Dehydration in Liquid Sulfur Dioxide. I. Acid Amide and Acid Anhydride Synthesis in an Iodine—Pyridine—Sulfur Dioxide System

A novel dehydrating reagent consisting of the I2–pyridine–liq. SO2 system has been examined in order to obtain acid amides from carboxylic acids and amines in liq. SO2. Among the amines, aniline gave the most satisfactory results. A fairly good yield was also achieved when the SO2Cl2–Py–SO2 system w...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 46; no. 4; pp. 1254 - 1256
Main Authors Nojima, Masatomo, Hasegawa, Shigeru, Tokura, Niichiro
Format Journal Article
LanguageEnglish
Published The Chemical Society of Japan 01.04.1973
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Summary:A novel dehydrating reagent consisting of the I2–pyridine–liq. SO2 system has been examined in order to obtain acid amides from carboxylic acids and amines in liq. SO2. Among the amines, aniline gave the most satisfactory results. A fairly good yield was also achieved when the SO2Cl2–Py–SO2 system was used in place of the I2–Py–SO2 system. Various amines in the absence of acids in this system gave N,N′-disubstituted diaminosulfone derivatives in good yields. Benzoic acid itself in the absence of amines gave benzoic acid anhydride in this system slowly.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.46.1254