Pyrimidines. 6. 6-Trifluoromethyl chloropyrimidines and related compounds
摘要：
A study of the chlorination of 6-trifluoromethylpyrimidines was made. On sequential treatment of 6-tri-fluoromethyluracil (6) with phosphorus oxychloride and phosphorus pentachloride, 2,4-dichloro-6-trifluoro-methylpyrimidine (7) (25%) and 4-chloro-6-trifluoromethylpyrimidin-2-yldichlorophosphate (8) (53%) were obtained. Compound 8 was converted to 7 by treatment with hydrogen chloride in phosphorus oxychloride in 72% yield. In a one-pot synthesis, 77% of 7 was obtained from 6. The preparation of 2,4,5-trichloro-6-tri-fluoromethyluracil (16) proceeded similarly. Although the pyrimidinyldichlorophosphate ester has been proposed as the intermediate in converting a pyrimidinol to a chloropyrimidine, these are the first examples of such compounds to be isolated, characterized, and made to yield the ring-chlorinated pyrimidines.
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DOI：
10.1002/jhet.5570200145
被引量：
年份：
1983
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