A New Process To Prepare Thiophene-2-Carbonyl Chloride, a Key Raw Material in the Synthesis of Tioxazafen, Utilizing a Catalytic Liquid Phase Aerobic Oxidation Reaction
Daniel P. Walker*, Kevin J. Koeller, William H. Miller, Charles R. Graham, G. Davis Harris Jr., Swati Nigudkar, George H. Klemm and Wensheng Li,
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引用次数: 0
Abstract
Thiophene-2-carbonyl chloride (TCC) is the key raw material in the preparation of tioxazafen, a proprietary seed treatment that was being developed by Bayer AG as a broad-spectrum nematicide. Current manufacturing routes to TCC suffer from side product formation and significant waste generation, which lead to high manufacturing costs. A new and potentially more cost-effective process to prepare TCC from thiophene has been developed. The key step in the process utilizes homogeneous liquid-phase aerobic oxidation of 2-acetylthiophene (AcT). This article describes development details for each of the three steps involved in the new process.
期刊介绍:
The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools,process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.