Some reactions of 1,3-Dichloro-2-azoniaallene Salts with heteronucleophiles

Hamed, A.; Sedeak, Mohamed; Ismail, Abd El-hamid; Stumpf, Rüdiger; Fischer, Helmut; Jochims, Johannes

Some reactions of 1,3-Dichloro-2-azoniaallene Salts with heteronucleophiles

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Datum

1995

Autor:innen

Hamed, A.

Sedeak, Mohamed

Ismail, Abd El-hamid

Stumpf, Rüdiger

Fischer, Helmut

Jochims, Johannes

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Journal f�r Praktische Chemie/Chemiker-Zeitung. 1995, 337(1), pp. 274-282. ISSN 0941-1216. eISSN 1521-3897. Available under: doi: 10.1002/prac.19953370158

Zusammenfassung

1,3-Dichloro-2-azoniaallene hexachloroantimonates (1) reacted with H2S to give 1,2,4-dithiazolium salts 2. With hydrazines 1,2,4-triazolium salts (3, 4) were formed. 1,3-Dimethylurea, respectively 1,3-dimethylthiourea or ethyl allophanate, reacted with 1 to afford 2-oxo- or 2-thioxo-1,3,5-triazinium salts (5–7). With diphenylmethaneimines imino substituted 2-azoniaallene salts 8 were produced. From chloroacetonitrile dichloropyrimidines 9, and from the tricyanomethyl anion a hexatriene 10 and a triazine 11 could be prepared. The 1,5-dichloro substituted 2-azoniaallene salts 12 reacted as bifunctional electrophiles with nucleophiles such as benzophenone hydrazone or anilines, to furnish 1,3,5-triazinium salts 14. Against benzohydrazide the allene 12j behaved as trivalent electrophile giving the bicyclic 1,3,5-oxadiazinium salt 13j, the constitution of which has been secured by a crystal structural analysis. The vinyl-2-azoniaallene salt 1i cyclized on heating to the 1,3-thiazinium salts 16, 17. From 17 the triazinium salts 18 were prepared with alcohols.

Fachgebiet (DDC)

540 Chemie

Zitieren

ISO 690

HAMED, A., Mohamed SEDEAK, Abd El-hamid ISMAIL, Rüdiger STUMPF, Helmut FISCHER, Johannes JOCHIMS, 1995. Some reactions of 1,3-Dichloro-2-azoniaallene Salts with heteronucleophiles. In: Journal f�r Praktische Chemie/Chemiker-Zeitung. 1995, 337(1), pp. 274-282. ISSN 0941-1216. eISSN 1521-3897. Available under: doi: 10.1002/prac.19953370158

BibTex

@article{Hamed1995react-23263,
  year={1995},
  doi={10.1002/prac.19953370158},
  title={Some reactions of 1,3-Dichloro-2-azoniaallene Salts with heteronucleophiles},
  number={1},
  volume={337},
  issn={0941-1216},
  journal={Journal f�r Praktische Chemie/Chemiker-Zeitung},
  pages={274--282},
  author={Hamed, A. and Sedeak, Mohamed and Ismail, Abd El-hamid and Stumpf, Rüdiger and Fischer, Helmut and Jochims, Johannes}
}

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