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3,4-Dichloro-1,2,5-thiadiazole: a commercially available electrophilic sulfur transfer agent and safe resource of ethanedinitrile
Journal of Sulfur Chemistry ( IF 2.1 ) Pub Date : 2021-10-26 , DOI: 10.1080/17415993.2021.1991928
Hayedeh Gorjian 1 , Nader Ghaffari Khaligh 1, 2
Affiliation  

3,4-Dichloro-1,2,5-thiadiazole is introduced as a safe and efficient sulfur transfer reagent. By applying this commercially available reagent, the symmetrical trisulfides and ethanedinitrile were simultaneously obtained by reacting various thiols with this reagent at room temperature. This reagent is non-toxic, inexpensive, and commercially available. In addition, no higher-order polysulfides were detected in all cases after the completion of the reaction. The short reaction times (20–50 min), excellent selectivity, and high yield of the trisulfides are some attractive merits of this reagent for the preparation of trisulfides. The reaction is one-pot, and isolation-purification of intermediates is not required. The procedure was readily scaled up to 5 grams. A mechanism is presented to explain the chemistry.



中文翻译:

3,4-二氯-1,2,5-噻二唑:一种市售的亲电子硫转移剂和乙二腈的安全资源

3,4-二氯-1,2,5-噻二唑是一种安全高效的硫转移试剂。通过应用这种市售试剂,通过在室温下使各种硫醇与该试剂反应,同时获得对称三硫化物和乙二腈。该试剂无毒、价格低廉且可商购。此外,在反应完成后,在所有情况下都没有检测到更高阶的多硫化物。反应时间短(20-50 分钟)、优异的选择性和三硫化物的高产率是该试剂制备三硫化物的一些吸引人的优点。该反应是一锅法,不需要中间体的分离纯化。该过程很容易扩大到 5 克。提出了一种解释化学的机制。

更新日期:2021-10-26
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