Skip to main content
Log in

Über die Umsetzung von Dibenzylidensulfamiden mit Aminen

Reactions of dibenzylidene sulfamides with amines

  • Organic Chemistry and Biochemistry
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

Addition of amines to dibenzylidene sulfamide1 a yields the correspondingSchiff bases3 a, b and monobenzylidene sulfamide2. Reaction of several dibenzylidene sulfamides1 with various lithium-amides gives N1-substituted N2-benzylsulfamoyl-benzamidines7 a-k via an intramolecular hydride transfer reaction, whereas by treatment of1 a with sodium amide 2-benzyl-3,5-diphenyl-3,4-dihydro-2H-1,2,4,6-thiatriazine-1,1-dioxide8 is obtained, which on hydrolysis yields9 and11. Alkylation products are described, the isomeric products12a/13a and12b/13b are isolated, their structures are confirmed by synthesis, IR and NMR-spectra.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literatur

  1. Knollmüller, M., Reich, K., Mh. Chem.106, 1095 (1975).

    Google Scholar 

  2. Traube, W., Reubke, E., Ber. dtsch. chem. Ges.56, 1656 (1923).

    Google Scholar 

  3. Porai-Koshits, B. A., Remiiov, A. L., Sbornik statei Obshchei Khim.2, 1570 (1953); Chem. Abstr.49, 5367 f.

    Google Scholar 

  4. Koehler, K., Sandstrom, W., Cordes, E. H., J. Amer. Chem. Soc.86, 2413 (1964).

    Google Scholar 

  5. Layer, R. W., Chem. Rev.63, 489 (1963).

    Google Scholar 

  6. Dusemund, J., Arch. Pharm.307 (11), 881 (1974).

    Google Scholar 

  7. Cherkasov, V. M., Dashevskaya, T. A., Baranova, L. I., Zh. Org. Khim.4, 1636 (1968); Chem. Abstr.70, 3439 f.

    Google Scholar 

  8. Tinkler, R. B., J. Chem. Soc. (B)1970, 1052.

  9. Schwenker, G., Bösl, K., Arch. Pharm.303, 980 (1970).

    Google Scholar 

  10. Knollmüller, M., Mh. Chem.102, 1055 (1971).

    Google Scholar 

  11. Beasley, Y. M., Overell, B. G., Petrow, V., Stephenson, O., J. Pharm. and Pharmacol.10, 696 (1958).

    Google Scholar 

  12. Miller, W. v., Plöchl, J., Ber. dtsch. chem. Ges.25, 2053 (1892).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Knollmüller, M., Kosma, P. Über die Umsetzung von Dibenzylidensulfamiden mit Aminen. Monatshefte für Chemie 112, 489–500 (1981). https://doi.org/10.1007/BF00901828

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00901828

Keywords

Navigation