Kreutzberger A, Tesch U H
Arzneimittelforschung. 1978;28(2):235-41.
In view of the role that methoxy and methylthio groups play in antimycotic drugs, 2-methoxy- and 2-methylthio-trifluoromethylpyrimidines (3a-h) have been developed by condensation of O-methylisourea (1a) or S-methylisothiourea (1b), respectively, with beta-diketones (2a-d). Opposed to this course, the reaction of 1b with 1,1,1,2,2,3,3-heptafluoro-6-(2-thienyl)-4,6-hexanedione (4) fails to lead to ring closure but rather yields 4,4,5,5,6,6,6-heptafluoro-3-(2-methyl-1-thioureido)-1-(2-thienyl)-1-hexen-1,3-diol (5).
鉴于甲氧基和甲硫基在抗真菌药物中所起的作用，分别通过O-甲基异脲（1a）或S-甲基异硫脲（1b）与β-二酮（2a-d）缩合，制备了2-甲氧基-和2-甲硫基-三氟甲基嘧啶（3a-h）。与该反应过程不同，1b与1,1,1,2,2,3,3-七氟-6-(2-噻吩基)-4,6-己二酮（4）反应未能导致环化，而是生成了4,4,5,5,6,6,6-七氟-3-(2-甲基-1-硫脲基)-1-(2-噻吩基)-1-己烯-1,3-二醇（5）。
