Skip to main content
SpringerLink
Log in

Zur sauren Hydrolyse von 1-(N-Methoxymethyl-thiocarbamoyl)-5-methyl-3,3-diphenyl-pyrrolidin-2-imin

The acid hydrolysis of 1-(N-methoxymethyl-thiocarbamoyl)-5-methyl-3.3.-diphenylpyrrolidin-2-imine

  • Organische Chemie und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The title compound (1) is hydrolysed at pH=0–2 to the new compounds 1-thiocarbamoyl-5-methyl-3.3-diphenylpyrrolidin-2-one (3) and the tetrahydrotriazine derivative (4). These compounds, together with 5-methyl-3.3.-diphenylpyrrolidin-2-imine (5), are the stable end-products of the reaction. The expected 5-methyl-3.3.-diphenyl-1-thiocarbamoyl-pyrrolidin-2-imine (6) is formed either as an intermediate or an end-product according to the conditions of hydrolysis. Its formation is analogous to that of the isomeric 5-methyl-3.3.-diphenyl-2-pyrrolidinylidene-thiourea (9) from 1-(N-methoxymethyl)-3-(5-methyl-3.3.-diphenyl)-2-pyrrolidinylidene)-thiourea (2) by cleavage of the methoxymethyl group.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literatur

  1. W. Klötzer undR. Franzmair, Mh. Chem.102, 724 (1971).

    Google Scholar 

  2. R. Franzmair, Inauguraldissertation, Universität Innsbruck (Juni 1968): C-Substituierte Imino-Pyrrolidine und Reaktionen an den (N)-Atomen derselben, S. 28, 31–32, 39.

  3. W. Klötzer, B. Schmidt, R. Franzmair undG. Bader, Mh. Chem.102, 627, 631 (1971).

    Google Scholar 

  4. A. J. Boulton undA. R. Katritzky Tetrahedron12, 51–55 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Chemische und physikalisch-chemische Forschungsabteilungen, F. Hoffmann-La Roche & Co. AG, CH-4002, Basel, Schwiez

    Siegfried H. Weber, Wolf Arnold, Lucien H. Chopard-dit-Jean & Marc Montavon

Authors
  1. Siegfried H. Weber
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Wolf Arnold
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Lucien H. Chopard-dit-Jean
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Marc Montavon
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Herrn Prof. Dr.H. Bretschneider zum 70. Geburtstag in Verehrung gewidmet.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Weber, S.H., Arnold, W., Chopard-dit-Jean, L.H. et al. Zur sauren Hydrolyse von 1-(N-Methoxymethyl-thiocarbamoyl)-5-methyl-3,3-diphenyl-pyrrolidin-2-imin. Monatshefte für Chemie 106, 491–497 (1975). https://doi.org/10.1007/BF01150530

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01150530

Search

Navigation