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Three step, one-pot process to prepare thiophene-2-carbonyl chloride (TCC), a key raw material in the manufacture of tioxazafen (Nemastrike®)
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2019-02-08 , DOI: 10.1016/j.tetlet.2019.02.015
Daniel P. Walker , Charles R. Graham , William H. Miller , Kevin J. Koeller

Nematodes are parasitic organisms that cause significant damage to crops. Tioxazafen (Nemastrike®), is a proprietary seed treatment being developed by Bayer AG as a broad-spectrum nematicide. Thiophene-2-carbonyl chloride (TCC) is the key raw material in the manufacture of tioxazafen. Current manufacturing routes to TCC suffer from byproduct formation and significant waste generation, which leads to high manufacturing cost. A potentially more cost-effective process for preparing TCC from commercial thiophene has been developed. The advantages of this new chemical approach are illustrated in the processing details described in this Letter.



中文翻译:

三步一锅法制备噻吩-2-羰基氯(TCC),噻吩并芬(Nemastrike®)的关键原料

线虫是对作物造成重大损害的寄生生物。Tioxazafen(Nemastrike®)是由Bayer AG开发的一种广谱杀线虫剂专有的种子处理剂。噻吩-2-羰基氯化物(TCC)是噻恶唑芬生产中的关键原料。当前通向TCC的制造路线存在副产物形成和大量废物产生的问题,这导致高制造成本。已经开发了从商业噻吩制备TCC的潜在更具成本效益的方法。这种新化学方法的优势在本函中描述的处理细节中得到了说明。

更新日期:2019-02-08
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