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Herein, we report a continuous-flow process for the preparation of triazenes, whereby diazonium salts are generated and converted into their masked or protected triazene derivatives. Key to realizing the process, which is applicable to a wide range of substrates, is the identification of solvent and reagent parameters that avoid fouling and clogging in the tubing used in these studies. The process has also been applied to prepare the antineoplastic agents mitozolomide and dacarbazine. We also report isolation and differential scanning calorimetry (DSC) analysis of an anthranilic acidderived triazene whose related diazonium salt is a contact explosive. The data highlights improved stability but also suggests that an exothermic process does occur with an onset temperature of 118 °C. Finally, an 18-hour continuous operation of the reaction procedure using high-performance liquid chromatography (HPLC) pumps is reported.

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  • Impact Factor (2019): 3.622
  • Scimago Journal Rank (2019): 0.795
  • SJR Hirsch-Index (2019): 20
  • SJR Quartile Score (2019): Q1 Chemistry (miscellenous)
  • SJR Quartile Score (2019): Q1 Fluid Flow and Transfer Processes
  • SJR Quartile Score (2019): Q2 Organic Chemistry
  • Impact Factor (2018): 2.277
  • Scimago Journal Rank (2018): 0.58
  • SJR Hirsch-Index (2018): 17
  • SJR Quartile Score (2018): Q1 Fluid Flow and Transfer Processes
  • SJR Quartile Score (2018): Q2 Organic Chemistry

Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation
2011
Volumes
per Year
1
Issues
per Year
4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address
H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)