利用催化液相有氧氧化反应制备噻吩-2-甲酰氯（一种合成 Tioxazafen 的关键原材料）的新工艺

IF 3.5 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2024-03-25 DOI:10.1021/acs.oprd.3c00488

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

摘要

噻吩-2-甲酰氯（TCC）是制备 Tioxazafen 的关键原料，Tioxazafen 是拜耳公司作为广谱杀线虫剂开发的一种专有种子处理剂。TCC 目前的生产工艺会产生副产品和大量废料，导致生产成本居高不下。目前已开发出一种从噻吩制备 TCC 的新工艺，该工艺可能更具成本效益。该工艺的关键步骤是利用 2-乙酰基噻吩（AcT）的均相液相有氧氧化。本文介绍了新工艺三个步骤中每个步骤的开发细节。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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

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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

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.

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来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

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.