Processes for preparing 2-chloro-5-trifluoromethylpyridine

Details Processes for preparing 2-chloro-5-trifluoromethylpyridine Processes for preparing 2-chloro-5-trifluoromethylpyridine

1979-01-29

1981-02-03

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546298, 546303, C07D21326

Patent

active

042490090

ABSTRACT:
One process comprises the step of reacting an amount of 5-carboxy-2-pyridone directly with both a suitable chlorinating agent and a suitable fluorinating agent to selectively transform both the 5-carboxy group and the 2-positioned oxygen function of the ring. A second process comprises the steps of reacting an amount of 5-carboxy-2-pyridone with a suitable fluorinating agent to selectively transform the 5-carboxy group without altering the 2-positioned oxygen function of the ring and reacting the 5-trifluoromethyl-2-pyridone thereby formed with a suitable chlorinating agent to cause 2-chloro-5-trifluoromethylpyridine to form. A third process comprises the steps of reacting an amount of a 5-carboxy-2-pyrone compound with a suitable fluorinating agent to selectively transform the 5-carboxy group without altering the 2-positioned oxygen function of the ring, reacting the 5-trifluoromethyl-2-pyrone compound thereby formed with an ammonia-containing agent in the presence of a caustic material to cause 5-trifluoromethyl-2-pyridone to form, and reacting the 5-trifluoromethyl-2-pyridone thereby formed with a suitable chlorinating agent to cause 2-chloro-5-trifluoromethylpyridine to form.

REFERENCES:
patent: 3609158 (1971-09-01), Torba
patent: 3705170 (1972-12-01), Torba
patent: 4038396 (1977-07-01), Shen et al.

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