ピリミジン誘導体の研究 (第9報)
Mercapto-s-triazolopyrimidine類
1960 年 80 巻 11 号 p. 1542-1550
詳細
1960 年 80 巻 11 号 p. 1542-1550
Reaction of 2-hydrazino-4-hydroxy-6-methylpyrimidine (I) and carbon disulfide afforded 3-mercapto-5-hydroxy-7-methyl-s-triazolo[4, 3-a]pyrimidine (II) and 3-mercapto-5-methyl-7-hydroxy-s-triazolo[4, 3-a]pyrimidine (VII). (VII) alone was obtained by pyrolysis of 1-(4-hydroxy-6-methyl-2-pyrimidinyl)-4-phenyl-3-thiosemicarbazide (XV), formed by the reaction of (I) and phenyl isothiocyanate. Heatingof (II) at 250-255° effects its isomerization to (VII).
Reaction of 2-hydrazino-4, 6-dimethylpyrimidine (III) and carbon disulfide afforded 3-mercapto-5, 7-dimethyl-s-triazolo[4, 3-a]pyrimidine (XXIV) but (XXIV) easily underwent isomerization to 2-mercapto-5, 7-dimethyl-s-triazolo [2, 3-a]pyrimidine (XXVI). Similar mercapto compounds were obtained from 2-hydrazinopyrimidine (XXVII) and 2-hydrazino-4-methylpyrimidine (XXII).
