A study on the oxidation of 1‐(4‐chlorophenyl) pyrazolidin‐3‐one to 1‐(4‐chlorophenyl)‐3‐pyrazolol by oxygen
BACKGROUND
Pyraclostrobin manifests a bright promise in agriculture because it holds the characteristics of broad spectrum, high efficiency, low toxicity, non‐target biosafety, and friendliness to users and environment due to it inhibiting mitochondrial respiration in a novel mode of action. 1‐(4‐chlorophenyl)‐3‐pyrazolol is an essential intermediate for the preparation of pyraclostrobin. The commercial technology for the production of 1‐(4‐chlorophenyl)‐3‐pyrazolol by oxidizing 1‐(4‐chlorophenyl)pyrazolidan‐3‐one with H2O2 in strong alkali solution is risky and not friendly to the environment.
RESULTS
A solid Fe/AC catalyst is constructed by loading ferric on commercial activated carbon. The activated carbon and ferric act cooperatively to upgrade the oxidation rate of 1‐(4‐chlorophenyl)pyrazolidan‐3‐one and the yield of 1‐(4‐chlorophenyl)‐3‐pyrazolol with air. The best catalyst is Fe/AC supported with 15% Fe2O3 on activated carbon of 100~120 mesh without activation.
CONCLUSIONS
The Fe/AC catalyst is able to not only accelerate the oxidation of 1‐(4‐chlorophenyl) pyrazolidin‐3‐one faster but also obtain a higher yield of 1‐(4‐chlorophenyl)‐3‐pyrazolol than FeCl3 or activated carbon does in 5%(wt)NaOH solution. The highest 1‐(4‐chlorophenyl)‐3‐pyrazolol yield is got by the gas stream containing 60%(wt) oxygen with a Fe/AC dosage of 1.25 g L‐1.
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