Type: Article

Synthesis and characterization of Bis-quinazolines from linear tetra-amines involving 2-(aminomethyl)benzenamine with aldehydes

Journal: Journal of Heterocyclic Chemistry (0022152X)Year: July 2013Volume: 50Issue: Pages: 979 - 981

Azadbakht R.Khodabandeh, Maryame Keypour H.Baghdad Abadi, Reza Haji HosseiniAmiri Rudbari H.^a

a :University of Isfahan - IRAN(IR) - Isfahan

Abstract

Three tetra-amine compounds 2-((2-(2-aminobenzylamino)ethylamino)methyl) benzenamine (L1), 2-((3-(2-aminobenzylamino)propylamino)methyl) benzenamine (L2), and 2-((4-(2-aminobenzylamino)butylamino)methyl) benzenamine (L3) were synthesized and then their reaction with 2-hydroxybenzaldehyde, 2-nitrobenzaldehyde, and 2-hydroxy-3-methoxybenzaldehyde were investigated. Treatment of L1, L2, and L3 with the former aldehydes gave derivatives of quinazolines in a good yield. The products have been studied with IR, 1H NMR, 13C NMR, COSY, HMQC, and microanalysis. © 2013 HeteroCorporation.

Other Keywords

2 ((2 (2 aminobenzylamino)ethylamino)methyl)benzenamine2 ((3 (2 aminobenzylamino)propylamino)methyl)benzenamine2 ((4 (2 aminobenzylamino)butylamino)methyl)benzenamine2 (2 nitrophenyl) 3 (2 (2 (2 nitrophenyl) 1,2 dihydroquinazolin 3(4h) yl)ethyl) 1,2,3,4 tetrahydroquinazoline2 (2 nitrophenyl) 3 (3 (2 (2 nitrophenyl) 1,2 dihydroquinazolin 3(4h) yl)propyl) 1,2,3,4 tetrahydroquinazoline2 (2 nitrophenyl) 3 (4 (2 (2 nitrophenyl) 1,2 dihydroquinazolin3(4h) yl)butyl) 1,2,3,4 tetrahydroquinazoline2 (3 (2 (2 (2 hydroxy 3 methoxyphenyl) 1,2 dihydroquinazolin 3 (4h) yl)ethyl 1,2,3,4 tetrahydroquinazolin 2 yl) 6 methoxyphenol2 (3 (3 (2 (2 hydroxy 3 methoxyphenyl) 1,2 dihydroquinazolin 3(4h) yl)ethyl) 1,2,3,4 tetrahydroquinazoline2 (3 (3 (2 (2 hydroxy 3 methoxyphenyl) 1,2 dihydroquinazolin 3(4h) yl)propyl) 1,2,3,4 tetrahydroquinazolin 2 yl) 6 methoxyphenol2 (3 (4 (2 (2 hydroxy 3 methoxyphenyl) 1,2 dihydroquinazolin 3(4h) yl)butyl) 1,2,3,4 tetrahydroquinazoline 2 yl) 6 methoxyphenol2 (3 (4 (2 (2 hydroxyphenyl) 1,2 dihydroquinazolin 3(4h) yl)butyl) 1,2,3,4 tetrahydroquinazolin 2 yl)phenolaldehydeaminen 1 n 2 bis(2 nitrobenzyl)ethane 1,2 diaminen 1 n 3 bis(2 nitrobenzyl)propane 1,3 diaminen 1 n 4 bis(2 nitrobenzyl)butane 1,4 diaminequinazoline derivativeunclassified drugarticlecarbon nuclear magnetic resonancediastereoisomerdrug synthesisinfrared radiationisomernuclear magnetic resonance