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,N0-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.
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 / E. Erba, D. Pocar, P. Trimarco. - In: TETRAHEDRON. - ISSN 0040-4020. - 61(2005):24(2005 Apr 15), pp. 5778-5781.
Titolo: | 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 |
Autori: | |
Parole Chiave: | 2,3-Dialkyl-6-nitro-4(3H)-quinazolinimines; 3,5-Dialkyl-9-nitro-imidazo[1,2- c]quinazolin-2(3)-ones; Intramolecular cyclization; N,N′-disubstituted amidines |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | 15-apr-2005 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.tet.2005.04.028 |
Appare nelle tipologie: | 01 - Articolo su periodico |