School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK.
BAE Systems, Glascoed, Usk, Monmouthshire, NP15 1XL, UK.
Chemistry. 2023 Jun 7;29(32):e202300957. doi: 10.1002/chem.202300957. Epub 2023 May 2.
A flow electrochemical method towards the synthesis of N-nitroso compounds from secondary amines using cheap and readily available sodium nitrite has been developed. Sodium nitrite dissolved in aqueous acetonitrile made additional electrolytes unnecessary. This mild and straightforward approach made the use of acids or other harsh and toxic chemicals redundant. This procedure was applied to an assortment of cyclic and acyclic secondary amines (27 examples) resulting in yields of N-nitrosamines as high as 99 %. To demonstrate the practicality of the process, scaled-up reactions were performed. Finally, selected products could be purified by using an in-line acidic extraction.
一种通过廉价易得的亚硝酸钠将仲胺转化为 N-亚硝基化合物的流动电化学方法已经被开发出来。亚硝酸钠溶解在含水乙腈中，无需添加其他电解质。这种温和且直接的方法使得无需使用酸或其他苛刻和有毒的化学物质。该方法应用于各种环状和非环状仲胺（27 个实例），得到的 N-亚硝胺产率高达 99%。为了证明该过程的实用性，进行了放大反应。最后，可以通过在线酸性萃取来纯化选定的产物。
