Monatshefte für Chemie / Chemical Monthly

, Volume 111, Issue 2, pp 385–398 | Cite as

Zur Kenntnis der Reaktionsfähigkeit des Thiomorpholins und alkylsubstituierter Thiomorpholine, 4. Mitt.

Über die gemeinsame Einwirkung von elementarem Schwefel und gasförmigem Ammoniak auf Ketone, 94. Mitt.
  • Friedrich Asinger
  • Alfons Saus
  • Magdalena von Wachtendonk
Article
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Accepted:

On the reactivity of thiomorpholine and alkyl substituted thiomorpholines 4. (On the joint action of elementary sulfur and gaseous ammonia on ketones, 94.)

Abstract

Thiomorpholine as well as alkyl substituted thiomorpholines and their Sdioxides, respectively, are transformed into the corresponding N-Aminothiomorpholines by nitrosation (1–5) followed by the reduction with zinc in acetic acid/acetic acid anhydride under simultaneous formation of the corresponding N-acetyl derivates, and hydrolysis by hydrochloric acid (6–9). Examples of this method are described. 4-Aminothiomorpholines and their Sdioxides react with aldehydes or ketones to give azomethines (10–31). Acylation with mono-and dicarbonic acid chlorides leads to the N-acyl derivatives32–44.Mannich condensation is also possible. By oxidation with yellow mercury oxide tetracenes are formed (46–47).

Keywords

N-Acylamino-thiomorpholines N-Amino-thiomorpholines N-Nitroso-thiomorpholines Tetracenes Thiomorpholines 
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Copyright information

© Springer-Verlag 1980

Authors and Affiliations

  • Friedrich Asinger
    • 1
  • Alfons Saus
    • 1
  • Magdalena von Wachtendonk
    • 1
  1. 1.Institut für Technische Chemie und PetrolchemieRheinisch-Westfälische Technische HochschuleAachenBundesrepublik Deutschland

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