Reaction of nitrilimines with 2-substituted aza-heterocycles. Synthesis of pyrrolo[1,2-a]pyridine and pyrimido[2,1-d]1,2,3,5- tetrazine

Adel M Awadallah; Jalal A Zahra

doi:10.3390/molecules13010170

Reaction of nitrilimines with 2-substituted aza-heterocycles. Synthesis of pyrrolo[1,2-a]pyridine and pyrimido[2,1-d]1,2,3,5- tetrazine

Molecules. 2008 Jan 28;13(1):170-6. doi: 10.3390/molecules13010170.

Authors

Adel M Awadallah¹, Jalal A Zahra

Affiliation

¹ Chemistry Department, Faculty of Science, Islamic University of Gaza, P. O. Box 108, Gaza, Palestine. awada@iugaza.edu.ps

Abstract

The reaction of nitrilimine 6a with ethyl pyridine-2-acetate (7) gave the corresponding pyrrolo[1,2-a]pyridine 8, while the reaction of 6b containing an ester moiety afforded the acyclic adduct 9. The reaction of 6a with 2-aminopyrimidine (10) gave the novel unexpected pyrimido[2,1-d]1,2,3,5-tetrazine 11. Acyclic adducts 16 and 17 were obtained from the reaction of 6b with 2-cyanomethylbenzimidazole (14) and 2-aminobenzimidazole (15), respectively.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzimidazoles / chemistry
Heterocyclic Compounds / chemistry*
Heterocyclic Compounds, 1-Ring / chemistry*
Imines / chemistry*
Indolizines / chemical synthesis*
Indolizines / chemistry
Pyrimidines / chemistry*

Substances

Benzimidazoles
Heterocyclic Compounds
Heterocyclic Compounds, 1-Ring
Imines
Indolizines
Pyrimidines
pyrimido(2,1-d)1,2,3,5- tetrazine
2-aminopyrimidine
indolizine