16312-79-1Relevant articles and documents
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Smith et al.
, p. 1854 (1975)
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Development of a Scalable and Sublimation-Free Route to MTAD
Siddiqi, Zohaib R.,Ungarean, Chad N.,Bingham, Tanner W.,Sarlah, David
, p. 2953 - 2959 (2020/12/21)
The cyclic azodicarbonyl 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) is a versatile and powerful reagent used mainly in cycloaddition chemistry. Though known for more than 50 years, its unsafe preparation, as well as purification by sublimation, hampered i
Alternative synthetic routes to N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) and other triazolinedione derivatives
Breton, Gary W.,Turlington, Mark
supporting information, p. 4661 - 4663 (2015/02/19)
N-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) is a powerful electrophile and a versatile synthetic reagent. In this Letter we describe two methods for the synthesis of N-methylurazole, the direct precursor to MeTAD, on gram scales and in good yields. Both methods provide pure urazole while avoiding the necessity of large scale purification via column chromatography or recrystallization. One of the methods proved to be amenable for the synthesis of derivatives other than N-methyl.