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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
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2024-03-25 , DOI: 10.1021/acs.oprd.3c00488
Daniel P. Walker 1 , Kevin J. Koeller 1 , William H. Miller 1 , Charles R. Graham 1 , G. Davis Harris 1 , Swati Nigudkar 1 , George H. Klemm 1 , Wensheng Li 1
Affiliation  

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.

中文翻译:

利用催化液相有氧氧化反应制备噻唑芬合成的关键原料噻吩-2-甲酰氯的新工艺

噻吩-2-碳酰氯 ( TCC ) 是制备 Tioxazafen 的关键原材料,tioxazafen 是拜耳公司正在开发的一种专利种子处理剂,作为广谱杀线虫剂。当前的TCC制造路线存在副产物形成和大量废物产生的问题,从而导致制造成本高昂。一种从噻吩制备TCC 的新且可能更具成本效益的工艺已经开发出来。该工艺的关键步骤是利用 2-乙酰噻吩 ( AcT )的均相液相有氧氧化。本文描述了新流程中涉及的三个步骤中每个步骤的开发细节。
更新日期:2024-03-25
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