Sulfonic acid amides

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Sulfonic acid amides
Prim-Sulfonicacid Amide Structure V.1.svg
Primary sulfonic acid amide, R 1 is an organyl radical (alkyl radicals, aryl radicals, arylalkyl radicals, etc.).
Sec-Sulfonicacid Amide Structure V.1.svg
Secondary sulfonic acid amide, R 1 and R 2 are organyl residues (alkyl residues, aryl residues, arylalkyl residues, etc.).
Tert-Sulfonicacid Amide Structure V.1.svg
Tertiary sulfonic acid amide, R 1 to R 3 are organyl residues (alkyl residues, aryl residues, arylalkyl residues, etc.).

Sulphonic acid amides are a group of organic-chemical sulfur compounds that can be described as amides of sulphonic acids . They contain a sulfonamide group , more precisely referred to as the sulfonic acid amide group.

Sulphonic acid amides are polar solids; their simplest representative is methanesulphonic acid amide .

Designation as a functional group in the systematic naming: sulfamoyl, sulfonamide, sulfamide

Manufacturing

The reaction of sulfonic acid chlorides with ammonia , primary amines or secondary amines results in sulfonic acid amides.

meaning

The main representatives of this group are the antibiotics effective sulfonamides , as drugs have practical significance.

The Hinsberg separation , an analytical method for separating primary, secondary and tertiary amines, is only of historical importance . Tertiary amines do not react with benzenesulfonic acid chloride . The sulfonic acid amides of primary amines can be separated from the sulfonic acid amides of secondary amines, since the former contain an acidic hydrogen atom on the nitrogen atom, which can be deprotonated with sodium hydroxide solution and thus becomes water-soluble.

literature

Individual evidence

  1. ^ Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindindustrie, Leipzig, 1985, pp. 485–486, ISBN 3-342-00280-8 .
  2. ↑ Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 5: Pl-S. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1987, ISBN 3-440-04515-3 , pp. 4051-4052.
  3. ^ Brockhaus ABC Chemie , VEB FA Brockhaus Verlag Leipzig 1965, p. 542.