Synthesis and structure of new 1,2,3-triazolyl substituted 1,3,5-triazines

Mikhaylichenko, Svetlana; Veloso, Anthony J.; Patel, Kunjal; Zaplishny, V. N.

doi:10.5155/eurjchem.3.1.1-9.492

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2018

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“…There was also ∼40% yield of triazole product from 2a and ADT, as reported previously. 20,21 Because the polarity of solvent is known to affect diazo-transfer reactions, 8 we explored the effect of solvent using 2a/ADT reaction as a model system (Table 1). In low-polarity solvents with polarity index P < 5, no diazo product was obtained (Table 1, entries 1−4).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Intrinsically Safe and Shelf-Stable Diazo-Transfer Reagent for Fast Synthesis of Diazo Compounds

Xie

Yan

et al. 2018

J. Org. Chem.

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We report a crystalline compound 2-azido-4,6-dimethoxy-1,3,5-triazine (ADT) as an intrinsically safe, highly efficient, and shelf-stable diazo-transfer reagent. Because the decomposition of ADT is an endothermal process (Δ H = 30.3 kJ mol), ADT is intrinsically nonexplosive, as proved by thermal, friction, and impact tests. The diazo-transfer reaction based on ADT gives diazo compounds in excellent yields within several minutes at room temperature. ADT is very stable upon >1 year storage under air at room temperature.

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Section: ■ Results and Discussionmentioning

confidence: 99%