Studies on Azaindolizine Compounds. XV. The Allyl Rearrangement of 5-Methyl-7-allyloxys-triazolo [1,5-a] pyrimidine.
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概要
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Thermal rearrangement of 5-methyl-7-allyloxy-s-triazolo [1,5-a] pyrimidine (II) was investigated and seven kinds of products ; an unknown oil, 5-methyl-s-triazolo [1,5-a] pyrimidin-7-ol (III), its 6-allyl derivative (IV), 3-and 4-allyl-5-methyl-s-triazolo [1,5-a] pyrimidin-7 (3H and 4H)-ones (IIIb and IIIa), and their 6-allyl derivatives (IVb and IVa) were obtained. In order to confirm the structure of these products, the condensation of ethyl acetoacetate or its 2-allyl compound with N-allyl derivatives (Va and Vb) of 5-amino-s-triazole was examined. On the other hand, allylation of III and IV afforded the 3- and 4-allylated products which were respectively identified with the compounds (IIIa, IIIb and IVa, IVb) obtaining by the thermal rearrangement of II. The mechanism of the above thermal rearrangement reaction was discussed.
- 公益社団法人日本薬学会の論文
- 1963-07-25
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