Single step synthesis of 2,3-dialkyl-6-nitro-quinazolin-4(3H)-imines and 3,5-dialkyl-9-nitro-imidazo[1,2-c]quinazolin-2(3H)-ones |
| |
| Authors: | Emanuela Erba Donato Pocar Pasqualina Trimarco |
| |
| Affiliation: | Istituto di Chimica Organica ‘Alessandro Marchesini’ e Centro Interuniversitario di Ricerca sulle Reazioni Pericicliche e Sintesi di Sistemi Etero- e Carbociclici, Università degli Studi di Milano, Via G. Venezian, 21, I-20133 Milano, Italy |
| |
| Abstract: | A single step synthesis of 2,3-dialkyl-6-nitro-quinazolin-4(3H)-imines and 3,5-dialkyl-9-nitro-imidazo-[1,2-c]-quinazolin-2(3H)-ones from simple carbonyl compounds, primary amines or amino acid methyl esters and 2-azido-5-nitro-benzonitrile was developed. Key intermediates were N,N′-disubstituted amidines obtained by rearrangement of 4,5-dihydrotriazoles; the new heterocyclic rings were formed by spontaneous intramolecular reaction of the amino and cyano groups which are present in the intermediates. |
| |
| Keywords: | 2,3-Dialkyl-6-nitro-4(3H)-quinazolinimines 3,5-Dialkyl-9-nitro-imidazo[1,2-c]quinazolin-2(3)-ones N,N&prime -disubstituted amidines Intramolecular cyclization |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
