T. et al. Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions // Molecules. 2018. Vol. 23. No. 10. p. 2576.
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Chmovzh T., Knyazeva E., Lyssenko K., Popov V., Rakitin O. Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions // Molecules. 2018. Vol. 23. No. 10. p. 2576.
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TY - JOUR
DO - 10.3390/molecules23102576
UR - https://doi.org/10.3390%2Fmolecules23102576
TI - Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions
T2 - Molecules
AU - Chmovzh, Timofey
AU - Knyazeva, Ekaterina
AU - Lyssenko, Konstantin
AU - Rakitin, Oleg
AU - Popov, Vadim
PY - 2018
DA - 2018/10/09 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 2576
IS - 10
VL - 23
PMID - 30304797
SN - 1420-3049
ER -
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@article{2018_Chmovzh,
author = {Timofey Chmovzh and Ekaterina Knyazeva and Konstantin Lyssenko and Oleg Rakitin and Vadim Popov},
title = {Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions},
journal = {Molecules},
year = {2018},
volume = {23},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {oct},
url = {https://doi.org/10.3390%2Fmolecules23102576},
number = {10},
pages = {2576},
doi = {10.3390/molecules23102576}
}
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Chmovzh, Timofey, et al. “Safe synthesis of 4,7-dibromo[1,2,5]thiadiazolo [3,4-d]pyridazine and its SNAr reactions.” Molecules, vol. 23, no. 10, Oct. 2018, p. 2576. https://doi.org/10.3390%2Fmolecules23102576.