v-Triazolines.XXXIX. 1,2,4-Triaryl-3-aminopyrroles. Unusual Reaction Products in the Pyrolysis of 5-Amino-v-triazolines and the Crystal Structure of 2-(3-Morpholin-4-yl-2,4-pyrrol-1-yl)benzonitrile

Author:

Pocar Donato,Trimarco Pasqualina,Bombieri Gabriella

Publisher

Wiley

Subject

Organic Chemistry

Reference26 articles.

1. D. Pocar, E. Roversi, P. Trimarco and G. Valgattarri, Liebig Ann. Chem., 487 (1995).

2. Triazolines 6a,b were obtained in a previous work and transformed into the corresponding amidines 7a,b, which were used as synthons for the preparation of heterocyclic compounds and readily underwent ring closure to afford aminoquinolines [5]. By-products were neither isolated nor characterized.

3. v-Triazolines. Part 37. Rearrangement reactions of 5-amino-1-(2-formyl-, -benzoyl-, -cyano-aryl)-ν-triazolines: new synthesis of 2-amino- and 2,4-diamino-quinolines and 2,4-diamino-1,7-naphthyridines

4. In the case of triazoline 6d a small amount of 3,5-diaryl-2-morpholinofuran was produced. This product is explained by an autocondensation reaction of the tolylacetadehyde to the corresponding 2,4-ditolyl-2-butenal, which by reacting with morpholine yielded the corresponding enamine (i.e. 4-(2,4-di-p-tolylbuta-1,3-dienyl)-morpholine). Spontaneous oxidation of the latter yielded the observed furan derivative. Autooxydation of dienes to furans has been reported [7a,b].

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