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Letts nitrile synthesis : ウィキペディア英語版 | Letts nitrile synthesis The Letts nitrile synthesis is a chemical reaction of aromatic carboxylic acids with metal thiocyanates to form nitriles. The reaction includes the loss of carbon dioxide and potassium hydrosulfide. The polar basic substitution reaction was discovered in 1872 by Edmund A. Letts. ==History== In 1857 Hugo Schiff observed that the reaction between benzoyl chloride with potassium cyanide produced the desired benzonitrile. Work done later by British chemist Edmund A. Letts delved much deeper into the synthesis of nitriles. Attempting first to add cyano-groups to acetic acid, he obtained a mixture of acetamide and carbonyl sulfide. However, in 1872 he showed that treating a 2:1 molecular ratio of benzoic acid and potassium thiocyanate with heat for several hours also produced nitriles with only a small amount of amide with about 40% yield. G. Krüss expanded on Letts' work in 1884, producing better yields by utilizing lead(II) thiocyanate. In 1916, E.E. Reid found that showed that dry distillation of the zinc(II) salt of the acid with a 20% excess of lead(II) thiocyanate gave an 86% conversion and 91% yield, almost double of that produced by Letts.
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